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<script type="text/javascript" src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/jr.boots.min.js"> </script><title>Identification of a Selective Small-Molecule Inhibitor of Breast Cancer Stem Cells—Probe 2 - Probe Reports from the NIH Molecular Libraries Program - NCBI Bookshelf</title>
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<meta name="citation_inbook_title" content="Probe Reports from the NIH Molecular Libraries Program [Internet]">
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<meta name="citation_title" content="Identification of a Selective Small-Molecule Inhibitor of Breast Cancer Stem Cells—Probe 2">
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<meta name="citation_publisher" content="National Center for Biotechnology Information (US)">
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<meta name="citation_date" content="2014/05/13">
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<meta name="citation_author" content="Leigh C. Carmody">
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<meta name="citation_author" content="Andrew Germain">
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<meta name="citation_author" content="Barbara Morgan">
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<meta name="citation_author" content="Lynn VerPlank">
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<meta name="citation_author" content="Cristina Fernandez">
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<meta name="citation_author" content="Yuxiong Feng">
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<meta name="citation_author" content="Jose R. Perez">
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<meta name="citation_author" content="Sivaraman Dandapani">
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<meta name="citation_author" content="Benito Munoz">
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<meta name="citation_author" content="Michelle Palmer">
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<meta name="citation_author" content="Eric S. Lander">
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<meta name="citation_author" content="Piyush B. Gupta">
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<meta name="citation_author" content="Stuart L. Schreiber">
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<meta name="citation_pmid" content="23762951">
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<meta name="citation_fulltext_html_url" content="https://www.ncbi.nlm.nih.gov/books/NBK143560/">
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<meta name="DC.Title" content="Identification of a Selective Small-Molecule Inhibitor of Breast Cancer Stem Cells—Probe 2">
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<meta name="DC.Type" content="Text">
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<meta name="DC.Publisher" content="National Center for Biotechnology Information (US)">
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<meta name="DC.Contributor" content="Leigh C. Carmody">
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<meta name="DC.Contributor" content="Andrew Germain">
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<meta name="DC.Contributor" content="Barbara Morgan">
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<meta name="DC.Contributor" content="Lynn VerPlank">
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<meta name="DC.Contributor" content="Cristina Fernandez">
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<meta name="DC.Contributor" content="Yuxiong Feng">
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<meta name="DC.Contributor" content="Jose R. Perez">
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<meta name="DC.Contributor" content="Sivaraman Dandapani">
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<meta name="DC.Contributor" content="Benito Munoz">
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<meta name="DC.Contributor" content="Michelle Palmer">
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<meta name="DC.Contributor" content="Eric S. Lander">
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<meta name="DC.Contributor" content="Piyush B. Gupta">
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<meta name="DC.Contributor" content="Stuart L. Schreiber">
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<meta name="DC.Date" content="2014/05/13">
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<meta name="DC.Identifier" content="https://www.ncbi.nlm.nih.gov/books/NBK143560/">
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<meta name="description" content="Cancer stem cells (CSCs), which drive tumor growth, are known to be resistant to standard chemotherapy and radiation treatment. This raises a significant unmet need to find therapies that can target CSCs within tumors because these cells are responsible for recurrence, the primary cause of patient mortality. However, one of the technical challenges of working with CSCs is that they are not stable outside the tumor environment and are not easy to grow in culture media. Hence, stable sibling cell lines that were induced into epithelial-to-mesenchymal transdifferentiation (EMT) to stably propagate CSC-enriched populations were used to screen a library of 300,718 compounds from the Molecular Libraries Small Molecule Repository (MLSMR). Several classes of selective inhibitors of CSCs were identified. The use of isogenic control cell lines for the secondary validation assays minimized the probability of false hits advancing along the critical path to probe development. Of these, 19 compounds were chosen based on their selectivity, potency, and chemical tractability and were retested in the primary screen and secondary assays. Three scaffolds were prioritized for structure-activity relationship studies. In this report, we describe the development of the chemical probe ML245 that displayed greater than 14-fold selective inhibition of the breast CSC-like cell line (HMLE_sh_ECad, IC50=0.536 μM) over the isogenic control cell line (HMLE_sh_GFP). Furthermore, the probe (ML245) was screened against a panel of 68 biological targets that are commonly used in drug discovery for lead profiling and eight were identified as binding targets in a primary biochemical assay at a single dose of 10 μM, Adenosine (A1, A2A, A3), Opiate κ, and Serotonin 5-HT2B G-protein coupled receptors, norepinephrine and dopamine transporters, and GABAA receptor. To further characterize the targets of ML245, gene expression studies were conducted to identify potential target pathways and targets mediating the response. Gene expression profiling revealed that ML245 regulated the expression of several pro-apoptotic/mitochondrial maintenance factors (such as caspase recruitment domain family member 10, activating transcription factor 4, mitochondrial ribosomal protein MRPL12), and DNA-modifying enzymes (such as Early Growth Response 1, zinc finger-containing proteins ZNF295 and CGRRF1, and TBP-associated factor 1D), in the CSC-like cell line and not the isogenic control cell line. Although the link to regulation of cancer is unknown, upregulation of the gene CGRRF1 by the probe (ML245) and other CSC-selective inhibitors is exciting due to its function of determining cell-cycle arrest and may have a role in inhibiting the progression of Burkitt’s lymphoma. More studies are needed to understand the direct target of the probe (ML245) and its method of action for inhibiting CSC-like cells.">
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<meta name="og:title" content="Identification of a Selective Small-Molecule Inhibitor of Breast Cancer Stem Cells—Probe 2">
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<meta name="og:type" content="book">
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<meta name="og:description" content="Cancer stem cells (CSCs), which drive tumor growth, are known to be resistant to standard chemotherapy and radiation treatment. This raises a significant unmet need to find therapies that can target CSCs within tumors because these cells are responsible for recurrence, the primary cause of patient mortality. However, one of the technical challenges of working with CSCs is that they are not stable outside the tumor environment and are not easy to grow in culture media. Hence, stable sibling cell lines that were induced into epithelial-to-mesenchymal transdifferentiation (EMT) to stably propagate CSC-enriched populations were used to screen a library of 300,718 compounds from the Molecular Libraries Small Molecule Repository (MLSMR). Several classes of selective inhibitors of CSCs were identified. The use of isogenic control cell lines for the secondary validation assays minimized the probability of false hits advancing along the critical path to probe development. Of these, 19 compounds were chosen based on their selectivity, potency, and chemical tractability and were retested in the primary screen and secondary assays. Three scaffolds were prioritized for structure-activity relationship studies. In this report, we describe the development of the chemical probe ML245 that displayed greater than 14-fold selective inhibition of the breast CSC-like cell line (HMLE_sh_ECad, IC50=0.536 μM) over the isogenic control cell line (HMLE_sh_GFP). Furthermore, the probe (ML245) was screened against a panel of 68 biological targets that are commonly used in drug discovery for lead profiling and eight were identified as binding targets in a primary biochemical assay at a single dose of 10 μM, Adenosine (A1, A2A, A3), Opiate κ, and Serotonin 5-HT2B G-protein coupled receptors, norepinephrine and dopamine transporters, and GABAA receptor. To further characterize the targets of ML245, gene expression studies were conducted to identify potential target pathways and targets mediating the response. Gene expression profiling revealed that ML245 regulated the expression of several pro-apoptotic/mitochondrial maintenance factors (such as caspase recruitment domain family member 10, activating transcription factor 4, mitochondrial ribosomal protein MRPL12), and DNA-modifying enzymes (such as Early Growth Response 1, zinc finger-containing proteins ZNF295 and CGRRF1, and TBP-associated factor 1D), in the CSC-like cell line and not the isogenic control cell line. Although the link to regulation of cancer is unknown, upregulation of the gene CGRRF1 by the probe (ML245) and other CSC-selective inhibitors is exciting due to its function of determining cell-cycle arrest and may have a role in inhibiting the progression of Burkitt’s lymphoma. More studies are needed to understand the direct target of the probe (ML245) and its method of action for inhibiting CSC-like cells.">
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id="jr-fip-info-p"><a id="jr-fip-prev" class="wsprkl btn" title="Jump to previuos match">◀</a><button id="jr-fip-matches">no matches yet</button><a id="jr-fip-next" class="wsprkl btn" title="Jump to next match">▶</a></nav></nav></div><div id="jr-epub-interstitial" class="hidden"></div><div id="jr-content"><article data-type="main"><div class="main-content lit-style" itemscope="itemscope" itemtype="http://schema.org/CreativeWork"><div class="meta-content fm-sec"><div class="fm-sec"><h1 id="_NBK143560_"><span class="title" itemprop="name">Identification of a Selective Small-Molecule Inhibitor of Breast Cancer Stem Cells—Probe 2</span></h1><p class="contribs">Carmody LC, Germain A, Morgan B, et al.</p><p class="fm-aai"><a href="#_NBK143560_pubdet_">Publication Details</a></p></div></div><div class="jig-ncbiinpagenav body-content whole_rhythm" data-jigconfig="allHeadingLevels: ['h2'],smoothScroll: false" itemprop="text"><div id="_abs_rndgid_" itemprop="description"><p>Cancer stem cells (CSCs), which drive tumor growth, are known to be resistant to standard chemotherapy and radiation treatment. This raises a significant unmet need to find therapies that can target CSCs within tumors because these cells are responsible for recurrence, the primary cause of patient mortality. However, one of the technical challenges of working with CSCs is that they are not stable outside the tumor environment and are not easy to grow in culture media. Hence, stable sibling cell lines that were induced into epithelial-to-mesenchymal transdifferentiation (EMT) to stably propagate CSC-enriched populations were used to screen a library of 300,718 compounds from the Molecular Libraries Small Molecule Repository (MLSMR). Several classes of selective inhibitors of CSCs were identified. The use of isogenic control cell lines for the secondary validation assays minimized the probability of false hits advancing along the critical path to probe development. Of these, 19 compounds were chosen based on their selectivity, potency, and chemical tractability and were retested in the primary screen and secondary assays. Three scaffolds were prioritized for structure-activity relationship studies. In this report, we describe the development of the chemical probe <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> that displayed greater than 14-fold selective inhibition of the breast CSC-like cell line (HMLE_sh_ECad, IC<sub>50</sub>=0.536 μM) over the isogenic control cell line (HMLE_sh_GFP). Furthermore, the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was screened against a panel of 68 biological targets that are commonly used in drug discovery for lead profiling and eight were identified as binding targets in a primary biochemical assay at a single dose of 10 μM, Adenosine (A<sub>1</sub>, A<sub>2A</sub>, A<sub>3</sub>), Opiate κ, and Serotonin 5-HT<sub>2B</sub> G-protein coupled receptors, norepinephrine and dopamine transporters, and GABA<sub>A</sub> receptor. To further characterize the targets of <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, gene expression studies were conducted to identify potential target pathways and targets mediating the response. Gene expression profiling revealed that <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> regulated the expression of several pro-apoptotic/mitochondrial maintenance factors (such as caspase recruitment domain family member 10, activating transcription factor 4, mitochondrial ribosomal protein MRPL12), and DNA-modifying enzymes (such as Early Growth Response 1, zinc finger-containing proteins ZNF295 and CGRRF1, and TBP-associated factor 1D), in the CSC-like cell line and not the isogenic control cell line. Although the link to regulation of cancer is unknown, upregulation of the gene CGRRF1 by the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) and other CSC-selective inhibitors is exciting due to its function of determining cell-cycle arrest and may have a role in inhibiting the progression of Burkitt’s lymphoma. More studies are needed to understand the direct target of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) and its method of action for inhibiting CSC-like cells.</p></div><div class="h2"></div><p><b>Assigned Assay Grant No.:</b> 1 R03 MH089663-01</p><p><b>Screening Center Name and PI:</b> Broad Institute Probe Development Center, Stuart Schreiber</p><p><b>Chemistry Center Name and PI:</b> Broad Institute Probe Development Center, Stuart Schreiber</p><p><b>Assay Submitter and Institution:</b> Eric Lander, Broad Institute and Piyush Gupta, Whitehead Institute</p><p><b>PubChem Summary Bioassay Identifier:</b>
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<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/2721" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 2721</a></p><div id="ml245.s1"><h2 id="_ml245_s1_">Probe Structure and Characteristics</h2><div id="ml245.fu1" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu1.jpg" alt="ML245." /></div><h3><span class="title">ML245</span></h3></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245tu1"><a href="/books/NBK143560/table/ml245.tu1/?report=objectonly" target="object" title="Table" class="img_link icnblk_img figpopup" rid-figpopup="figml245tu1" rid-ob="figobml245tu1"><img class="small-thumb" src="/books/NBK143560/table/ml245.tu1/?report=thumb" src-large="/books/NBK143560/table/ml245.tu1/?report=previmg" alt="Image " /></a><div class="icnblk_cntnt"><h4 id="ml245.tu1"><a href="/books/NBK143560/table/ml245.tu1/?report=objectonly" target="object" rid-ob="figobml245tu1">Table</a></h4></div></div></div><div id="ml245.s2"><h2 id="_ml245_s2_">Recommendations for scientific use of the probe</h2><p>There is an obvious unmet need for developing breast cancer stem cell (CSC)-selective compounds. Breast CSCs are thought to be responsible for cancer recurrence and resistance to chemotherapeutic treatments. Developing probes against breast CSCs enables researchers to gain a better perspective and a pathway to targeting these cells in the clinic.</p><p>Nine small molecules have been identified to selectively inhibit breast CSCs. Only one molecule, salinomycin, has been identified to selectively inhibit this particular breast CSC-like cell line (HMLE_sh_ECad). Although it has a potency of approximately 1 μM against this cell line, it should be noted that salinomycin also shows toxicity against the control cell line (HMLE_sh_GFP) at 10 μM. Therefore, the goal of this project is to find a potent probe with less toxicity liability to control cell lines. In addition to the clinical value, these probes would have the potential to be used for novel target identification.</p><p>The current body of work identifies numerous genes whose expression is modified by treatment with the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>). Treatment of the HMLE_sh_ECad cell line identified changes in gene expression of several pro-apoptotic/mitochondrial maintenance factors (such as caspase recruitment domain family member 10 [CARD10], activating transcription factor 4 [ATF4], and mitochondrial ribosomal protein [MRPL12]) and DNA-modifying enzymes (such as early growth response 1 [EGR1], zinc finger-containing proteins [ZNF295, CGRRF1], and TBP-associated factor 1D [TAF1d]), in the CSC-like cell line and not the isogenic control cell line. Interestingly, the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>), an analog of <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, and salinomycin upregulated the gene expression of RING finger protein CGRRF1, a protein that determines cell-cycle arrest. Furthermore, this increased expression of CGRRF1 correlated with a decreased division of Burkitt lymphoma cell lines (<a class="bibr" href="#ml245.r1" rid="ml245.r1">1</a>), suggesting CGRRF1 may be an important target to investigate further. Furthermore, this probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) is currently being optimized for use in binding studies with the intent of identifying direct molecular targets within the cell. Moreover, the chemical probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) may also be used to investigate pathways regulating CSC development, lineage, self-renewal, and other basic research to develop a better understanding of breast CSCs.</p></div><div id="ml245.s3"><h2 id="_ml245_s3_">1. Introduction</h2><div id="ml245.s4"><h3>Scientific Rationale</h3><p>Cancer stem cells (CSCs), which drive tumor growth, are known to be resistant to standard chemotherapy and radiation treatment (<a class="bibr" href="#ml245.r2" rid="ml245.r2">2</a>–<a class="bibr" href="#ml245.r6" rid="ml245.r6">6</a>). This resistance raises a significant unmet need to find therapies that can target CSCs within tumors because these cells are proposed to be responsible for recurrence, the primary cause of patient mortality. In principle, it would be desirable to apply high-throughput screening (HTS) technologies to facilitate the identification of chemical compounds that specifically target CSCs. Since CSCs generally comprise only a small minority within cancer cell populations, standard high-throughput cell viability assays applied to the broad populations of cancer cells cannot identify agents with CSC-specific toxicity (<a class="bibr" href="#ml245.r7" rid="ml245.r7">7</a>). Accordingly, screening for agents that preferentially kill CSCs depends, at present, on the ability to obtain and to stably propagate highly pure CSC populations <i>in vitro</i>. Since CSCs cannot currently be stably propagated in culture, it has not been possible to leverage HTS to identify CSC-targeting compounds.</p><p>A novel HTS assay was recently developed to identify selective inhibitors of CSCs. The approach used stable sibling cell lines that are induced into epithelial-to-mesenchymal transdifferentiation (EMT) as a method to stably propagate CSC-enriched populations (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). The availability of isogenic control cell lines for the secondary validation assay of the primary screen, which is absent in most screens, minimized the probability of advancing spurious compound hits that are not selective for CSCs but rather target genetic differences between screened cell lines.</p><p>The objective of the experiments in this probe report is to identify chemical compounds that can selectively kill breast CSCs. The chemical compounds identified by the experiments in this report would be promising new starting points for drug candidates for anticancer therapy and would also serve as useful probes to study CSC biology, which are currently lacking.</p><p>The current state of the art for probe molecules in cell culture assays against breast CSCs is salinomycin. Salinomycin has a potency of about approximately 1 μM against HMLE_sh_ECad with approximately 10-fold selectivity over the control HMLE_sh_GFP (<a class="bibr" href="#ml245.r9" rid="ml245.r9">9</a>). Since salinomycin shows toxicity at approximately 10 μM against HMLE_sh_GFP, this may cause gross toxicity to cells in general. A detailed comparison to existing art is provided in <a href="#ml245.s26">Section 4.1</a> and <a class="figpopup" href="/books/NBK143560/table/ml245.t15/?report=objectonly" target="object" rid-figpopup="figml245t15" rid-ob="figobml245t15">Table A2</a> in <a href="#ml245.app6">Appendix G</a>.</p></div></div><div id="ml245.s5"><h2 id="_ml245_s5_">2. Materials and Methods</h2><p>See subsections for a detailed description of the materials and methods used for each assay.</p><div id="ml245.s6"><h3>2.1. Assays</h3><p>A summary listing of completed assays and corresponding PubChem AID numbers is provided in <a class="figpopup" href="/books/NBK143560/table/ml245.t14/?report=objectonly" target="object" rid-figpopup="figml245t14" rid-ob="figobml245t14">Table A1</a> (<a href="#ml245.app1">Appendix A</a>). Refer to <a href="#ml245.app2">Appendix B</a> for the detailed assay protocols.</p><div id="ml245.s7"><h4>2.1.1. Primary HTS Using CellTiter-Glo (AID 2717)</h4><p>HMLE_sh_ECad cells were prepared as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>).</p><p><b>Procedures:</b> Briefly, HMLE cells expressing either shRNA targeting E-cadherin (HMLE_sh_ECad) were propagated in 1:1 mixture of 10% fetal bovine serum (FBS; HyClone), 1% Penicillin/Streptomycin (Pen/Strep; Cellgro), 1% Glutamax-1 (Invitrogen), 70 nM Hydrocortisone (Sigma), 12 μg/ml Insulin (Sigma), 50 μg/ml Gentamicin (Sigma), 12.5 μg/ml Plasmocin (InVivogen), 10 ng/ml EGF in DMEM (Cellgro) with Mammary Epithelial Cell Growth Medium (MEGM complete medium; Lonza, Basel, Switzerland) at 37 °C, 5% CO<sub>2</sub>. For screening, the cells were counted and resuspended in complete media without serum. Next, 2,000 cells in 50 μl were plated per well in white, tissue culture-treated, 384-well plates (Corning). The cells were incubated at 37 °C, 5% CO<sub>2</sub> for at least 4 hours and pinned with 100 nl of compounds. The cells were incubated approximately 72 hours, then 30 μl of CellTiter-Glo (Promega) diluted 1:3 with PBS was added to the well. The plates were read using the EnVision (PerkinElmer; Luminescence 0.1 sec/well) after 12 minutes.</p></div><div id="ml245.s8"><h4>2.1.2. Primary Retest (AID 449748)</h4><p>Repeat of the primary screen at dose using CellTiter-Glo.</p></div><div id="ml245.s9"><h4>2.1.3. Primary Cell Viability Protocol with HMLE_sh_ECad Cells Using CellTiter-Glo (AID 493226, AID 493176, AID 504449, AID 504535, AID 504667, AID 504788)</h4><p>HMLE_sh_ECad cells were prepared as stated in <a href="#ml245.s7">Section 2.1.1</a> and as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>).</p><p><b>Procedures:</b> Briefly, HMLE cells expressing shRNA targeting E-cadherin (HMLE_sh_ECad) were propagated in 1:1 mixture of 10% FBS (HyClone), 1% Pen/Strep (Cellgro), 1% Glutamax-1 (Invitrogen), 70 nM Hydrocortisone (Sigma), 12 μg/ml Insulin (Sigma), 50 μg/ml Gentamicin (Sigma), 12.5 μg/ml Plasmocin (InVivogen), 10 ng/ml EGF in DMEM (Cellgro) with Mammary Epithelial Cell Growth Medium (MEGM complete medium; Lonza, Basel, Switzerland) at 37 °C, 5% CO<sub>2</sub>. For screening, the cells were counted and resuspended in complete media without serum. Next, 2,000 cells in 50 μl were plated per well in white, tissue culture-treated, 384-well plates (Corning). The cells were incubated at 37 °C, 5% CO<sub>2</sub> for at least 4 hours and pinned with 100 nl of compounds. The cells were incubated approximately 72 hours, then 30 μl of CellTiter-Glo (Promega) diluted 1:3 with PBS was added to the well. The plates were read using the EnVision (PerkinElmer; Luminescence 0.1 sec/well) after 12 minutes.</p></div><div id="ml245.s10"><h4>2.1.4. Secondary Cell Viability Protocol with HMLE_sh_GFP Cells Using CellTiter-Glo (AID 504325, AID 493196, AID 504450, AID 504533, AID 504666, AID 504789)</h4><p>HMLE_sh_GFP cells were prepared as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). Refer to the procedures as described in <a href="#ml245.s9">Section 2.1.3</a> and <a href="#ml245.app2">Appendix B</a>.</p></div><div id="ml245.s11"><h4>2.1.5. Assay Provider Cell Viability Protocol with CellTiter-Glo</h4><p>HMLE cells expressing shRNA targeting Twist (HMLE_sh_Twist) were prepared as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). Refer to the procedures as described in <a href="#ml245.s9">Section 2.1.3</a> and <a href="#ml245.app2">Appendix B</a>.</p></div><div id="ml245.s12"><h4>2.1.6. Secondary Orthogonal Assay for <i>In Vitro</i> Inhibition of Tumorspheres with Sum159 HMLER Cells (AID 504623)</h4><p>Sum159 cells were provided by the Assay Provider as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>).</p><p><b>Procedures:</b> Tumorsphere assays were performed as previously described (<a class="bibr" href="#ml245.r10" rid="ml245.r10">10</a>) with minor changes. Sum159 cells were propagated in 5% FBS (HyClone), 1% Pen/Strep, 1% Glutamax-1, 12 μg/ml Insulin, 50 μg/ml Gentamicin in F12/DMEM (Cellgro). Next, 96-well, ultra-low adhesion plates (Costar) were plated with 100 μl media respective to cell type. Then, 400 nl of compounds were pinned into the media. The cells were harvested, counted, and resuspended in their propagation media with 1% methylcellulose (ES-CultM3120, Stem Cell Technologies). Then, 100 μl of resuspended cells were added to the plates containing media with compound for a final count of 2000 cells/well in 200 μl with 0.5% methylcellulose. Tumorspheres were allowed to form for 9 days incubated at 37 °C, 5% CO<sub>2</sub>. Tumorspheres were imaged using a 2× objective on the ImageXpress Micro (Molecular Devices, Sunnyvale, CA). Cell clusters greater than 100 μM in diameter were identified using MetaXpress software (version 3.1; Molecular Devices).</p></div><div id="ml245.s13"><h4>2.1.7. Gene Expression Assays with HMLE_sh_ECad and HMLE_sh_GFP Cells</h4><p><b>Procedures:</b> Three compounds (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, CID50904149, and salinomycin) selectively inhibit a breast CSC-like cell line (HMLE_sh_ECad) over the isogenic control cell line (HMLE_sh_GFP) in 72-hour toxicity assays. The IC<sub>50</sub> concentrations derived from the toxicity experiments were used for the gene expression experiments below.</p><p>The full protocol and data are published on PubChem (<a href="http://www.ncbi.nlm.nih.gov" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://www.ncbi.nlm.nih.gov</a>):</p><ul><li class="half_rhythm"><div><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493226" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493226</a> (<a href="/pcassay?term=493226" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://www.ncbi.nlm.nih.gov/pcassay?term=493226</a>),</div></li><li class="half_rhythm"><div><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504535" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504535</a> (<a href="/sites/entrez?db=pcassay&term=504535" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://www.ncbi.nlm.nih.gov/sites/entrez?db=pcassay&term=504535</a>), and</div></li><li class="half_rhythm"><div><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/50449" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 50449</a> (<a href="http://pubchem.ncbi.nlm.nih.gov/assay/assay.cgi?q=&aid=504449" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://pubchem.ncbi.nlm.nih.gov/assay/assay.cgi?q=&aid=504449</a>).</div></li></ul><p>Replicate samples (<a class="bibr" href="#ml245.r3" rid="ml245.r3">3</a>–<a class="bibr" href="#ml245.r4" rid="ml245.r4">4</a>) of HMLE_sh_ECad and HMLE_sh_GFP cells were treated with vehicle (DMSO), <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, CID50904149, or salinomycin at the derived IC<sub>50</sub> dose derived from above for 24 hours before isolation of RNA. Total RNA was isolated using the RNeasy Protect Mini Kit (Qiagen). Quality control (QC) processing of the RNA samples and the gene expression analysis were performed by the Genome Analysis Platform (GAP) at the Broad Institute.</p><p>Briefly, RNA samples were analyzed for quality using Agilent Bioanalyzer Chips. cRNA synthesis from the total RNA samples passing QC was prepared for analysis on a HumanHT-12 Expression BeadChip (Illumina, San Diego, CA) according to the manufacturer’s instructions. QC checks and analyses were confirmed with GenomeStudio (version 2010.3; Illumina, San Diego, CA). The entire data set was normalized using the quantile module available in open source program GenePattern (<a href="http://genepattern.broadinstitute.org/" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://genepattern.broadinstitute.org/</a>). After the samples were normalized, gene expression was compared between the DMSO-treated and compound-treated cells. Those genes with a significant difference (p>0.005) and had 1.5-fold change in expression were selected.</p></div></div><div id="ml245.s14"><h3>2.2. Probe Chemical Characterization</h3><p>After preparation as described in <a href="#ml245.s15">Section 2.3</a>, the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was analyzed by UPLC, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, and high-resolution mass spectrometry. The data obtained from NMR and mass spectroscopy were consistent with the structure of the probe, and UPLC analysis indicated an isolated purity of >95%. Characterization data (<sup>1</sup>H NMR spectra and UPLC chromatograms) of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) are provided in <a href="#ml245.app5">Appendix E</a>.</p><p>The solubility of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was experimentally determined to be 0.07 μM in Phosphate buffered saline (PBS; pH 7.4, 23 °C) solution. Plasma protein binding (PPB) studies showed that the probe was 99.7% bound in human plasma. The probe was stable in human plasma, with approximately 100% remaining after a 5-hour incubation period. The compound was found to be stable in the presence of glutathione (GSH) with 92% remaining after 48 hours.</p><p>The stability of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) in PBS (0.1% DMSO) was measured over 48 hours. We noticed that the concentration of the probe fluctuated between 37.5% and 131% through the course of the assay (data not shown). We believe that this fluctuation is due to the low solubility of the probe. Thus, we decided to determine the total amount of the probe present in the well after the probe was treated with PBS alone for a given length of time. We added acetonitrile at various time points to wells containing the probe in PBS and measured the total amount of the probe. This result is shown in <a class="figpopup" href="/books/NBK143560/figure/ml245.f1/?report=objectonly" target="object" rid-figpopup="figml245f1" rid-ob="figobml245f1">Figure 1</a>. From these results, the probe seems to be stable in PBS since more than 89% is still present after 48 hours of incubation. <a class="figpopup" href="/books/NBK143560/table/ml245.t1/?report=objectonly" target="object" rid-figpopup="figml245t1" rid-ob="figobml245t1">Table 1</a> summarizes known probe properties as displayed in PubChem.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f1" co-legend-rid="figlgndml245f1"><a href="/books/NBK143560/figure/ml245.f1/?report=objectonly" target="object" title="Figure 1" class="img_link icnblk_img figpopup" rid-figpopup="figml245f1" rid-ob="figobml245f1"><img class="small-thumb" src="/books/NBK143560/bin/ml245f1.gif" src-large="/books/NBK143560/bin/ml245f1.jpg" alt="Figure 1. Stability Data for the Probe (ML245) in PBS Buffer (pH 7.4, 23 °C) Plus Acetonitrile Over 48 Hours." /></a><div class="icnblk_cntnt" id="figlgndml245f1"><h4 id="ml245.f1"><a href="/books/NBK143560/figure/ml245.f1/?report=objectonly" target="object" rid-ob="figobml245f1">Figure 1</a></h4><p class="float-caption no_bottom_margin">Stability Data for the Probe (ML245) in PBS Buffer (pH 7.4, 23 °C) Plus Acetonitrile Over 48 Hours. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t1"><a href="/books/NBK143560/table/ml245.t1/?report=objectonly" target="object" title="Table 1" class="img_link icnblk_img figpopup" rid-figpopup="figml245t1" rid-ob="figobml245t1"><img class="small-thumb" src="/books/NBK143560/table/ml245.t1/?report=thumb" src-large="/books/NBK143560/table/ml245.t1/?report=previmg" alt="Table 1. Summary of Known Probe Properties in PubChem." /></a><div class="icnblk_cntnt"><h4 id="ml245.t1"><a href="/books/NBK143560/table/ml245.t1/?report=objectonly" target="object" rid-ob="figobml245t1">Table 1</a></h4><p class="float-caption no_bottom_margin">Summary of Known Probe Properties in PubChem. </p></div></div></div><div id="ml245.s15"><h3>2.3. Probe Preparation</h3><p>The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was synthesized from 5-(hydroxymethyl)furan-2-carboxylic acid <b>1</b> in three steps (see <a class="figpopup" href="/books/NBK143560/figure/ml245.f10/?report=objectonly" target="object" rid-figpopup="figml245f10" rid-ob="figobml245f10">Scheme 1</a>). Conversion of 5-(hydroxymethyl)furan-2-carboxylic acid <b>1</b> into the dichloride with thionyl chloride, followed by amidation provided furanyl chloride <b>2</b>. Alkylation with 3-chlorophenol provided the probe 5-((3-chlorophenoxy) methyl)-<i>N</i>-(4-methylthiazol-2-yl)furan-2-carboxamide in 47% yield over three steps.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f10" co-legend-rid="figlgndml245f10"><a href="/books/NBK143560/figure/ml245.f10/?report=objectonly" target="object" title="Scheme 1" class="img_link icnblk_img figpopup" rid-figpopup="figml245f10" rid-ob="figobml245f10"><img class="small-thumb" src="/books/NBK143560/bin/ml245f10.gif" src-large="/books/NBK143560/bin/ml245f10.jpg" alt="Scheme 1. Synthesis of the Probe (ML245)." /></a><div class="icnblk_cntnt" id="figlgndml245f10"><h4 id="ml245.f10"><a href="/books/NBK143560/figure/ml245.f10/?report=objectonly" target="object" rid-ob="figobml245f10">Scheme 1</a></h4><p class="float-caption no_bottom_margin">Synthesis of the Probe (ML245). </p></div></div><p>Experimental procedures for the synthesis of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) are provided in <a href="#ml245.app3">Appendix C</a>.</p></div><div id="ml245.s16"><h3>2.4. Additional Analytical Analysis</h3><p>The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was found to be stable in human and mouse plasma with 100% remaining after 5 hours in each case. Experimental procedures for the analytical assays are provided in <a href="#ml245.app4">Appendix D</a>.</p></div></div><div id="ml245.s17"><h2 id="_ml245_s17_">3. Results</h2><div id="ml245.s18"><h3>Probe attributes</h3><ul><li class="half_rhythm"><div>IC<sub>50</sub> = 0.536 μM against HMLE_sh_ECad</div></li><li class="half_rhythm"><div>IC<sub>50</sub> against HMLE_sh_GFP > 14 × IC<sub>50</sub> against HMLE_sh_ECad</div></li></ul></div><div id="ml245.s19"><h3>3.1. Summary of Screening Results</h3><p><a class="figpopup" href="/books/NBK143560/figure/ml245.f2/?report=objectonly" target="object" rid-figpopup="figml245f2" rid-ob="figobml245f2">Figure 2</a> displays the critical path for probe development. To explore SAR, a number of analogs were synthesized and tested. Selected results are shown in <a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Tables 2</a>–<a class="figpopup" href="/books/NBK143560/table/ml245.t10/?report=objectonly" target="object" rid-figpopup="figml245t10" rid-ob="figobml245t10">10</a> in <a href="#ml245.s22">Section 3.4</a>.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f2" co-legend-rid="figlgndml245f2"><a href="/books/NBK143560/figure/ml245.f2/?report=objectonly" target="object" title="Figure 2" class="img_link icnblk_img figpopup" rid-figpopup="figml245f2" rid-ob="figobml245f2"><img class="small-thumb" src="/books/NBK143560/bin/ml245f2.gif" src-large="/books/NBK143560/bin/ml245f2.jpg" alt="Figure 2. Critical Path for Probe Development." /></a><div class="icnblk_cntnt" id="figlgndml245f2"><h4 id="ml245.f2"><a href="/books/NBK143560/figure/ml245.f2/?report=objectonly" target="object" rid-ob="figobml245f2">Figure 2</a></h4><p class="float-caption no_bottom_margin">Critical Path for Probe Development. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t2"><a href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" title="Table 2" class="img_link icnblk_img figpopup" rid-figpopup="figml245t2" rid-ob="figobml245t2"><img class="small-thumb" src="/books/NBK143560/table/ml245.t2/?report=thumb" src-large="/books/NBK143560/table/ml245.t2/?report=previmg" alt="Table 2. SAR of the Amide." /></a><div class="icnblk_cntnt"><h4 id="ml245.t2"><a href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-ob="figobml245t2">Table 2</a></h4><p class="float-caption no_bottom_margin">SAR of the Amide. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t10"><a href="/books/NBK143560/table/ml245.t10/?report=objectonly" target="object" title="Table 10" class="img_link icnblk_img figpopup" rid-figpopup="figml245t10" rid-ob="figobml245t10"><img class="small-thumb" src="/books/NBK143560/table/ml245.t10/?report=thumb" src-large="/books/NBK143560/table/ml245.t10/?report=previmg" alt="Table 10. SAR on Furan Replacement (Phenyl)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t10"><a href="/books/NBK143560/table/ml245.t10/?report=objectonly" target="object" rid-ob="figobml245t10">Table 10</a></h4><p class="float-caption no_bottom_margin">SAR on Furan Replacement (Phenyl). </p></div></div><p>A high-throughput screen (HTS) of 300,718 compounds (PubChem <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/2717" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 2717</a>) assessing the viability of the breast CSC-like population (HMLE_sh_ECad) was completed. HMLE_sh_ECad cells have undergone an EMT by introduction of a short hairpin RNA (shRNA) targeting the <i>CDH1</i> gene, which encodes E-cadherin into human mammary epithelial cells (HMLEs). These cells provide a uniform population of breast CSC-like cells with which to conduct a large-scale screen (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). The signal was normalized to neutral (DMSO) and positive (Puromycin) control, and a 75% inhibition cutoff at a screening concentration of 3.75 μM average was used to define a hit. Next, 3,190 hits were identified as inhibitors of HMLE_sh_ECad. The list of active hits was narrowed by discarding compounds that hit in >10% of MLPCN assays or scored positive in prior mammalian cell toxicity screens. Compounds were ranked in order of their promiscuity in MLPCN assays and the top 2,500 compounds were requested. Of these, 2,244 compounds were available from the compound supplier (i.e., BioFocus).</p><p>These cherry-picked compounds were retested in 9-point dose in the primary assay using the cell lines HMLE_sh_ECad and HMLE_sh_GFP (control). A shRNA targeting of <i>enhanced GFP</i> (eGFP) gene, which is not endogenously expressed in the HMLE cells, was introduced to the cell line to create the control mammary epithelial cell line. These cells do not undergo EMT. From the 2,244 compounds retested at dose concentrations (range: 160 nM–19.5 μM; <a class="figpopup" href="/books/NBK143560/table/ml245.t14/?report=objectonly" target="object" rid-figpopup="figml245t14" rid-ob="figobml245t14">Table A1</a>, <a href="#ml245.app1">Appendix A</a>), 97% (2181 compounds) re-confirmed in this assay (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/449748" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 449748</a>). In parallel, these 2,244 compounds were included in HMLE_sh_GFP viability assays (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/463074" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 463074</a>) to determine if these compounds affected the viability of the control cell line. Taken together, 26 compounds were identified as 25-fold more potent against HMLE_sh_ECad versus HMLE_sh_GFP.</p><p>After completing the retests and a secondary assay at dose from DMSO stocks, 19 exact or similar compounds were ordered from commercial vendors. These 19 compounds were tested in the primary screen at dose and the secondary screen to determine if the Quality Controlled dry powder compounds retained selectivity. From this set of dry powder compounds, a furan containing compound (CID4791237, <a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 1</a>) retained selectivity, and this scaffold was prioritized for probe development (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493176" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493176</a> and <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493196" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493196</a>).</p></div><div id="ml245.s20"><h3>3.2. Dose Response Curves for the Probe</h3><div id="ml245.f3" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Figure%203.%20Dose-dependent%20Activity%20of%20the%20Probe%20(ML245).&p=BOOKS&id=143560_ml245f3.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245f3.jpg" alt="Figure 3. Dose-dependent Activity of the Probe (ML245)." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="label">Figure 3</span><span class="title">Dose-dependent Activity of the Probe (ML245)</span></h3><div class="caption"><p>Dose-dependent activity of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) in Target and Counterscreen Assays: Primary screen from dry powders on HMLE_sh_ECad (IC<sub>50</sub> = 0.536 μM; <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504535" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504535</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504667" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504667</a>) (<b><i>A</i></b>); control cell line HMLE_sh_GFP (7.87 μM) Toxicity (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504533" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504533</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504666" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504666</a>) (<b><i>B</i></b>).</p></div></div></div><div id="ml245.s21"><h3>3.3. Scaffold/Moiety Chemical Liabilities</h3><p>A search of PubChem for the hit compound from the primary screen (CID 4791237, <a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 1</a>) revealed that it had been tested in 276 BioAssays and was confirmed as active only in one assay other than the assays described in this report. The assay was a screen for Niemann-Pick C1 promoter activators (1 μM).</p></div><div id="ml245.s22"><h3>3.4. SAR Analysis</h3><p>Screening results for the primary assay are described in <a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Tables 2</a>–<a class="figpopup" href="/books/NBK143560/table/ml245.t10/?report=objectonly" target="object" rid-figpopup="figml245t10" rid-ob="figobml245t10">10</a>. The results of SAR at the amide are shown in <a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2</a>. The free acid (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 2</a>) was found to be inactive. Methylation of the amide (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 3</a>) led to a drop in potency and selectivity. Replacement of the thiazole with substituted thiazoles (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 4 and Entry 5</a>) or removal of the methyl substitution (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 6</a>) resulted in a significant drop in potency and selectivity in all cases. Replacing the methyl thiazole with benzothiazole (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 7</a>) led to loss of activity. Substitution with other heterocyclic amides (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 8 and Entry 9</a>) also resulted in inactive compounds. Replacement of the thiazole with aliphatic amides (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 10 and Entry 11</a>) also resulted in inactive compounds. <a class="figpopup" href="/books/NBK143560/table/ml245.t17/?report=objectonly" target="object" rid-figpopup="figml245t17" rid-ob="figobml245t17">Table A4</a> in <a href="#ml245.app7">Appendix H</a> provides data on all other amide analogs that were tested. Based on the data in <a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2</a> and <a class="figpopup" href="/books/NBK143560/table/ml245.t17/?report=objectonly" target="object" rid-figpopup="figml245t17" rid-ob="figobml245t17">Table A4</a>, we concluded that the 2-methyl thiazole amide was the optimum group for the eastern portion of the molecule for potency and selectivity against the HMLE_shEcad cell line. For all of the subsequent SAR studies we retained the 2-methyl thiazole on the eastern side.</p><p><a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Tables 3</a>, <a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">4</a> and <a class="figpopup" href="/books/NBK143560/table/ml245.t5/?report=objectonly" target="object" rid-figpopup="figml245t5" rid-ob="figobml245t5">5</a> illustrate the effect of substitution on the phenoxy group on the western portion of the molecule. <a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3</a> contains data on a set of compounds that evaluates the effect on electron withdrawing and electron donating groups on the <i>ortho</i>-position. Substitution with a chloro (<a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3, Entry 3</a>), a fluoro (<a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3, Entry 4</a>), a methyl (<a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3, Entry 7</a>) and a trifluoromethoxy (<a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3, Entry 6</a>) led to potent compounds, however, with a loss in selectivity.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t3"><a href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" title="Table 3" class="img_link icnblk_img figpopup" rid-figpopup="figml245t3" rid-ob="figobml245t3"><img class="small-thumb" src="/books/NBK143560/table/ml245.t3/?report=thumb" src-large="/books/NBK143560/table/ml245.t3/?report=previmg" alt="Table 3. SAR of the Phenyl Group (ortho-substitution)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t3"><a href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-ob="figobml245t3">Table 3</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group (<i>ortho</i>-substitution). </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t4"><a href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" title="Table 4" class="img_link icnblk_img figpopup" rid-figpopup="figml245t4" rid-ob="figobml245t4"><img class="small-thumb" src="/books/NBK143560/table/ml245.t4/?report=thumb" src-large="/books/NBK143560/table/ml245.t4/?report=previmg" alt="Table 4. SAR of the Phenyl Group (meta-substitution)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t4"><a href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-ob="figobml245t4">Table 4</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group (<i>meta</i>-substitution). </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t5"><a href="/books/NBK143560/table/ml245.t5/?report=objectonly" target="object" title="Table 5" class="img_link icnblk_img figpopup" rid-figpopup="figml245t5" rid-ob="figobml245t5"><img class="small-thumb" src="/books/NBK143560/table/ml245.t5/?report=thumb" src-large="/books/NBK143560/table/ml245.t5/?report=previmg" alt="Table 5. SAR of the Phenyl Group (para-substitution)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t5"><a href="/books/NBK143560/table/ml245.t5/?report=objectonly" target="object" rid-ob="figobml245t5">Table 5</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group (<i>para</i>-substitution). </p></div></div><p><a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4</a> describes the results from substitution at the <i>meta-</i>position. As with the <i>ortho-</i>position, substitution with a chloro (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 2</a>), a fluoro (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 3</a>), a methyl (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 6</a>) and a trifluoromethoxy (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 5</a>) resulted in compounds that were around 200–500 nM while, however, compounds substituted at the <i>meta-</i>position retained between 7- and 15-fold selectivity. This finding led us to further investigate the <i>meta</i>-position, and these results are summarized in <a class="figpopup" href="/books/NBK143560/table/ml245.t18/?report=objectonly" target="object" rid-figpopup="figml245t18" rid-ob="figobml245t18">Table A5</a> in <a href="#ml245.app7">Appendix H</a>. As can be seen in <a class="figpopup" href="/books/NBK143560/table/ml245.t18/?report=objectonly" target="object" rid-figpopup="figml245t18" rid-ob="figobml245t18">Table A5</a>, substitution at the <i>meta</i>-position with a variety of alkyl and alkoxy groups result in compounds that maintain potency but with decreased selectivity compared to the compounds in <a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3</a>.</p><p>Substitution at the <i>para</i>-position of the phenyl group, as shown in <a class="figpopup" href="/books/NBK143560/table/ml245.t5/?report=objectonly" target="object" rid-figpopup="figml245t5" rid-ob="figobml245t5">Table 5</a>, results mostly in compounds with a slight decrease in activity, but a significant drop in selectivity.</p><p>Having investigated the effects of a range of common substituents individually on the <i>ortho</i>-, <i>meta-</i>, and <i>para-</i> positions, the effects of a set of carefully designed di-substituted analogs were evaluated. Compared to the unsubstituted phenyl, the <i>ortho-</i>chloro analog (<a class="figpopup" href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object" rid-figpopup="figml245t3" rid-ob="figobml245t3">Table 3, Entry 3</a>) was 10-fold more potent but less selective. The <i>meta-</i>chloro analog (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 2</a>) was less potent but retained the selectivity (15-fold) inherent in the parent unsubstituted analog. Hence, a collection of di-chloro substituted analogs were synthesized, and these results are summarized in <a class="figpopup" href="/books/NBK143560/table/ml245.t6/?report=objectonly" target="object" rid-figpopup="figml245t6" rid-ob="figobml245t6">Table 6</a>.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t6"><a href="/books/NBK143560/table/ml245.t6/?report=objectonly" target="object" title="Table 6" class="img_link icnblk_img figpopup" rid-figpopup="figml245t6" rid-ob="figobml245t6"><img class="small-thumb" src="/books/NBK143560/table/ml245.t6/?report=thumb" src-large="/books/NBK143560/table/ml245.t6/?report=previmg" alt="Table 6. SAR of the Phenyl Group (di-substitution)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t6"><a href="/books/NBK143560/table/ml245.t6/?report=objectonly" target="object" rid-ob="figobml245t6">Table 6</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group (<i>di</i>-substitution). </p></div></div><p>Several of the compounds were found to have potencies of less than 1 μM; however, most lacked reasonable selectivity. The 3,5-dichloro substituted compound (<a class="figpopup" href="/books/NBK143560/table/ml245.t6/?report=objectonly" target="object" rid-figpopup="figml245t6" rid-ob="figobml245t6">Table 6, Entry 7</a>) was the exception. It was extremely potent with 312 nM, while also retaining selectivity against the control cell line at greater than 14-fold. <a class="figpopup" href="/books/NBK143560/table/ml245.t20/?report=objectonly" target="object" rid-figpopup="figml245t20" rid-ob="figobml245t20">Table A7</a> in <a href="#ml245.app7">Appendix H</a> contains data on all other di- and tri-substituted compounds that were tested.</p><p><a class="figpopup" href="/books/NBK143560/table/ml245.t7/?report=objectonly" target="object" rid-figpopup="figml245t7" rid-ob="figobml245t7">Table 7</a> contains data for compounds in which the phenyl group has been replaced with pyridyl groups. Intriguingly, replacement of the phenyl with 2-pyridyl (<a class="figpopup" href="/books/NBK143560/table/ml245.t7/?report=objectonly" target="object" rid-figpopup="figml245t7" rid-ob="figobml245t7">Table 7, Entry 2</a>) retains some activity while being completely inactive against the control cell line and is significantly more soluble. This finding has led us to synthesize a group of compounds in which the phenyl is replaced with pyridyls in an effort to take advantage of the selectivity and solubility. However, these analogs did not improve potency. Data for these compounds can be found in <a class="figpopup" href="/books/NBK143560/table/ml245.t7/?report=objectonly" target="object" rid-figpopup="figml245t7" rid-ob="figobml245t7">Table 7 (Entries 2–4)</a>. The phenoxy group was also replaced with several alkoxy groups; however, this replacement led to mostly inactive compounds (<a class="figpopup" href="/books/NBK143560/table/ml245.t19/?report=objectonly" target="object" rid-figpopup="figml245t19" rid-ob="figobml245t19">Table A6</a> in <a href="#ml245.app7">Appendix H</a>).</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t7"><a href="/books/NBK143560/table/ml245.t7/?report=objectonly" target="object" title="Table 7" class="img_link icnblk_img figpopup" rid-figpopup="figml245t7" rid-ob="figobml245t7"><img class="small-thumb" src="/books/NBK143560/table/ml245.t7/?report=thumb" src-large="/books/NBK143560/table/ml245.t7/?report=previmg" alt="Table 7. SAR of Phenyl Replacement." /></a><div class="icnblk_cntnt"><h4 id="ml245.t7"><a href="/books/NBK143560/table/ml245.t7/?report=objectonly" target="object" rid-ob="figobml245t7">Table 7</a></h4><p class="float-caption no_bottom_margin">SAR of Phenyl Replacement. </p></div></div><p>Modification of the western portion of the molecule was carried out, and the data is shown in <a class="figpopup" href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-figpopup="figml245t8" rid-ob="figobml245t8">Table 8</a>. Replacement of the ether oxygen with a carbon (<a class="figpopup" href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-figpopup="figml245t8" rid-ob="figobml245t8">Table 8, Entry 2</a>) results in similar activity but a slight loss in selectivity. Replacement with a nitrogen (<a class="figpopup" href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-figpopup="figml245t8" rid-ob="figobml245t8">Table 8, Entry 3</a>) results in an increase in potency but a slight loss in selectivity. Conversion of the ether to a sulfone (<a class="figpopup" href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-figpopup="figml245t8" rid-ob="figobml245t8">Table 8, Entry 4</a>) results in a loss of activity. The addition of a methylene between the phenyl group and the ether oxygen results in a loss of activity and selectivity (<a class="figpopup" href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-figpopup="figml245t8" rid-ob="figobml245t8">Table 8, Entry 5</a>). Replacement of the phenyl ether with 2-aminopyridine (<a class="figpopup" href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-figpopup="figml245t8" rid-ob="figobml245t8">Table 8, Entry 6</a>) results in a slight loss in activity but an increase in selectivity and solubility. This finding has led us to synthesize a group of compounds in which the phenoxy is replaced with <i>ortho</i>- and <i>meta</i>-substituted aminopyridines in an effort to take advantage of the selectivity and solubility of the aminopyridine while trying to increase potency. As in the case of hydroxypyridine, substitution did not lead to an increase in potency. Data can be found in <a class="figpopup" href="/books/NBK143560/table/ml245.t23/?report=objectonly" target="object" rid-figpopup="figml245t23" rid-ob="figobml245t23">Table A10</a> in <a href="#ml245.app7">Appendix H</a>.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t8"><a href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" title="Table 8" class="img_link icnblk_img figpopup" rid-figpopup="figml245t8" rid-ob="figobml245t8"><img class="small-thumb" src="/books/NBK143560/table/ml245.t8/?report=thumb" src-large="/books/NBK143560/table/ml245.t8/?report=previmg" alt="Table 8. SAR of the Linker." /></a><div class="icnblk_cntnt"><h4 id="ml245.t8"><a href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object" rid-ob="figobml245t8">Table 8</a></h4><p class="float-caption no_bottom_margin">SAR of the Linker. </p></div></div><p><a class="figpopup" href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object" rid-figpopup="figml245t9" rid-ob="figobml245t9">Table 9</a> illustrates the effect of substitution in furan and replacement of the furan with other aromatic groups. Substitution on the furan with a methyl group (<a class="figpopup" href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object" rid-figpopup="figml245t9" rid-ob="figobml245t9">Table 9, Entry 2</a>) results in a loss of activity and selectivity. Interestingly, replacement of the furan with a thiophene (<a class="figpopup" href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object" rid-figpopup="figml245t9" rid-ob="figobml245t9">Table 9, Entry 3</a>) results in a compound that is much more potent towards the control cell line. Replacement with a phenyl (<a class="figpopup" href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object" rid-figpopup="figml245t9" rid-ob="figobml245t9">Table 9, Entry 4</a>) results in a slight loss of potency and selectivity and replacement with a pyridine results in a significant loss in potency and selectivity.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t9"><a href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object" title="Table 9" class="img_link icnblk_img figpopup" rid-figpopup="figml245t9" rid-ob="figobml245t9"><img class="small-thumb" src="/books/NBK143560/table/ml245.t9/?report=thumb" src-large="/books/NBK143560/table/ml245.t9/?report=previmg" alt="Table 9. Replacement of the Furan." /></a><div class="icnblk_cntnt"><h4 id="ml245.t9"><a href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object" rid-ob="figobml245t9">Table 9</a></h4><p class="float-caption no_bottom_margin">Replacement of the Furan. </p></div></div><p>Several analogs were made based on the phenyl replacement in an effort to increase potency and selectivity as seen in <a class="figpopup" href="/books/NBK143560/table/ml245.t10/?report=objectonly" target="object" rid-figpopup="figml245t10" rid-ob="figobml245t10">Table 10</a>. Substitution with halogens and methyl at the <i>ortho</i>- or <i>meta-</i>positions results in a slight increase in potency and selectivity; however, these compounds are significantly less potent than their furan equivalents. Several aminopyridine analogs of the phenyl series were synthesized; however, while increasing solubility and selectivity these compounds were much less potent (<a class="figpopup" href="/books/NBK143560/table/ml245.t24/?report=objectonly" target="object" rid-figpopup="figml245t24" rid-ob="figobml245t24">Table A11</a>, <a href="#ml245.app7">Appendix H</a>).</p><p>All five of the other possible regioisomers of the furan were synthesized and tested. All of the other isomers either suffered from a loss in selectivity or potency. This data can be found in <a class="figpopup" href="/books/NBK143560/table/ml245.t22/?report=objectonly" target="object" rid-figpopup="figml245t22" rid-ob="figobml245t22">Table A9</a> in <a href="#ml245.app7">Appendix H</a>.</p><p>Based on the SAR described previously, the 3-chloro-substituted analog (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 2</a>) was chosen as the probe due to its excellent potency and selectivity.</p><p>In summary, 112 synthesized compounds were tested in both primary (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493226" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493226</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493176" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493176</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504449" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504449</a>, and <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504535" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504535</a>) and secondary assays (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504325" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504325</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493196" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493196</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504450" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504450</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504450" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504450</a>, and <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504533" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504533</a>).</p></div><div id="ml245.s23"><h3>3.5. Cellular Activity</h3><p>To confirm results obtained by the probe Screening Center, several additional experiments were conducted by the Assay Provider. The probe (CID 50910523/<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) and five additional compounds (CID 4791237, CID 9214159, CID 50904129, CID 50904149, and CID 50944065) were investigated for their effects on viability in the HMLE_sh_ECad and HMLE_sh_GFP cell lines. Although varying absolute IC<sub>50</sub> values were obtained from the collaborators, <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> had the greatest selectivity of all the compounds tested.</p><p>Two additional transformed cell lines, HMLE_sh_Twist and MDA231, were used to corroborate the findings. HMLE_sh_Twist, a second upstream model of EMT-induced breast CSC-like cells, was also significantly inhibited by the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) (<a class="figpopup" href="/books/NBK143560/figure/ml245.f5/?report=objectonly" target="object" rid-figpopup="figml245f5" rid-ob="figobml245f5">Figure 5</a>, <a class="figpopup" href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" rid-figpopup="figml245t11" rid-ob="figobml245t11">Table 11</a>). Although <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> is toxic to HMLE_Twist, the selectivity was only approximately 8-fold. This finding supports that the compound is not specific to the generated cell line HMLE_sh_ECad and can inhibit other breast CSC-like cells.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f5" co-legend-rid="figlgndml245f5"><a href="/books/NBK143560/figure/ml245.f5/?report=objectonly" target="object" title="Figure 5" class="img_link icnblk_img figpopup" rid-figpopup="figml245f5" rid-ob="figobml245f5"><img class="small-thumb" src="/books/NBK143560/bin/ml245f5.gif" src-large="/books/NBK143560/bin/ml245f5.jpg" alt="Figure 5. Dose Inhibition Assay of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by the Probe (ML245)." /></a><div class="icnblk_cntnt" id="figlgndml245f5"><h4 id="ml245.f5"><a href="/books/NBK143560/figure/ml245.f5/?report=objectonly" target="object" rid-ob="figobml245f5">Figure 5</a></h4><p class="float-caption no_bottom_margin">Dose Inhibition Assay of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by the Probe (ML245). Dose curve data provided by the Gupta laboratory showing probe (ML245) inhibition of HMLE_sh_GFP (blue
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<img src="/books/NBK143560/bin/ml245fu67.jpg" alt="Image ml245fu67.jpg" />), HMLE_sh_ECad (black▲), and HMLE_sh_Twist (green
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<a href="/books/NBK143560/figure/ml245.f5/?report=objectonly" target="object" rid-ob="figobml245f5">(more...)</a></p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t11"><a href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" title="Table 11" class="img_link icnblk_img figpopup" rid-figpopup="figml245t11" rid-ob="figobml245t11"><img class="small-thumb" src="/books/NBK143560/table/ml245.t11/?report=thumb" src-large="/books/NBK143560/table/ml245.t11/?report=previmg" alt="Table 11. Activity Data of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by ML245 and Five Analogs." /></a><div class="icnblk_cntnt"><h4 id="ml245.t11"><a href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" rid-ob="figobml245t11">Table 11</a></h4><p class="float-caption no_bottom_margin">Activity Data of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by ML245 and Five Analogs. </p></div></div><p>Furthermore, activity of <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> and five analogs were tested against a breast cancer cell line (MDA231; <a class="figpopup" href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" rid-figpopup="figml245t11" rid-ob="figobml245t11">Table 11</a>). All of the compounds only weakly targeted the MDA231 cell line, which has been characterized as a mixed population of breast CSCs and more differentiated cells. This may explain the reduced potency since the probe would not be toxic to more differentiated cells. Additional testing of cancer cell lines will be required to see if this scaffold can inhibit other breast cancer lines. Since <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> is selective for breast CSCs, any further development towards drug discovery should be considered in conjunction with chemotherapeutic compounds that target the differentiated cells in the tumor.</p><p>In addition, <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> and three additional analogs (CID 4791237, CID 9214159, CID 50904129) were tested in a tumorsphere assay (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504623" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504623</a>; <a class="figpopup" href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" rid-figpopup="figml245t11" rid-ob="figobml245t11">Table 11</a>). In this assay, Sum159 cells (a human breast cancer cell line) were grown in the presence or absence of compound for 9 days in a low adhesion environment. Under these conditions, Sum159 cells, which contain a mixture of breast CSCs and differentiated breast cancer cells, form tumorspheres. The number of tumorspheres was counted in each of the conditions. The signal (number of tumorspheres) was normalized to neutral (DMSO) and positive (Puromycin) control, and a 30% inhibition cut-off at an average screening concentration of 20 μM was used to define a hit.</p><p>Neither the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) nor any of the analogs significantly and consistently inhibited tumorsphere formation. In previous scaffolds, nonselective analogs (CID 24816775, CID 16189574, and CID 6262187) that were toxic to all cell lines did inhibit tumorsphere formation (<a class="figpopup" href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" rid-figpopup="figml245t11" rid-ob="figobml245t11">Table 11</a>). In this series, CID 50904129, which is similarly toxic/nonselective, did not similarly inhibit tumorsphere formation. It is possible that the viscous methylcellulose/media used to keep tumorspheres from growing together also inhibited this compound series from inhibiting tumorsphere formation. Another possibility is that these compounds are not effective against SUM159 cells. Further work needs to be done to determine if these compounds can inhibit tumor formation.</p><p>Although the probe did not inhibit tumor formation, previous probes <a href="/pcsubstance/?term=ML239[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML239</a> and <a href="/pcsubstance/?term=ML243[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML243</a> also did not inhibit tumor formation. Salinomycin, the only other small molecule that is known to selectively inhibit HMLE_sh_ECad also does not inhibit SUM159 tumorsphere formation(<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). Additional assays and cell lines will be required to address these issues. Taken together, the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) clearly meets the established probe criteria in whole cells specified for this project (<a class="figpopup" href="/books/NBK143560/figure/ml245.f2/?report=objectonly" target="object" rid-figpopup="figml245f2" rid-ob="figobml245f2">Figure 2</a>, <a class="figpopup" href="/books/NBK143560/figure/ml245.f4/?report=objectonly" target="object" rid-figpopup="figml245f4" rid-ob="figobml245f4">Figure 4</a>, and <a class="figpopup" href="/books/NBK143560/table/ml245.t12/?report=objectonly" target="object" rid-figpopup="figml245t12" rid-ob="figobml245t12">Table 12</a>); experimental details are provided in <a href="#ml245.s8">Section 2.1.2</a>.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f4" co-legend-rid="figlgndml245f4"><a href="/books/NBK143560/figure/ml245.f4/?report=objectonly" target="object" title="Figure 4" class="img_link icnblk_img figpopup" rid-figpopup="figml245f4" rid-ob="figobml245f4"><img class="small-thumb" src="/books/NBK143560/bin/ml245f4.gif" src-large="/books/NBK143560/bin/ml245f4.jpg" alt="Figure 4. Dose-dependent Activity of Select Analogs in the Primary Assay." /></a><div class="icnblk_cntnt" id="figlgndml245f4"><h4 id="ml245.f4"><a href="/books/NBK143560/figure/ml245.f4/?report=objectonly" target="object" rid-ob="figobml245f4">Figure 4</a></h4><p class="float-caption no_bottom_margin">Dose-dependent Activity of Select Analogs in the Primary Assay. Four curves of analogs tested in the primary screen at dose: CID4791237 (<i><i>A;</i></i>
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Table 2, Entry 1), CID51003702 (<i><i>B;</i></i>
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Table 6, Entry 6), CID9214159 (<i><i>C;</i></i>
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Table 2, Entry 10), CID50944077 (<i><i>D;</i></i>
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Table <a href="/books/NBK143560/figure/ml245.f4/?report=objectonly" target="object" rid-ob="figobml245f4">(more...)</a></p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t12"><a href="/books/NBK143560/table/ml245.t12/?report=objectonly" target="object" title="Table 12" class="img_link icnblk_img figpopup" rid-figpopup="figml245t12" rid-ob="figobml245t12"><img class="small-thumb" src="/books/NBK143560/table/ml245.t12/?report=thumb" src-large="/books/NBK143560/table/ml245.t12/?report=previmg" alt="Table 12. Comparison of the Probe (ML245) to Project Criteria." /></a><div class="icnblk_cntnt"><h4 id="ml245.t12"><a href="/books/NBK143560/table/ml245.t12/?report=objectonly" target="object" rid-ob="figobml245t12">Table 12</a></h4><p class="float-caption no_bottom_margin">Comparison of the Probe (ML245) to Project Criteria. </p></div></div></div><div id="ml245.s24"><h3>3.6. Profiling Assays</h3><p>To gain insight into the possible mechanism or signaling pathways that the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) could be targeting, gene expression studies were conducted. HMLE_sh_ECad and HMLE_sh_GFP cells were treated with the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>), analog CID50904149, or salinomycin for 24 hours at the IC<sub>50</sub> identified after 3-day treatment in the primary assay (0.5 μM, 6 μM, and 1 μM, respectively). In addition, control samples were included where DMSO was added for 24 hours. cRNA synthesis from the total RNA samples were analyzed on a Human HT-12 Expression BeadChip (Illumina). All samples passed QC standards for gene expression and hybridization.</p><p>The samples were normalized, and gene expression of the triplicate samples was compared using the Comparative Marker Selection Module in GenePattern (Open source: <a href="http://genepattern.broadinstitute.org/" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://genepattern.broadinstitute.org/</a>). Gene expression that had p ≤ 0.005 and a change at least 150% (± 50%) change in expression was selected. First, the control conditions between the cell lines were compared and 624 genes were differentially expressed. Comparable results were observed previously (<a class="bibr" href="#ml245.r11" rid="ml245.r11">11</a>). Moreover, many of the genes confirmed the results observed by the Weinberg laboratory using these cell lines (<a class="bibr" href="#ml245.r12" rid="ml245.r12">12</a>). Specifically, of the 19 genes indicated by Onder <i>et al.</i> as statistically significantly different, 14 repeated in our assay (<a class="bibr" href="#ml245.r11" rid="ml245.r11">11</a>, <a class="bibr" href="#ml245.r12" rid="ml245.r12">12</a>). Moreover, Onder <i>et al.</i> identified several proteins with altered expression, including vimentin, beta-catenin, gamma-catenin, CK-8, and fibronectin (<a class="bibr" href="#ml245.r12" rid="ml245.r12">12</a>). We observed similar changes in our gene expression assay, except for fibronectin, where we did not observe any change in gene expression. However, gene expression does not always correlate with alterations in protein expression. Further characterization is required to determine if those results varied.</p><p>Next, we compared differences in gene expression after 24-hour treatment with <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, analog CID 50904149 (<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 10</a>), or salinomycin (CID 3085092) in HMLE_sh_ECad or HMLE_sh_GFP (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6</a> and <a class="figpopup" href="/books/NBK143560/figure/ml245.f7/?report=objectonly" target="object" rid-figpopup="figml245f7" rid-ob="figobml245f7">Figure 7</a>) to yield a better understanding of genes and/or pathways regulated by the breast CSC-like selective compounds. Using the same criteria as above, 349 genes were identified as changing when comparing RNA-isolated, DMSO-treated versus <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>-treated HMLE_sh_ECad cells (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figures 6A, 6C, 6D</a>). However, only two genes (CYP1B1 and DHRS3) had altered expression by the same criteria after <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> treatment in the control line, HMLE_sh_GFP (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6D</a>). This strongly suggests that <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> is highly selective for the HMLE_sh_ECad cells.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f6" co-legend-rid="figlgndml245f6"><a href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" title="Figure 6" class="img_link icnblk_img figpopup" rid-figpopup="figml245f6" rid-ob="figobml245f6"><img class="small-thumb" src="/books/NBK143560/bin/ml245f6.gif" src-large="/books/NBK143560/bin/ml245f6.jpg" alt="Figure 6. Heat Map Comparisons of Differential Gene Expression by ML245 and CID50904149." /></a><div class="icnblk_cntnt" id="figlgndml245f6"><h4 id="ml245.f6"><a href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-ob="figobml245f6">Figure 6</a></h4><p class="float-caption no_bottom_margin">Heat Map Comparisons of Differential Gene Expression by ML245 and CID50904149. Genes that were significantly differentially expressed (p <0.005) and had greater than 1.5-fold difference in expression were identified. Heat map representations of <a href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-ob="figobml245f6">(more...)</a></p></div></div><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f7" co-legend-rid="figlgndml245f7"><a href="/books/NBK143560/figure/ml245.f7/?report=objectonly" target="object" title="Figure 7" class="img_link icnblk_img figpopup" rid-figpopup="figml245f7" rid-ob="figobml245f7"><img class="small-thumb" src="/books/NBK143560/bin/ml245f7.gif" src-large="/books/NBK143560/bin/ml245f7.jpg" alt="Figure 7. Heat Map Comparisons of Differential Gene Expression by Salinomycin." /></a><div class="icnblk_cntnt" id="figlgndml245f7"><h4 id="ml245.f7"><a href="/books/NBK143560/figure/ml245.f7/?report=objectonly" target="object" rid-ob="figobml245f7">Figure 7</a></h4><p class="float-caption no_bottom_margin">Heat Map Comparisons of Differential Gene Expression by Salinomycin. <i>Gene expression profile of prior art, salinomycin.</i> HMLE_sh_ECad (shECad) (<i><i>A</i></i>) and HMLE_sh_GFP (sh_GFP) (<i><i>B</i></i>) were treated with DMSO or salinomycin (Sal). Genes that had significantly different <a href="/books/NBK143560/figure/ml245.f7/?report=objectonly" target="object" rid-ob="figobml245f7">(more...)</a></p></div></div><p>To gain a better insight to which genes and/or pathways are affected by this scaffold, both the CSC-like cell line (HMLE_sh_ECad) and control (HMLE_sh_GFP) cell lines were treated with analog CID 50904149. After treatment with CID 50904149, 238 genes were alternately expressed in HMLE_sh_ECad, while 160 genes were altered in HMLE_sh_GFP (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figures 6B, 6C, 6D</a>). The higher number of genes affected in HMLE_sh_GFP cell line may be expected since CID 50904149 is less selective than <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> (3-fold versus 14.7-fold, respectively). More critically, when comparing the genes altered by <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> and CID 50904149 in the HMLE_sh_ECad line, 84 genes overlapped in both groups (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6A–D</a>).</p><p>To compare our compounds with the prior art (i.e., salinomycin), we conducted parallel studies with <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> (<a class="figpopup" href="/books/NBK143560/figure/ml245.f7/?report=objectonly" target="object" rid-figpopup="figml245f7" rid-ob="figobml245f7">Figure 7</a>). Again, we compared salinomycin-treated cells to DMSO-treated cells using the same criteria as above. Salinomycin altered the expression of 683 genes in the CSC-like cell line. Interestingly, salinomycin had a greater impact on the control line (HMLE_sh_GFP) with 1021 genes having differential gene expression (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6</a>). There were 84 genes with altered expression by salinomycin that were also affected by <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6D</a>). Interestingly, <i>all</i> of the 84 genes identified when comparing the effects of <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> and CID5094149 were identified again as having altered gene expression with treatment of salinomycin. were the same 84 genes found when comparing <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> and CID 5094149 (<a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6</a> and <a class="figpopup" href="/books/NBK143560/figure/ml245.f7/?report=objectonly" target="object" rid-figpopup="figml245f7" rid-ob="figobml245f7">Figure 7</a>). These 84 genes suggest <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, CID 50904149, and salinomycin could be killing CSCs via a similar mechanism.</p><p>These 84 genes were, therefore, prioritized as genes of interest. A portion of the genes were transcription factors or DNA-modifying enzymes. At least 12 of the 84 fell into this category, including five zinc finger-containing genes (EGR1, ZCCHC7, ZNF295, CGRRF1), leucine zipper proteins (LZTFL1, TSC22D3), several additional transcription factors (ATF4, LMO4, CEBPG, NUPR1, TAF1D), and DNA-modifying enzymes such as GADD45A. Taken together, these 12 genes do not represent a clear signaling pathway; however, it may be possible that the compound directly targets nuclear protein gene set.</p><p>One particular gene of interest is the RING finger protein CGRRF1, which is a protein that determines cell-cycle arrest. An increased expression of CGRRF1 correlated with a decreased division of Burkitt lymphoma cell lines (<a class="bibr" href="#ml245.r1" rid="ml245.r1">1</a>), and a potential way to stop the proliferation of lymphomas. The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>), CID 5094149, and salinomycin increased the expression of this particular gene in our gene expression studies. Therefore, this gene will be a prioritized gene of interest.</p><p>Furthermore, several genes included in the 84 prioritized genes are involved in apoptotic signaling and mitochondrial maintenance. These include caspase recruitment domain family member 10 (CARD10), Activating Transcription Factor 4 (ATF4) (<a class="bibr" href="#ml245.r13" rid="ml245.r13">13</a>), ATPase subunit C targeting peptide (ATP5G1) (<a class="bibr" href="#ml245.r14" rid="ml245.r14">14</a>), cytochrome P450, family 20 (CYP20A1) (<a class="bibr" href="#ml245.r15" rid="ml245.r15">15</a>), mitochondrial ribosomal protein (MRPL12) (<a class="bibr" href="#ml245.r16" rid="ml245.r16">16</a>). Since the expression of these five genes was altered after treatment with CSC-selective compounds, the mechanism of selective death may be increasing pro-apoptotic signaling. Future studies will be conducted to address the role of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) role in DNA regulation and apoptotic signaling.</p><p>The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was screened against a panel of 68 targets in radioligand binding assays that are commonly used in drug discovery for lead profiling. The assays were done by Ricerca Biosciences, LLC and include targets from various areas such as, GPCRs, ion channels, and transporters. The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) was active in eight of the 68 assays and displayed inhibition of adenosine A<sub>1</sub>, A<sub>2A</sub>, and A<sub>3</sub> receptors at 79%, 88%, and 94% at 10 μM, respectively. The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) also displayed inhibition against two transporters, Norepinephrine (NET) and Dopamine (DAT) at 98% and 101%, respectively. The other three targets that the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) inhibited were the GABA<sub>A</sub> (93%), Opiate κ (87%), and serotonin (5-Hydroxytryptamine) 5-HT<sub>2B</sub> (78%) receptors. These assays only assess binding to the above mentioned targets and the functional consequence of that binding will need to be assessed.</p></div></div><div id="ml245.s25"><h2 id="_ml245_s25_">4. Discussion</h2><p>Beginning from the hit from HTS (<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 1</a>), we investigated the SAR of three regions of the molecule through the synthesis of 110 compounds (<a class="figpopup" href="/books/NBK143560/figure/ml245.f8/?report=objectonly" target="object" rid-figpopup="figml245f8" rid-ob="figobml245f8">Figure 8</a>), the eastern amide portion, the western aryl ring, and the furan moiety. Variation from the 2-methyl thiazole amide or modification of the furan was not tolerated. Through SAR of the phenyl ring, it was found that substitution at the 3-position was optimal for activity and selectivity. The probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, <a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 2</a>) was identified as much more potent than the hit compound.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f8" co-legend-rid="figlgndml245f8"><a href="/books/NBK143560/figure/ml245.f8/?report=objectonly" target="object" title="Figure 8" class="img_link icnblk_img figpopup" rid-figpopup="figml245f8" rid-ob="figobml245f8"><img class="small-thumb" src="/books/NBK143560/bin/ml245f8.gif" src-large="/books/NBK143560/bin/ml245f8.jpg" alt="Figure 8. SAR Summary." /></a><div class="icnblk_cntnt" id="figlgndml245f8"><h4 id="ml245.f8"><a href="/books/NBK143560/figure/ml245.f8/?report=objectonly" target="object" rid-ob="figobml245f8">Figure 8</a></h4><p class="float-caption no_bottom_margin">SAR Summary. </p></div></div><p>Overall, the data supports the identification of a potent (i.e., 0.536 μM) and selective (greater than 14-fold) probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) that differentially targets the breast CSC-like cells (see <a class="figpopup" href="/books/NBK143560/figure/ml245.f3/?report=objectonly" target="object" rid-figpopup="figml245f3" rid-ob="figobml245f3">Figure 3</a> and <a class="figpopup" href="/books/NBK143560/figure/ml245.f5/?report=objectonly" target="object" rid-figpopup="figml245f5" rid-ob="figobml245f5">Figure 5</a>; <a class="figpopup" href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object" rid-figpopup="figml245t11" rid-ob="figobml245t11">Table 11</a>). In addition to the assays outlined in the CPDP, we have conducted gene expression profiling studies to gain insight into the probe’s mechanism of action. Examination of the HMLE_sh_GFP control cell line did not identify any genes that were differentially regulated after treatment with the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) for 24 hours. After treatment of the HMLE_sh_ECad line for 24 hours, 558 genes were identified as having greater than 150% difference in expression.</p><p>Interestingly, a significant number of genes affected by <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> are transcription factors or DNA-modifying enzymes including zinc finger-containing genes (ZFAND2A, ZCCHC7, ZNF295, CGRRF1, TRIM39), leucine zipper (LZTFL1, TSC22D3), and several additional transcription factors (ATF3, ATF4, LMO4, CEBPG). Although the mechanism is unclear, there is potential that <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> is selectively targeting nuclear proteins.</p><div id="ml245.s26"><h3>4.1. Comparison to Existing Art and How the New Probe is an Improvement</h3><p>The current state-of-the-art for the probe molecule salinomycin exhibits a potency of about 1 μM against breast CSCs (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>); however, it should be noted that salinomycin shows toxicity against the control cell line (HMLE_sh_GFP) at 10 μM. Whereas the new probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) exhibits a similar potency at 0.536 μM, this probe is more selective and more attractive structurally allowing for rapid analog synthesis.</p><p>In the investigation of prior art relevant to the breast CSC project, the following databases were used: SciFinder, Entrez, PubMed, PubChem, and PatentLens. The search terms applied and hit statistics for the prior art search are provided in <a class="figpopup" href="/books/NBK143560/table/ml245.t15/?report=objectonly" target="object" rid-figpopup="figml245t15" rid-ob="figobml245t15">Table A2</a>
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<b>(</b><a href="#ml245.app6">Appendix G</a>). Abstracts were obtained for all references returned and were analyzed for relevance to the current project. The searches were performed on, and are current as of, September 22, 2011.</p><p>Literature and patent searches revealed nine small molecules capable of selectively inhibiting breast CSCs (<a class="figpopup" href="/books/NBK143560/figure/ml245.f9/?report=objectonly" target="object" rid-figpopup="figml245f9" rid-ob="figobml245f9">Figure 9</a>). It is important to note that salinomycin is the only small molecule shown to be effective in the cell line HMLE_sh_ECad used in the primary assay. The effectiveness of salinomycin in HMLE_sh_ECad cells was determined by the Assay Provider, in which they developed an HTS screen to discover compounds that were selectively toxic for breast CSCs. Salinomycin was shown to provide a reduction in the proportion of CSCs with an IC<sub>50</sub> value of approximately 1 μM against HMLE_sh_ECad with approximately 10-fold selectivity over the control HMLE_sh_GFP (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). In addition, <i>ex vivo</i> and <i>in vivo</i> treatment of mice with intraperitoneal injection of salinomycin inhibited mammary tumor growth and increased differentiation of epithelial tumor cells. To date, this is the only report of selectively active compounds against the HMLE_sh_ECad cell line.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml245f9" co-legend-rid="figlgndml245f9"><a href="/books/NBK143560/figure/ml245.f9/?report=objectonly" target="object" title="Figure 9" class="img_link icnblk_img figpopup" rid-figpopup="figml245f9" rid-ob="figobml245f9"><img class="small-thumb" src="/books/NBK143560/bin/ml245f9.gif" src-large="/books/NBK143560/bin/ml245f9.jpg" alt="Figure 9. Known Small Molecules Inhibitors of Breast Cancer Stem Cells." /></a><div class="icnblk_cntnt" id="figlgndml245f9"><h4 id="ml245.f9"><a href="/books/NBK143560/figure/ml245.f9/?report=objectonly" target="object" rid-ob="figobml245f9">Figure 9</a></h4><p class="float-caption no_bottom_margin">Known Small Molecules Inhibitors of Breast Cancer Stem Cells. </p></div></div><p>There has been a recent increase in the research of selective killing of breast CSCs. Though interesting, the cells used in this report are not susceptible to these agents. In one approach, researchers targeted the breast CSC pathways involved in self-renewal and survival. These pathways include NF-κB, Notch, Hedgehog, and Wnt. The NF-κB inhibitors parthenolide and 8-quinolinol (8Q) were reported by Zhou et al. to inhibit breast CSC-dependent MCF7 sphere cell growth selectively over bulk MCF7 cell growth (<a class="bibr" href="#ml245.r17" rid="ml245.r17">17</a>). They reported that parthenolide and pyrrolidinedithiocarbamate inhibited sphere MCF7 cell growth by 33% and 51%, respectively, and showed no obvious growth inhibition of bulk MCF7 cells. This work was followed by a 2009 publication, in which Zhou et al. reported that 8Q inhibited the sphere cell proliferation by 86% at 5 μM and inhibited the bulk cells by 30% (<a class="bibr" href="#ml245.r18" rid="ml245.r18">18</a>). 8Q also showed some antitumor activity in both MCF7 and MDAMB-435 (breast cancer cell line) xenograft models, but it had a much better effect when combined with paclitaxel than either agent administered alone. Kakarala et al. reported that curcumin and piperine, respectively, inhibited Wnt signaling, ALDH+ cells (breast CSC biomarker) and mammosphere formation by 50% at 5 μM and completely at 10 μM (<a class="bibr" href="#ml245.r19" rid="ml245.r19">19</a>). In 2010, Li et al. showed that sulforaphane down-regulated the Wnt-pathway and could inhibit ALDH+ cells <i>in vitro</i> by 65%–80% at 1–5 μM, but had minimal effect on the population of bulk breast cancer cell lines. In addition, sulforaphane inhibited mammosphere formation and the cancer cells from sulforaphane-treated mice failed to produce any tumors in recipient mice up to 33 days after implantations (<a class="bibr" href="#ml245.r20" rid="ml245.r20">20</a>).</p><p>Metformin, a known oral hypoglycemic agent, was reported to selectively kill breast CSCs through an unknown mechanism. In this study, the combination of metformin and doxorubicin had a synergistic effect in reducing tumor mass and preventing relapse in xenograft mice (<a class="bibr" href="#ml245.r20" rid="ml245.r20">20</a>). In addition, Jiralerspong et al. reported a study of 2529 patients undergoing neoadjuvant chemotherapy, in which the pathologic complete response rate following surgery was 24% for diabetic patients taking metformin, 8% for diabetic patients not taking metformin, and 16% for nondiabetic patients (<a class="bibr" href="#ml245.r21" rid="ml245.r21">21</a>). Furthermore, using both CXCR1-blocking antibodies and the small molecule inhibitor, repertaxin, demonstrated that CXCR1 selectively decreased breast CSCs <i>in vitro</i> and in NOD/SCID xenograft models, respectively (<a class="bibr" href="#ml245.r20" rid="ml245.r20">20</a>).</p><p>Berberine was investigated to determine its effects on the enriched stem cell-like population of MCF-7 cells. After 72 hours, the viability of MCF-7 cells was reduced to 96%, 84%, 79%, 65%, and 56%, and the stem cell-like population was reduced to 1.4% (1.5% of MCF7 cells were the stem cell-like population cells), 1.1%, 0.9%, 0.5%, and 0.2% by 10 nM, 100 nM, 1 μM, 10 μM, and 20 μM of berberine, respectively (<a class="bibr" href="#ml245.r22" rid="ml245.r22">22</a>).</p><p>All nine compounds identified through this project are registered with the NIH Molecular Libraries, and the respective compound information is provided in <a class="figpopup" href="/books/NBK143560/table/ml245.t16/?report=objectonly" target="object" rid-figpopup="figml245t16" rid-ob="figobml245t16">Table A3</a>
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<b>(</b><a href="#ml245.app6">Appendix G</a>).</p><p>To date, we have identified 3 probe compounds, <a href="/pcsubstance/?term=ML239[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML239</a> (Probe 1), <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> (Probe 2), and <a href="/pcsubstance/?term=ML243[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML243</a> (Probe 3). The three probes are potent inhibitors (0.5–2uM) of the Breast Cancer Stem Cell-like cells, sufficiently selective (14.7–32 fold) against HMLE_sh_ECad, and meet the probe criteria. <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> is the most potent against the primary target cell line, while <a href="/pcsubstance/?term=ML243[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML243</a> has the greatest selectivity compared to HMLE_sh_ECad (see <a class="figpopup" href="/books/NBK143560/table/ml245.t13/?report=objectonly" target="object" rid-figpopup="figml245t13" rid-ob="figobml245t13">Table 13</a>).</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t13"><a href="/books/NBK143560/table/ml245.t13/?report=objectonly" target="object" title="Table 13" class="img_link icnblk_img figpopup" rid-figpopup="figml245t13" rid-ob="figobml245t13"><img class="small-thumb" src="/books/NBK143560/table/ml245.t13/?report=thumb" src-large="/books/NBK143560/table/ml245.t13/?report=previmg" alt="Table 13. Comparison of Breast Cancer Stem Cells: Probes 1, 2, and 3." /></a><div class="icnblk_cntnt"><h4 id="ml245.t13"><a href="/books/NBK143560/table/ml245.t13/?report=objectonly" target="object" rid-ob="figobml245t13">Table 13</a></h4><p class="float-caption no_bottom_margin">Comparison of Breast Cancer Stem Cells: Probes 1, 2, and 3. </p></div></div></div><div id="ml245.s27"><h3>4.2. Mechanism of Action Studies</h3><p>We have included gene expression assays that indicate pathways that are regulated by addition of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>). Future studies will be required to determine the target of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>).</p></div><div id="ml245.s28"><h3>4.3. Planned Future Studies</h3><p>To date, the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) has been used in gene expression profiling studies, where HMLE_sh_ECad and HMLE_sh_GFP have been treated for 24 hours (see <a class="figpopup" href="/books/NBK143560/figure/ml245.f6/?report=objectonly" target="object" rid-figpopup="figml245f6" rid-ob="figobml245f6">Figure 6</a>). Treatment of the breast CSC-like cell line (HMLE_sh_ECad) by <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> yielded interesting results identifying genes in pro-apoptotic signaling pathways as well as numerous transcription factors as potential targets. Furthermore, numerous transcription factor genes were regulated in these studies, suggesting that <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> either directly or indirectly regulates transcription.</p><p>Although these initial gene profiling experiments suggest that these pathways are critical to the probe’s selective killing of breast CSCs, follow-up studies are required to confirm these results. Since we have identified two additional probes (<a class="figpopup" href="/books/NBK143560/table/ml245.t13/?report=objectonly" target="object" rid-figpopup="figml245t13" rid-ob="figobml245t13">Table 13</a>) that confer selective killing of the HMLE_sh_ECad cell line, we plan to revisit the gene expression profiling studies to determine if the combined data sets provides greater insight into critical signaling pathways and potential targets within breast CSCs.</p></div></div><div id="ml245.s29"><h2 id="_ml245_s29_">5. References</h2><dl class="temp-labeled-list"><dl class="bkr_refwrap"><dt>1.</dt><dd><div class="bk_ref" id="ml245.r1">De Falco G, Leucci E, Lenze D, Piccaluga PP, Claudio PP, Onnis A, Cerino G, Nyagol J, Mwanda W, Bellan C, Hummel M, Pileri S, Tosi P, Stein H, Giordano A, Leoncini L. Gene-expression analysis identifies novel RBL2/p130 target genes in endemic Burkitt lymphoma cell lines and primary tumors. <span><span class="ref-journal">Blood. </span>2007 Aug 15;<span class="ref-vol">110</span>(4):1301–7.</span> Epub 2007 May 7. [<a href="https://pubmed.ncbi.nlm.nih.gov/17485552" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17485552</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>2.</dt><dd><div class="bk_ref" id="ml245.r2">Bao S, Wu Q, McLendon RE, Hao Y, Shi Q, Hjelmeland AB, Dewhirst MW, Bigner DD, Rich JN. Glioma stem cells promote radioresistance by preferential activation of the DNA damage response. <span><span class="ref-journal">Nature. </span>2006 Dec 7;<span class="ref-vol">444</span>(7120):756–60.</span> Epub 2006 Oct 18. [<a href="https://pubmed.ncbi.nlm.nih.gov/17051156" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17051156</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>3.</dt><dd><div class="bk_ref" id="ml245.r3">Diehn M, Cho RW, Lobo NA, Kalisky T, Dorie MJ, Kulp AN, Qian D, Lam JS, Ailles LE, Wong M, et al. Association of reactive oxygen species levels and radioresistance in cancer stem cells. <span><span class="ref-journal">Nature. </span>2009 Apr 9;<span class="ref-vol">458</span>(7239):780–3.</span> [<a href="/pmc/articles/PMC2778612/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2778612</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19194462" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19194462</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>4.</dt><dd><div class="bk_ref" id="ml245.r4">Diehn M, Clarke MF. Cancer stem cells and radiotherapy: new insights into tumor radioresistance. <span><span class="ref-journal">J Natl Cancer Inst. </span>2006 Dec 20;<span class="ref-vol">98</span>(24):1755–7.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17179471" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17179471</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>5.</dt><dd><div class="bk_ref" id="ml245.r5">Eyler CE, Rich JN. Survival of the fittest: cancer stem cells in therapeutic resistance and angiogenesis. <span><span class="ref-journal">J Clin Oncol. </span>2008 Jun 10;<span class="ref-vol">26</span>(17):2839–45.</span> [<a href="/pmc/articles/PMC2739000/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2739000</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/18539962" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18539962</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>6.</dt><dd><div class="bk_ref" id="ml245.r6">Li X, Lewis MT, Huang J, Gutierrez C, Osborne CK, Wu MF, Hilsenbeck SG, Pavlick A, Zhang X, Chamness GC, et al. Intrinsic resistance of tumorigenic breast cancer cells to chemotherapy. <span><span class="ref-journal">J Natl Cancer Inst. </span>2008 May 7;<span class="ref-vol">100</span>(9):672–9.</span> Epub 2008 Apr 29. [<a href="https://pubmed.ncbi.nlm.nih.gov/18445819" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18445819</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>7.</dt><dd><div class="bk_ref" id="ml245.r7">Mani SA, Guo W, Liao MJ, Eaton EN, Ayyanan A, Zhou AY, Brooks M, Reinhard F, Zhang CC, Shipitsin M, et al. The epithelial-mesenchymal transition generates cells with properties of stem cells. <span><span class="ref-journal">Cell. </span>2008 May 16;<span class="ref-vol">133</span>(4):704–15.</span> [<a href="/pmc/articles/PMC2728032/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2728032</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/18485877" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18485877</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>8.</dt><dd><div class="bk_ref" id="ml245.r8">Gupta PB, Onder TT, Jiang G, Tao K, Kuperwasser C, Weinberg RA, Lander ES. Identification of selective inhibitors of cancer stem cells by high-throughput screening. <span><span class="ref-journal">Cell. </span>2009 Aug 21;<span class="ref-vol">138</span>(4):645–59.</span> Epub 2009 Aug 13. [<a href="/pmc/articles/PMC4892125/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC4892125</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19682730" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19682730</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>9.</dt><dd><div class="bk_ref" id="ml245.r9">Barbie DA, Tamayo P, Boehm JS, Kim SY, Moody SE, Dunn IF, Schinzel AC, Sandy P, Meylan E, Scholl C, Fröhling S, Chan EM, Sos ML, Michel K, Mermel C, Silver SJ, Weir BA, Reiling JH, Sheng Q, Gupta PB, Wadlow RC, Le H, Hoersch S, Wittner BS, Ramaswamy S, Livingston DM, Sabatini DM, Meyerson M, Thomas RK, Lander ES, Mesirov JP, Root DE, Gilliland DG, Jacks T, Hahn WC. Systematic RNA interference reveals that oncogenic KRAS-driven cancers require TBK1. <span><span class="ref-journal">Nature. </span>2009 Nov 5;<span class="ref-vol">462</span>(7269):108–12.</span> Epub 2009 Oct 21. [<a href="/pmc/articles/PMC2783335/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2783335</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19847166" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19847166</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>10.</dt><dd><div class="bk_ref" id="ml245.r10">Dontu G, Abdallah WM, Foley JM, Jackson KW, Clarke MF, Kawamura MJ, Wicha MS. In vitro propagation and transcriptional profiling of human mammary stem/progenitor cells. <span><span class="ref-journal">Genes Dev. </span>2003 May 15;<span class="ref-vol">17</span>(10):1253–70.</span> [<a href="/pmc/articles/PMC196056/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC196056</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/12756227" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 12756227</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>11.</dt><dd><div class="bk_ref" id="ml245.r11">Carmody LC, Germain A, Morgan B, Burhlage S, VerPlank L, Munoz B, Feng Y, Gupta PB, Lander ES, Palmer M, Schreibe SL. Identification of selective breast cancer stem cell inhibitors. <span class="ref-journal">Probe Reports from the NIH Molecular Libraries Program National Center for Biotechnology Information, US National Library of Medicine.</span> Epub 2011. Bookshelf ID: NBK47352.</div></dd></dl><dl class="bkr_refwrap"><dt>12.</dt><dd><div class="bk_ref" id="ml245.r12">Onder TT, Gupta PB, Mani SA, Yang J, Lander ES, Weinberg RA. Loss of E-cadherin promotes metastasis via multiple downstream transcriptional pathways. <span><span class="ref-journal">Cancer Res. </span>2008 May 15;<span class="ref-vol">68</span>(10):3645–54.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/18483246" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18483246</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>13.</dt><dd><div class="bk_ref" id="ml245.r13">Selimovic D, Ahmad M, El-Khattouti A, Hannig M, Haïkel Y, Hassan M. Apoptosis-related protein-2 triggers melanoma cell death by a mechanism including both endoplasmic reticulum stress and mitochondrial dysregulation. <span><span class="ref-journal">Carcinogenesis. </span>2011 Aug;<span class="ref-vol">32</span>(8):1268–78.</span> Epub 2011 Jun 21. [<a href="https://pubmed.ncbi.nlm.nih.gov/21693538" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 21693538</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>14.</dt><dd><div class="bk_ref" id="ml245.r14">Vives-Bauza C, Magrané J, Andreu AL, Manfredi G. Novel role of ATPase subunit C targeting peptides beyond mitochondrial protein import. <span><span class="ref-journal">Mol Biol Cell. </span>2010 Jan 1;<span class="ref-vol">21</span>(1):131–9.</span> Epub 2009 Nov 4. [<a href="/pmc/articles/PMC2801706/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2801706</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19889836" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19889836</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>15.</dt><dd><div class="bk_ref" id="ml245.r15">Stark K, Wu ZL, Bartleson CJ, Guengerich FP. mRNA distribution and heterologous expression of orphan cytochrome P450 20A1. <span><span class="ref-journal">Drug Metab Dispos. </span>2008 Sep;<span class="ref-vol">36</span>(9):1930–7.</span> Epub 2008 Jun 9. [<a href="/pmc/articles/PMC4694639/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC4694639</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/18541694" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18541694</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>16.</dt><dd><div class="bk_ref" id="ml245.r16">Wang Z, Cotney J, Shadel GS. Human mitochondrial ribosomal protein MRPL12 interacts directly with mitochondrial RNA polymerase to modulate mitochondrial gene expression. <span><span class="ref-journal">J Biol Chem. </span>2007 Apr 27;<span class="ref-vol">282</span>(17):12610–8.</span> Epub 2007 Mar 2. [<a href="/pmc/articles/PMC2606046/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2606046</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/17337445" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17337445</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>17.</dt><dd><div class="bk_ref" id="ml245.r17">Zhou J, Zhang H, Gu P, Bai J, Margolick JB, Zhang Y. NF-kappaB pathway inhibitors preferentially inhibit breast cancer stem-like cells. <span><span class="ref-journal">Breast Cancer Res Treat. </span>2008 Oct;<span class="ref-vol">111</span>(3):419–27.</span> Epub 2007 Oct 27. [<a href="/pmc/articles/PMC3320112/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC3320112</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/17965935" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17965935</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>18.</dt><dd><div class="bk_ref" id="ml245.r18">Zhou J, Zhang H, Gu P, Margolick JB, Yin D, Zhang Y. Cancer stem/progenitor cell active compound 8-quinolinol in combination with paclitaxel achieves an improved cure of breast cancer in the mouse model. <span><span class="ref-journal">Breast Cancer Res Treat. </span>2009 May;<span class="ref-vol">115</span>(2):269–77.</span> Epub 2008 May 28. [<a href="/pmc/articles/PMC3320107/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC3320107</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/18506619" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18506619</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>19.</dt><dd><div class="bk_ref" id="ml245.r19">Kakarala M, Brenner DE, Korkaya H, Cheng C, Tazi K, Ginestier C, Liu S, Dontu G, Wicha MS. Targeting breast stem cells with the cancer preventive compounds curcumin and piperine. <span><span class="ref-journal">Breast Cancer Res Treat. </span>2010 Aug;<span class="ref-vol">122</span>(3):777–85.</span> Epub 2009 Nov 7. [<a href="/pmc/articles/PMC3039120/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC3039120</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19898931" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19898931</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>20.</dt><dd><div class="bk_ref" id="ml245.r20">Li Y, Zhang T, Korkaya H, Liu S, Lee HF, Newman B, Yu Y, Clouthier SG, Schwartz SJ, Wicha MS, Sun D. Sulforaphane, a dietary component of broccoli/broccoli sprouts, inhibits breast cancer stem cells. <span><span class="ref-journal">Clin Cancer Res. </span>2010 May 1;<span class="ref-vol">16</span>(9):2580–90.</span> Epub 2010 Apr 13. [<a href="/pmc/articles/PMC2862133/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2862133</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/20388854" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 20388854</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>21.</dt><dd><div class="bk_ref" id="ml245.r21">Jiralerspong S, Palla SL, Giordano SH, Meric-Bernstam F, Liedtke C, Barnett CM, Hsu L, Hung MC, Hortobagyi GN, Gonzalez-Angulo AM. Metformin and pathologic complete responses to neoadjuvant chemotherapy in diabetic patients with breast cancer. <span><span class="ref-journal">J Clin Oncol. </span>2009 Jul 10;<span class="ref-vol">27</span>(20):3297–302.</span> Epub 2009 Jun 1. [<a href="/pmc/articles/PMC2736070/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2736070</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19487376" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19487376</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>22.</dt><dd><div class="bk_ref" id="ml245.r22">Kim JB, Ko E, Han W, Shin I, Park SY, Noh DY. Berberine diminishes the side population and ABCG2 transporter expression in MCF-7 breast cancer cells. <span><span class="ref-journal">Planta Med. </span>2008 Nov;<span class="ref-vol">74</span>(14):1693–700.</span> Epub 2008 Oct 24. [<a href="https://pubmed.ncbi.nlm.nih.gov/18951337" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18951337</span></a>]</div></dd></dl></dl></div><div id="ml245.app1"><h2 id="_ml245_app1_">Appendix A. Assay Summary Table</h2><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t14"><a href="/books/NBK143560/table/ml245.t14/?report=objectonly" target="object" title="Table A1" class="img_link icnblk_img figpopup" rid-figpopup="figml245t14" rid-ob="figobml245t14"><img class="small-thumb" src="/books/NBK143560/table/ml245.t14/?report=thumb" src-large="/books/NBK143560/table/ml245.t14/?report=previmg" alt="Table A1. Summary of Completed Assays and AIDs." /></a><div class="icnblk_cntnt"><h4 id="ml245.t14"><a href="/books/NBK143560/table/ml245.t14/?report=objectonly" target="object" rid-ob="figobml245t14">Table A1</a></h4><p class="float-caption no_bottom_margin">Summary of Completed Assays and AIDs. </p></div></div></div><div id="ml245.app2"><h2 id="_ml245_app2_">Appendix B. Detailed Assay Protocols</h2><div id="ml245.s30"><h3>Primary HTS Using CellTiter-Glo (AID 2717)</h3><div id="ml245.s31"><h4>Propagation Media (CSC media: complete media with serum)</h4><p>Using already filtered/sterile components, add: 440 ml DMEM (Cellgro 10-013-CM), 50 ml FBS (HyClone SH30071.03),5 ml Pen/Strep, 5 ml Glutamax-1 (Invitrogen 35050-061), 700 μl 50 μM Hyrdocortisone (Sigma H039K8402), 600 μl 10 mg/ml Insulin (Sigma I9278), 500 μl 50 mg/ml Gentamicin (Sigma G1397), 250 μl 25 mg/ml Plasmocin (Invivogen ant-mpt), 50 μl 100 mg/ml EGF (Sigma E9644) resuspended in 2% serum/PBS, plus 500 ml Mammary Epithelial Cell Growth Medium (MEGM Complete Medium; Lonza CC-3051) or MEGM Bullet Kit with components CC-3150,1 ml BPE (Lonza CC-4009); Makes 1 liter.</p></div><div id="ml245.s32"><h4>Screening Media (CSC media: complete media without serum)</h4><p>Using already filtered/sterile components, add: 490 ml DMEM (Cellgro 10-013-CM), 5 ml Pen/Strep, 5 ml Glutamax-1 (Invitrogen 35050-061), 700 μl 50 μM Hyrdocortisone (Sigma H039K8402),600 μl 10 mg/ml Insulin (Sigma I9278), 500 μl 50 mg/ml Gentamicin (Sigma G1397), 250 μl 25 mg/ml Plasmocin (Invivogen ant-mpt), 50 μl 100 mg/ml EGF (Sigma E9644) resuspended in 2% serum/PBS, 500 ml MEGM Complete Medium (Lonza CC-3051) or MEGM Bullet Kit with components CC-3150, 1 ml BPE (Lonza CC-4009); Makes 1 liter.</p><p>Using HMLE_sh_ECad cells provided by the Assay Providers, 10 million cells/vial were frozen down in CSC media (complete media with serum and10% DMSO) and stored in liquid nitrogen.</p></div><div id="ml245.s33"><h4>Cell Propagation</h4><ol><li class="half_rhythm"><div>Two to 3 days prior to screening, thaw vials and plate into T225 Falcon flasks with 40 ml CSC complete media with serum.</div></li><li class="half_rhythm"><div>Incubate at 37 °C, 5% CO<sub>2</sub> for approximately 16 hours.</div></li><li class="half_rhythm"><div>Wash cells with 1× PBS; add 5 ml Trypsin and EDTA to cells for 2–5 minutes.</div></li><li class="half_rhythm"><div>Resuspend cells in 25 ml CSC complete media with serum;spin at 1400 rpm for 4 minutes.</div></li><li class="half_rhythm"><div>Aspirate media and resuspend cells in CSC complete media with serum.</div></li><li class="half_rhythm"><div>Plate cells in T225 flasks (as above) at 1:4 or 1:8 density and allow to grow 1–2 days.</div></li></ol></div><div id="ml245.s34"><h4>Cell Screening</h4><ol><li class="half_rhythm"><div>Trypsinize cells and spin at 1400 rpm for 4 minutes.</div></li><li class="half_rhythm"><div>Resuspend pellets in CSC complete without serum.</div></li><li class="half_rhythm"><div>Add 50 μL cell supension to 50 μL trypan blue and count using a Cellometer (Nexcelom Bioscience).</div></li><li class="half_rhythm"><div>Dilute cells to 40,000cells/ml in CSC complete without serum.</div></li><li class="half_rhythm"><div>Using a standard sized cassette, dispense 2000 cells/50 μl into tissue-culture treated, 384-well plates (Corning 3850) using a Multidrop Combi (Thermo Scientific).</div></li><li class="half_rhythm"><div>Incubate the cells at 37 °C, 5% CO<sub>2</sub> for at least 4 hours.</div></li><li class="half_rhythm"><div>Pin the cells with 100 nl compounds; incubate at 37 °C, 5% CO<sub>2</sub> for approximately 70–74 hours.</div></li><li class="half_rhythm"><div>Prepare CellTiterGlo per supplier (Promega) instructions and and dilute 1:3 with 1× PBS.</div></li><li class="half_rhythm"><div>Incubate assay plates at room temperature for 30 minutes.</div></li><li class="half_rhythm"><div>Dispense 30 μl CellTiterGlo using a standard sized cassette by a Multidrop Combi (Thermo Scientific).</div></li><li class="half_rhythm"><div>Incubate the plates at room temperature for 10 minutes and read using the EnVision (Luminescence 1 second)</div></li></ol></div></div><div id="ml245.s35"><h3>Primary Retest (AID 449748)</h3><p>Repeat of the primary screen at dose using CellTiter-Glo.</p></div><div id="ml245.s36"><h3>Primary Cell Viability Protocol with HMLE_sh_ECad Cells Using CellTiter-Glo (AID 493226, AID 493176, AID 504449, AID 504535)</h3><p>HMLE_sh_ECad cells were prepared as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>).</p><ol><li class="half_rhythm"><div>Propagate HMLE cells expressing either shRNA targeting E-cadherin (sh_ECad), control shRNA targeting eGFP (sh_GFP), or shRNA targeting Twist (sh_Twist) in a 1:1 mixture of 10% fetal bovine serum (FBS; HyClone), 1% Penicillin/Streptomycin (Pen/Strep; Cellgro), 1% Glutamax-1 (Invitrogen), 70 nM Hydrocortisone (Sigma), 12 μg/ml Insulin (Sigma), 50 μg/ml Gentamicin (Sigma), 12.5 μg/ml Plasmocin (InVivogen), 10 ng/ml EGF in DMEM (Cellgro) with Mammary Epithelial Cell Growth Medium (MEGM complete medium; Lonza, Basel, Switzerland).</div></li><li class="half_rhythm"><div>Incubate at 37 °C, 5% CO<sub>2</sub>.</div></li><li class="half_rhythm"><div>For screening, count the cells and resuspend in complete media without serum.</div></li><li class="half_rhythm"><div>Plate 2,000 cells in 50 μl per well in white, tissue culture-treated, 384-well plates (Corning).</div></li><li class="half_rhythm"><div>Incubate the cells at 37 °C, 5% CO<sub>2</sub> for at least 4 hours and pin with 100 nl of compounds.</div></li><li class="half_rhythm"><div>Incubate the cells approximately 72 hours, then add 30 μl of CellTiter-Glo (Promega) diluted 1:3 with PBS to the well.</div></li><li class="half_rhythm"><div>Read the plates using the EnVision (PerkinElmer; Luminescence 0.1 sec/well) after 12 minutes.</div></li></ol></div><div id="ml245.s37"><h3>Secondary Cell Viability Protocol with HMLE_sh_GFP Cells Using CellTiter-Glo (AID 504325, AID 493196, AID 504450, AID 504533)</h3><p>HMLE_sh_GFP cells were prepared as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). Refer to the procedures as described in the Primary Cell Viability Protocol.</p></div><div id="ml245.s38"><h3>Assay Provider Cell Viability Protocol with CellTiter-Glo</h3><p>HMLE_sh_Twist cells were prepared as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>). Refer to the procedures as described in the Primary Cell Viability Protocol.</p></div><div id="ml245.s39"><h3>Secondary Orthogonal Assay for <i>In Vitro</i> Inhibition of Tumorspheres with Sum159 Cells (AID 504623)</h3><p>Sum159 cells were provided by Dr. Gupta as previously described (<a class="bibr" href="#ml245.r8" rid="ml245.r8">8</a>).</p><ol><li class="half_rhythm"><div>Perform tumorsphere assays were performed as previously described (<a class="bibr" href="#ml245.r10" rid="ml245.r10">10</a>) with minor changes.</div></li><li class="half_rhythm"><div>Propagate Sum159 cells in 5% FBS (HyClone), 1 % Pen/Strep, 1% Glutamax-1, 12 μg/mllInsulin, 50 μg/ml Gentamicin in F12/DMEM (Cellgro).</div></li><li class="half_rhythm"><div>Plate 100 μl media respective to cell type in 96-well, ultra-low adhesion plates (Costar).</div></li><li class="half_rhythm"><div>Pin 400 nl of compounds into the media.</div></li><li class="half_rhythm"><div>Harvest the cells, count, and resuspend in their propagation media with 1% methylcellulose (ES-CultM3120, Stem Cell Technologies).</div></li><li class="half_rhythm"><div>Add 100 μl of resuspended cells to the plates containing media with compound for a final count of 2000 cells/well in 200 μl with 0.5% methylcellulose.</div></li><li class="half_rhythm"><div>Allow tumorspheres to form for 9 days incubated at 37 °C, 5% CO<sub>2</sub>.</div></li><li class="half_rhythm"><div>Image tumorspheres using a 2× objective on the ImageXpress Micro (Molecular Devices). Identify cell clusters greater than 100 μM in diameter were identified using MetaXpress software (version 3.1; Molecular Devices, Sunnyvale, CA).</div></li></ol></div><div id="ml245.s40"><h3>Gene Expression Assays with HMLE_sh_ECad and HMLE_sh_GFP Cells</h3><ol><li class="half_rhythm"><div><a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, CID50904149, Salinomycin/CID23682228 are selectively toxic to HMLE_shECad cell lines (over HMLE_shGFP cell lines) in 3-day toxicity assays. The IC<sub>50</sub> concentration of toxicity towards HMLE_shECad cell line in these 3-day toxicity assays is the same concentration used for experiments below (i.e., 0.54 μM, 6.7 μM, and 1 μM, respectively). 300,000 cells HMLE_shECad or HMLE_shGFP cells were plated in a 6-well dish and allowed to adhere for 4 hours.</div></li><li class="half_rhythm"><div>Replicate samples (<a class="bibr" href="#ml245.r3" rid="ml245.r3">3</a>–<a class="bibr" href="#ml245.r4" rid="ml245.r4">4</a>) of HMLE_shECad and HMLE_shGFP cells were treated with vehicle, <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, CID50904149, or Salinomycin at the above concentrations for 24 hours prior to isolation of RNA. 30</div></li><li class="half_rhythm"><div>Isolation of total RNA was conducted using the protocols for the RNeasy Protect Mini Kit (Qiagen).</div></li><li class="half_rhythm"><div><b>Genome Analysis Platform (GAP) at the Broad Institute</b> analyzed RNA samples for quality using Aglient Bioanalyzer Chips, and prepared cRNA synthesis from the total RNA samples passing QC for analysis on a HumanHT-12 Expression BeadChip (Illumina, San Diego, CA) according to the manufacturer’s instructions. Results were confirmed using GenomeStudio (version 2010.3; Illumina, San Diego, CA).</div></li><li class="half_rhythm"><div>All of the samples were run in replicates (<a class="bibr" href="#ml245.r3" rid="ml245.r3">3</a>–<a class="bibr" href="#ml245.r4" rid="ml245.r4">4</a>) and the entire data set was normalized using the quantile module available in open source program GenePattern (<a href="http://genepattern.broadinstitute.org/" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://genepattern.broadinstitute.org/</a>).</div></li><li class="half_rhythm"><div>Gene expression was compared between the DMSO-treated and compound-treated using the ComparitiveSelection Module in GenePattern.</div></li><li class="half_rhythm"><div>Those genes with a significant difference (p>0.005) and had 1.50-fold difference in expression were selected.</div></li></ol></div></div><div id="ml245.app3"><h2 id="_ml245_app3_">Appendix C. Experimental Procedures for the Synthesis of the Probe</h2><div id="ml245.s41"><h3>Chemistry Experimental Methods</h3><p><b>General details.</b> All oxygen and/or moisture-sensitive reactions were carried out under nitrogen (N<sub>2</sub>) atmosphere in glassware that had been flame-dried under vacuum (approximately 0.5 mm Hg) and purged with N<sub>2</sub> prior to use. All reagents and solvents were purchased from commercial vendors and used as received, or synthesized according to methods already reported. NMR spectra were recorded on a Bruker 300 (300 MHz <sup>1</sup>H, 75 MHz <sup>13</sup>C) or Varian UNITY INOVA 500 (500 MHz <sup>1</sup>H, 125 MHz <sup>13</sup>C) spectrometer. Proton and carbon chemical shifts are reported in ppm (δ) referenced to the NMR solvent. Data are reported as follows: chemical shifts, multiplicity (br = broad, s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet; coupling constant(s) in Hz).</p><p>Unless otherwise indicated, NMR data were collected at 25 °C. Flash chromatography was performed using 40–60 μm Silica Gel (60 Å mesh) on a Teledyne Isco Combiflash R<sub><i>f</i></sub>. Tandem Liquid Chromatography/Mass Spectrometry (LC/MS) was performed on a Waters 2795 separations module and 3100 mass detector. Analytical thin layer chromatography (TLC) was performed on EM Reagent 0.25 mm silica gel 60-F plates. Visualization was accomplished with ultraviolet (UV) light and aqueous potassium permanganate (KMnO<sub>4</sub>) stain followed by heating. High-resolution mass spectra were obtained at the MIT Mass Spectrometry Facility (Bruker Daltonics APEXIV 4.7 Tesla Fourier Transform Ion Cyclotron Resonance Mass Spectrometer).</p><p>5-(hydroxymethyl)furan-2-carboxylic acid (1.15 g, 8.09 mmol) was diluted with Benzene (81 ml). Thionyl chloride (3.54 ml, 48.6 mmol) was added and then the reaction is heated to reflux. The reaction was stirred overnight. The reaction was concentrated and carried on directly to the next step. The dichloride was dissolved in dichloromethane (112 ml) and 4-methylthiazol-2-amine (1.302 g, 11.17 mmol) was added followed by 4-Dimethylaminopyridine (DMAP;0.138 g, 1.117 mmol) and triethylamine (3.89 ml, 27.9 mmol). The reaction was stirred at room temperature until complete by LC-MS analysis. The reaction was concentrated and purified by silica gel chromatography to yield the furanyl chloride (1.61 g) in 56% yield over two steps. The furanyl chloride (63.1 mg, 0.246 mmol) was dissolved in dimethylformamide (2.5 ml). Sodium iodide (3.68 mg, 0.025 mmol), potassium carbonate (51.0 mg, 0.369 mmol), and 3-chlorophenol (31.6 mg, 0.246 mmol) were added and the reaction was stirred at room temperature until complete by LC-MS analysis. The reaction was concentrated under vacuum and purified by silica gel chromatography to provide 5-((3-chlorophenoxy)methyl)-N-(4-methylthiazol-2-yl)furan-2-carboxamide (56 mg) (CID50910523/<a href="/pcsubstance/?term=ML243[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML243</a>) in 65% yield.</p><p><sup><b>1</b></sup><b>H NMR (300 MHz, CDCl3)</b> δ 7.19 (s, 2H), 6.91 (s, 1H), 6.85 – 6.74 (m, 2H), 6.50 (s, 2H), 5.28 – 5.19 (m, 2H), 2.30 (s, 3H),; <sup><b>13</b></sup><b>C NMR (75 MHz, CDCl3)</b> δ 157.38, 155.83, 153.78, 151.82, 146.26, 144.93, 133.81, 129.33, 120.72, 116.44, 114.20, 112.05, 111.37, 107.34, 61.33, 15.77. calculated [M<sup>+</sup>H] 349.0408 experimental [M<sup>+</sup>H] 349.0408.</p></div></div><div id="ml245.app4"><h2 id="_ml245_app4_">Appendix D. Experimental Procedures for Analytical Assays</h2><p><b>Solubility</b>. Solubility was determined in phosphate buffered saline (PBS) pH 7.4 with 1% DMSO. Each compound was prepared in duplicate at 100 μM in both 100% DMSO and PBS with 1% DMSO. Compounds were allowed to equilibrate at room temperature with a 250 rpm orbital shake for 24 hours. After equilibration, samples were analyzed by UPLC-MS (Waters, Milford, MA) with compounds detected by SIR detection on a single quadrupole mass spectrometer. The DMSO samples were used to create a two point calibration curve to which the response in PBS was fit.</p><p><b>PBS Stability</b>. Stability was determined in the presence of PBS pH 7.4 with 0.1% DMSO. Each compound was prepared in duplicate on six separate plates and allowed to equilibrate at room temperature with a 250 rpm orbital shake for 48 hours. One plate was removed at each time point (0, 2, 4, 8, 24, and 48 hours). An aliquot was removed from each well and analyzed by UPLC-MS (Waters, Milford, MA) with compounds detected by SIR detection on a single quadrupole mass spectrometer. Additionally, to the remaining material at each time point, acetonitrile was added to force dissolution of compound (to test for recovery of compound). An aliquot of this was also analyzed by UPLC-MS.</p><p><b>GSH Stability</b>. Stability was determined in the presence of PBS pH 7.4 μM and 50 μM glutathione with 0.1% DMSO. Each compound was prepared in duplicate on six separate plates and allowed to equilibrate at room temperature with a 250 rpm orbital shake for 48 hours. One plate was removed at each time point (0, 2, 4, 8, 24, and 48 hours). An aliquot was removed from each well and analyzed by UPLC-MS (Waters, Milford, MA) with compounds detected by SIR detection on a single quadrupole mass spectrometer. Additionally, to the remaining material at each time point, acetonitrile was added to force dissolution of compound (to test for recovery of compound). An aliquot of this was also analyzed by UPLC-MS.</p><p><b>Plasma Protein Binding</b>. Plasma protein binding was determined by equilibrium dialysis using the Rapid Equilibrium Dialysis (RED) device (Pierce Biotechnology, Rockford, IL) for both human and mouse plasma. Each compound was prepared in duplicate at 5 μM in plasma (0.95% acetonitrile, 0.05% DMSO) and added to one side of the membrane (200 μl) with PBS pH 7.4 added to the other side (350 μl). Compounds were incubated at 37° C for 5 hours with a 250 rpm orbital shake. After incubation, samples were analyzed by UPLC-MS (Waters, Milford, MA) with compounds detected by SIR detection on a single quadrupole mass spectrometer.</p><p><b>Plasma Stability</b>. Plasma stability was determined at 37° C at 5 hours in both human and mouse plasma. Each compound was prepared in duplicate at 5 μM in plasma diluted 50/50 (v/v) with PBS pH 7.4 (0.95% acetonitrile, 0.05% DMSO). Compounds were incubated at 37° C for 5 hours with a 250 rpm orbital shake with time points taken at 0 and 5 hours. Samples were analyzed by UPLC-MS (Waters, Milford, MA) with compounds detected by SIR detection on a single quadrupole mass spectrometer.</p></div><div id="ml245.app5"><h2 id="_ml245_app5_">Appendix E. Chemical Characterization Data for Probe and Analogs</h2><div id="ml245.fu2" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Probe%20CID%2050904134%2FML245.&p=BOOKS&id=143560_ml245fu78.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu78.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Probe CID 50904134/ML245." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Probe CID 50904134/ML245</span></h3></div><div id="ml245.fu3" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=13C%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Probe%20CID%2050904134%2FML245.&p=BOOKS&id=143560_ml245fu79.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu79.jpg" alt="13C NMR Spectrum (300 MHz, CDCl3) of Probe CID 50904134/ML245." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>13</sup>C NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Probe CID 50904134/ML245</span></h3></div><div id="ml245.fu4" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu80.jpg" alt="UPLC-MS Chromatogram of Probe CID 50904134/ML245." /></div><h3><span class="title">UPLC-MS Chromatogram of Probe CID 50904134/ML245</span></h3></div><div id="ml245.fu5" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=HRMS%20of%20Probe%20CID%2050904134%2FML245.&p=BOOKS&id=143560_ml245fu81.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu81.jpg" alt="HRMS of Probe CID 50904134/ML245." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title">HRMS of Probe CID 50904134/ML245</span></h3></div><div id="ml245.fu6" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%204791237.&p=BOOKS&id=143560_ml245fu82.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu82.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 4791237." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 4791237</span></h3></div><div id="ml245.fu7" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu83.jpg" alt="UPLC-MS Chromatogram of Analog CID 4791237." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 4791237</span></h3></div><div id="ml245.fu8" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%20580491.&p=BOOKS&id=143560_ml245fu84.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu84.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 580491." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 580491</span></h3></div><div id="ml245.fu9" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu85.jpg" alt="UPLC-MS Chromatogram of Analog CID 580491." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 580491</span></h3></div><div id="ml245.fu10" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003714.&p=BOOKS&id=143560_ml245fu86.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu86.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003714." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003714</span></h3></div><div id="ml245.fu11" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu87.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003714." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003714</span></h3></div><div id="ml245.fu12" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2038728154.&p=BOOKS&id=143560_ml245fu88.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu88.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 38728154." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 38728154</span></h3></div><div id="ml245.fu13" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu89.jpg" alt="UPLC-MS Chromatogram of Analog CID 38728154." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 38728154</span></h3></div><div id="ml245.fu14" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2041549965.&p=BOOKS&id=143560_ml245fu90.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu90.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 41549965." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 41549965</span></h3></div><div id="ml245.fu15" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu91.jpg" alt="UPLC-MS Chromatogram of Analog CID 41549965." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 41549965</span></h3></div><div id="ml245.fu16" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%202967498.&p=BOOKS&id=143560_ml245fu92.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu92.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 2967498." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 2967498</span></h3></div><div id="ml245.fu17" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu93.jpg" alt="UPLC-MS Chromatogram of Analog CID 2967498." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 2967498</span></h3></div><div id="ml245.fu18" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%208882461.&p=BOOKS&id=143560_ml245fu94.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu94.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 8882461." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 8882461</span></h3></div><div id="ml245.fu19" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu95.jpg" alt="UPLC-MS Chromatogram of Analog CID 8882461." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 8882461</span></h3></div><div id="ml245.fu20" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2029369457.&p=BOOKS&id=143560_ml245fu96.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu96.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 29369457." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 29369457</span></h3></div><div id="ml245.fu21" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu97.jpg" alt="UPLC-MS Chromatogram of Analog CID 29369457." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 29369457</span></h3></div><div id="ml245.fu22" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904165.&p=BOOKS&id=143560_ml245fu98.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu98.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904165." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904165</span></h3></div><div id="ml245.fu23" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu99.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904165." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904165</span></h3></div><div id="ml245.fu24" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%209214159.&p=BOOKS&id=143560_ml245fu100.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu100.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 9214159." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 9214159</span></h3></div><div id="ml245.fu25" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu101.jpg" alt="UPLC-MS Chromatogram of Analog CID 9214159." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 9214159</span></h3></div><div id="ml245.fu26" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910550.&p=BOOKS&id=143560_ml245fu102.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu102.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910550." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910550</span></h3></div><div id="ml245.fu27" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu103.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910550." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910550</span></h3></div><div id="ml245.fu28" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904141.&p=BOOKS&id=143560_ml245fu104.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu104.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904141." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904141</span></h3></div><div id="ml245.fu29" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu105.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904141." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904141</span></h3><div class="caption"><p>(While the compound is pure as can be seen by NMR, low UV activity results in a poor UPLC trace.)</p></div></div><div id="ml245.fu30" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904162.&p=BOOKS&id=143560_ml245fu106.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu106.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904162." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904162</span></h3></div><div id="ml245.fu31" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu107.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904162." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904162</span></h3></div><div id="ml245.fu32" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904129.&p=BOOKS&id=143560_ml245fu108.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu108.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904129." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904129</span></h3></div><div id="ml245.fu33" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu109.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904129." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904129</span></h3></div><div id="ml245.fu34" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904156.&p=BOOKS&id=143560_ml245fu110.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu110.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904156." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904156</span></h3></div><div id="ml245.fu35" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu111.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904156." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904156</span></h3></div><div id="ml245.fu36" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904164.&p=BOOKS&id=143560_ml245fu112.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu112.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904164." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904164</span></h3></div><div id="ml245.fu37" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu113.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904164." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904164</span></h3></div><div id="ml245.fu38" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910527.&p=BOOKS&id=143560_ml245fu114.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu114.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910527." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910527</span></h3></div><div id="ml245.fu39" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu115.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910527." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910527</span></h3></div><div id="ml245.fu40" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904167.&p=BOOKS&id=143560_ml245fu116.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu116.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904167." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904167</span></h3></div><div id="ml245.fu41" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu117.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904167." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904167</span></h3></div><div id="ml245.fu42" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910522.&p=BOOKS&id=143560_ml245fu118.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu118.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910522." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910522</span></h3></div><div id="ml245.fu43" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu119.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910522." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910522</span></h3></div><div id="ml245.fu44" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904146.&p=BOOKS&id=143560_ml245fu120.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu120.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904146." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904146</span></h3></div><div id="ml245.fu45" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu121.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904146." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904146</span></h3></div><div id="ml245.fu46" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904145.&p=BOOKS&id=143560_ml245fu122.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu122.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904145." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904145</span></h3></div><div id="ml245.fu47" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu123.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904145." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904145</span></h3></div><div id="ml245.fu48" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904153.&p=BOOKS&id=143560_ml245fu124.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu124.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904153." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904153</span></h3></div><div id="ml245.fu49" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu125.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904153." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904153</span></h3></div><div id="ml245.fu50" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904144.&p=BOOKS&id=143560_ml245fu126.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu126.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904144." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904144</span></h3></div><div id="ml245.fu51" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu127.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904144." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904144</span></h3></div><div id="ml245.fu52" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910527.&p=BOOKS&id=143560_ml245fu128.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu128.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910527." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910527</span></h3></div><div id="ml245.fu53" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu129.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910527." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910527</span></h3></div><div id="ml245.fu54" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003708.&p=BOOKS&id=143560_ml245fu130.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu130.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003708." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003708</span></h3></div><div id="ml245.fu55" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu131.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003708." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003708</span></h3></div><div id="ml245.fu56" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904135.&p=BOOKS&id=143560_ml245fu132.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu132.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904135." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904135</span></h3></div><div id="ml245.fu57" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu133.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904135." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904135</span></h3></div><div id="ml245.fu58" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910522.&p=BOOKS&id=143560_ml245fu134.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu134.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910522." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910522</span></h3></div><div id="ml245.fu59" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu135.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910522." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910522</span></h3></div><div id="ml245.fu60" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904149.&p=BOOKS&id=143560_ml245fu136.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu136.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904149." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904149</span></h3></div><div id="ml245.fu61" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu137.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904149." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904149</span></h3></div><div id="ml245.fu62" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2035763151.&p=BOOKS&id=143560_ml245fu138.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu138.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 35763151." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 35763151</span></h3></div><div id="ml245.fu63" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu139.jpg" alt="UPLC-MS Chromatogram of Analog CID 35763151." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 35763151</span></h3></div><div id="ml245.fu64" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2026362833.&p=BOOKS&id=143560_ml245fu140.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu140.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 26362833." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 26362833</span></h3></div><div id="ml245.fu65" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu141.jpg" alt="UPLC-MS Chromatogram of Analog CID 26362833." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 26362833</span></h3></div><div id="ml245.fu66" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904147.&p=BOOKS&id=143560_ml245fu142.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu142.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904147." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904147</span></h3></div><div id="ml245.fu67" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu143.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904147." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904147</span></h3></div><div id="ml245.fu68" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904142.&p=BOOKS&id=143560_ml245fu144.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu144.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904142." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904142</span></h3></div><div id="ml245.fu69" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu145.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904142." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904142</span></h3></div><div id="ml245.fu70" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2038046061.&p=BOOKS&id=143560_ml245fu146.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu146.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 38046061." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 38046061</span></h3></div><div id="ml245.fu71" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu147.jpg" alt="UPLC-MS Chromatogram of Analog CID 38046061." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 38046061</span></h3></div><div id="ml245.fu72" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904133.&p=BOOKS&id=143560_ml245fu148.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu148.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904133." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904133</span></h3></div><div id="ml245.fu73" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu149.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904133." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904133</span></h3></div><div id="ml245.fu74" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910525.&p=BOOKS&id=143560_ml245fu150.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu150.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910525." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910525</span></h3></div><div id="ml245.fu75" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu151.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910525." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910525</span></h3></div><div id="ml245.fu76" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2035763156.&p=BOOKS&id=143560_ml245fu152.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu152.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 35763156." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 35763156</span></h3></div><div id="ml245.fu77" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu153.jpg" alt="UPLC-MS Chromatogram of Analog CID 35763156." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 35763156</span></h3></div><div id="ml245.fu78" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003713.&p=BOOKS&id=143560_ml245fu154.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu154.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003713." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003713</span></h3></div><div id="ml245.fu79" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu155.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003713." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003713</span></h3></div><div id="ml245.fu80" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%201977298.&p=BOOKS&id=143560_ml245fu156.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu156.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 1977298." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 1977298</span></h3></div><div id="ml245.fu81" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu157.jpg" alt="UPLC-MS Chromatogram of Analog CID 1977298." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 1977298</span></h3></div><div id="ml245.fu82" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050944059.&p=BOOKS&id=143560_ml245fu158.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu158.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50944059." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50944059</span></h3></div><div id="ml245.fu83" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu159.jpg" alt="UPLC-MS Chromatogram of Analog CID 50944059." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50944059</span></h3></div><div id="ml245.fu84" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003712.&p=BOOKS&id=143560_ml245fu160.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu160.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003712." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003712</span></h3></div><div id="ml245.fu85" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu161.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003712." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003712</span></h3></div><div id="ml245.fu86" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003702.&p=BOOKS&id=143560_ml245fu162.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu162.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003702." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003702</span></h3></div><div id="ml245.fu87" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu163.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003702." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003702</span></h3></div><div id="ml245.fu88" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003715.&p=BOOKS&id=143560_ml245fu164.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu164.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003715." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003715</span></h3></div><div id="ml245.fu89" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu165.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003715." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003715</span></h3></div><div id="ml245.fu90" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910552.&p=BOOKS&id=143560_ml245fu166.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu166.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910552." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910552</span></h3></div><div id="ml245.fu91" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu167.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910552." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910552</span></h3></div><div id="ml245.fu92" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351633.&p=BOOKS&id=143560_ml245fu168.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu168.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351633." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351633</span></h3></div><div id="ml245.fu93" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu169.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351633." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351633</span></h3></div><div id="ml245.fu94" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351622.&p=BOOKS&id=143560_ml245fu170.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu170.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351622." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351622</span></h3></div><div id="ml245.fu95" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu171.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351622." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351622</span></h3></div><div id="ml245.fu96" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910539.&p=BOOKS&id=143560_ml245fu172.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu172.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910539." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910539</span></h3></div><div id="ml245.fu97" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu173.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910539." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910539</span></h3></div><div id="ml245.fu98" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910533.&p=BOOKS&id=143560_ml245fu174.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu174.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910533." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910533</span></h3></div><div id="ml245.fu99" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu175.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910533." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910533</span></h3></div><div id="ml245.fu100" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2041548804.&p=BOOKS&id=143560_ml245fu176.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu176.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 41548804." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 41548804</span></h3></div><div id="ml245.fu101" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu177.jpg" alt="UPLC-MS Chromatogram of Analog CID 41548804." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 41548804</span></h3></div><div id="ml245.fu102" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910536.&p=BOOKS&id=143560_ml245fu178.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu178.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910536." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910536</span></h3></div><div id="ml245.fu103" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu179.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910536." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910536</span></h3></div><div id="ml245.fu104" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050944065.&p=BOOKS&id=143560_ml245fu180.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu180.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50944065." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50944065</span></h3></div><div id="ml245.fu105" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu181.jpg" alt="UPLC-MS Chromatogram of Analog CID 50944065." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50944065</span></h3></div><div id="ml245.fu106" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003686.&p=BOOKS&id=143560_ml245fu182.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu182.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003686." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003686</span></h3></div><div id="ml245.fu107" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu183.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003686." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003686</span></h3></div><div id="ml245.fu108" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003688.&p=BOOKS&id=143560_ml245fu184.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu184.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003688." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003688</span></h3></div><div id="ml245.fu109" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu185.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003688." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003688</span></h3></div><div id="ml245.fu110" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003701.&p=BOOKS&id=143560_ml245fu186.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu186.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003701." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003701</span></h3></div><div id="ml245.fu111" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu187.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003701." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003701</span></h3></div><div id="ml245.fu112" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003726.&p=BOOKS&id=143560_ml245fu188.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu188.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003726." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003726</span></h3></div><div id="ml245.fu113" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu189.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003726." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003726</span></h3></div><div id="ml245.fu114" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351634.&p=BOOKS&id=143560_ml245fu190.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu190.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351634." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351634</span></h3></div><div id="ml245.fu115" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu191.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351634." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351634</span></h3></div><div id="ml245.fu116" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351627.&p=BOOKS&id=143560_ml245fu192.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu192.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351627." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351627</span></h3></div><div id="ml245.fu117" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu193.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351627." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351627</span></h3></div><div id="ml245.fu118" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351617.&p=BOOKS&id=143560_ml245fu194.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu194.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351617." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351617</span></h3></div><div id="ml245.fu119" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu195.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351617." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351617</span></h3></div><div id="ml245.fu120" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351618.&p=BOOKS&id=143560_ml245fu196.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img src="/books/NBK143560/bin/ml245fu196.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351618." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351618</span></h3></div><div id="ml245.fu121" class="figure bk_fig"><div class="graphic"><img src="/books/NBK143560/bin/ml245fu197.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351618." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351618</span></h3></div></div><div id="ml245.app6"><h2 id="_ml245_app6_">Appendix G. Prior Art Search</h2><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t15"><a href="/books/NBK143560/table/ml245.t15/?report=objectonly" target="object" title="Table A2" class="img_link icnblk_img figpopup" rid-figpopup="figml245t15" rid-ob="figobml245t15"><img class="small-thumb" src="/books/NBK143560/table/ml245.t15/?report=thumb" src-large="/books/NBK143560/table/ml245.t15/?report=previmg" alt="Table A2. Search Strings and Databases Employed in the Prior Art Search." /></a><div class="icnblk_cntnt"><h4 id="ml245.t15"><a href="/books/NBK143560/table/ml245.t15/?report=objectonly" target="object" rid-ob="figobml245t15">Table A2</a></h4><p class="float-caption no_bottom_margin">Search Strings and Databases Employed in the Prior Art Search. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t16"><a href="/books/NBK143560/table/ml245.t16/?report=objectonly" target="object" title="Table A3" class="img_link icnblk_img figpopup" rid-figpopup="figml245t16" rid-ob="figobml245t16"><img class="small-thumb" src="/books/NBK143560/table/ml245.t16/?report=thumb" src-large="/books/NBK143560/table/ml245.t16/?report=previmg" alt="Table A3. Prior Art Substance Identifiers." /></a><div class="icnblk_cntnt"><h4 id="ml245.t16"><a href="/books/NBK143560/table/ml245.t16/?report=objectonly" target="object" rid-ob="figobml245t16">Table A3</a></h4><p class="float-caption no_bottom_margin">Prior Art Substance Identifiers. </p></div></div></div><div id="ml245.app7"><h2 id="_ml245_app7_">Appendix H. SAR Analysis</h2><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t17"><a href="/books/NBK143560/table/ml245.t17/?report=objectonly" target="object" title="Table A4" class="img_link icnblk_img figpopup" rid-figpopup="figml245t17" rid-ob="figobml245t17"><img class="small-thumb" src="/books/NBK143560/table/ml245.t17/?report=thumb" src-large="/books/NBK143560/table/ml245.t17/?report=previmg" alt="Table A4. SAR of the Amide." /></a><div class="icnblk_cntnt"><h4 id="ml245.t17"><a href="/books/NBK143560/table/ml245.t17/?report=objectonly" target="object" rid-ob="figobml245t17">Table A4</a></h4><p class="float-caption no_bottom_margin">SAR of the Amide. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t18"><a href="/books/NBK143560/table/ml245.t18/?report=objectonly" target="object" title="Table A5" class="img_link icnblk_img figpopup" rid-figpopup="figml245t18" rid-ob="figobml245t18"><img class="small-thumb" src="/books/NBK143560/table/ml245.t18/?report=thumb" src-large="/books/NBK143560/table/ml245.t18/?report=previmg" alt="Table A5. SAR of the Phenyl Group (meta-substitution)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t18"><a href="/books/NBK143560/table/ml245.t18/?report=objectonly" target="object" rid-ob="figobml245t18">Table A5</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group (<i>meta</i>-substitution). </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t19"><a href="/books/NBK143560/table/ml245.t19/?report=objectonly" target="object" title="Table A6" class="img_link icnblk_img figpopup" rid-figpopup="figml245t19" rid-ob="figobml245t19"><img class="small-thumb" src="/books/NBK143560/table/ml245.t19/?report=thumb" src-large="/books/NBK143560/table/ml245.t19/?report=previmg" alt="Table A6. SAR of Phenyl Replacements." /></a><div class="icnblk_cntnt"><h4 id="ml245.t19"><a href="/books/NBK143560/table/ml245.t19/?report=objectonly" target="object" rid-ob="figobml245t19">Table A6</a></h4><p class="float-caption no_bottom_margin">SAR of Phenyl Replacements. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t20"><a href="/books/NBK143560/table/ml245.t20/?report=objectonly" target="object" title="Table A7" class="img_link icnblk_img figpopup" rid-figpopup="figml245t20" rid-ob="figobml245t20"><img class="small-thumb" src="/books/NBK143560/table/ml245.t20/?report=thumb" src-large="/books/NBK143560/table/ml245.t20/?report=previmg" alt="Table A7. SAR of the Phenyl Group (di- and tri-substitution)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t20"><a href="/books/NBK143560/table/ml245.t20/?report=objectonly" target="object" rid-ob="figobml245t20">Table A7</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group (<i>di</i>- and <i>tri-</i>substitution). </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t21"><a href="/books/NBK143560/table/ml245.t21/?report=objectonly" target="object" title="Table A8" class="img_link icnblk_img figpopup" rid-figpopup="figml245t21" rid-ob="figobml245t21"><img class="small-thumb" src="/books/NBK143560/table/ml245.t21/?report=thumb" src-large="/books/NBK143560/table/ml245.t21/?report=previmg" alt="Table A8. SAR of the Eastern Portion." /></a><div class="icnblk_cntnt"><h4 id="ml245.t21"><a href="/books/NBK143560/table/ml245.t21/?report=objectonly" target="object" rid-ob="figobml245t21">Table A8</a></h4><p class="float-caption no_bottom_margin">SAR of the Eastern Portion. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t22"><a href="/books/NBK143560/table/ml245.t22/?report=objectonly" target="object" title="Table A9" class="img_link icnblk_img figpopup" rid-figpopup="figml245t22" rid-ob="figobml245t22"><img class="small-thumb" src="/books/NBK143560/table/ml245.t22/?report=thumb" src-large="/books/NBK143560/table/ml245.t22/?report=previmg" alt="Table A9. Regioisomers of the Furan." /></a><div class="icnblk_cntnt"><h4 id="ml245.t22"><a href="/books/NBK143560/table/ml245.t22/?report=objectonly" target="object" rid-ob="figobml245t22">Table A9</a></h4><p class="float-caption no_bottom_margin">Regioisomers of the Furan. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t23"><a href="/books/NBK143560/table/ml245.t23/?report=objectonly" target="object" title="Table A10" class="img_link icnblk_img figpopup" rid-figpopup="figml245t23" rid-ob="figobml245t23"><img class="small-thumb" src="/books/NBK143560/table/ml245.t23/?report=thumb" src-large="/books/NBK143560/table/ml245.t23/?report=previmg" alt="Table A10. SAR of the Phenyl Group Substituted Hydroxy- and Aminopyridines." /></a><div class="icnblk_cntnt"><h4 id="ml245.t23"><a href="/books/NBK143560/table/ml245.t23/?report=objectonly" target="object" rid-ob="figobml245t23">Table A10</a></h4><p class="float-caption no_bottom_margin">SAR of the Phenyl Group Substituted Hydroxy- and Aminopyridines. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t24"><a href="/books/NBK143560/table/ml245.t24/?report=objectonly" target="object" title="Table A11" class="img_link icnblk_img figpopup" rid-figpopup="figml245t24" rid-ob="figobml245t24"><img class="small-thumb" src="/books/NBK143560/table/ml245.t24/?report=thumb" src-large="/books/NBK143560/table/ml245.t24/?report=previmg" alt="Table A11. SAR on Furan Replacement (Phenyl)." /></a><div class="icnblk_cntnt"><h4 id="ml245.t24"><a href="/books/NBK143560/table/ml245.t24/?report=objectonly" target="object" rid-ob="figobml245t24">Table A11</a></h4><p class="float-caption no_bottom_margin">SAR on Furan Replacement (Phenyl). </p></div></div></div><div id="ml245.app8"><h2 id="_ml245_app8_">Appendix I. Compounds Submitted to Evotec</h2><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml245t25"><a href="/books/NBK143560/table/ml245.t25/?report=objectonly" target="object" title="Table A12" class="img_link icnblk_img figpopup" rid-figpopup="figml245t25" rid-ob="figobml245t25"><img class="small-thumb" src="/books/NBK143560/table/ml245.t25/?report=thumb" src-large="/books/NBK143560/table/ml245.t25/?report=previmg" alt="Table A12. Probe and Analog Information." /></a><div class="icnblk_cntnt"><h4 id="ml245.t25"><a href="/books/NBK143560/table/ml245.t25/?report=objectonly" target="object" rid-ob="figobml245t25">Table A12</a></h4><p class="float-caption no_bottom_margin">Probe and Analog Information. </p></div></div></div><div style="display:none"><div style="display:none" id="figml245f3"><img alt="Image ml245f3" src-large="/books/NBK143560/bin/ml245f3.jpg" /></div></div><div id="bk_toc_contnr"></div></div></div><div class="fm-sec"><h2 id="_NBK143560_pubdet_">Publication Details</h2><h3>Author Information and Affiliations</h3><p class="contrib-group"><h4>Authors</h4><span itemprop="author">Leigh C. Carmody</span>,<sup>1</sup> <span itemprop="author">Andrew Germain</span>,<sup>1</sup> <span itemprop="author">Barbara Morgan</span>,<sup>1</sup> <span itemprop="author">Lynn VerPlank</span>,<sup>1</sup> <span itemprop="author">Cristina Fernandez</span>,<sup>1</sup> <span itemprop="author">Yuxiong Feng</span>,<sup>2</sup> <span itemprop="author">Jose R. Perez</span>,<sup>1</sup> <span itemprop="author">Sivaraman Dandapani</span>,<sup>1</sup> <span itemprop="author">Benito Munoz</span>,<sup>1</sup> <span itemprop="author">Michelle Palmer</span>,<sup>1</sup> <span itemprop="author">Eric S. Lander</span>,<sup>1</sup> <span itemprop="author">Piyush B. Gupta</span>,<sup>1,2</sup> and <span itemprop="author">Stuart L. Schreiber</span><sup>1</sup>.<sup><img src="/corehtml/pmc/pmcgifs/corrauth.gif" alt="corresponding author" /></sup></p><h4>Affiliations</h4><div class="affiliation"><sup>1</sup>
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The Broad Institute Probe Development Center, Cambridge, MA</div><div class="affiliation"><sup>2</sup>
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The Whitehead Institute, Cambridge, MA</div><div class="affiliation"><sup><img src="/corehtml/pmc/pmcgifs/corrauth.gif" alt="corresponding author" /></sup>Corresponding author email:
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<a href="mailto:dev@null" data-email="gro.etutitsnidaorb@ydomracl" class="oemail">gro.etutitsnidaorb@ydomracl</a></div><h3>Publication History</h3><p class="small">Received: <span itemprop="datePublished">November 30, 2011</span>; Last Update: <span itemprop="dateModified">May 13, 2014</span>.</p><h3>Copyright</h3><div><div class="half_rhythm"><a href="/books/about/copyright/">Copyright Notice</a></div></div><h3>Publisher</h3><p>National Center for Biotechnology Information (US), Bethesda (MD)</p><h3>NLM Citation</h3><p>Carmody LC, Germain A, Morgan B, et al. Identification of a Selective Small-Molecule Inhibitor of Breast Cancer Stem Cells—Probe 2. 2011 Nov 30 [Updated 2014 May 13]. In: Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2010-. <span class="bk_cite_avail"></span></p></div><div class="small-screen-prev"><a href="/books/n/mlprobe/ml246/?report=reader"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 100 100" preserveAspectRatio="none"><path d="M75,30 c-80,60 -80,0 0,60 c-30,-60 -30,0 0,-60"></path><text x="20" y="28" textLength="60" style="font-size:25px">Prev</text></svg></a></div><div class="small-screen-next"><a href="/books/n/mlprobe/ml243/?report=reader"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 100 100" preserveAspectRatio="none"><path d="M25,30c80,60 80,0 0,60 c30,-60 30,0 0,-60"></path><text x="20" y="28" textLength="60" style="font-size:25px">Next</text></svg></a></div></article><article data-type="fig" id="figobml245fu1"><div id="ml245.fu1" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu1.jpg" alt="ML245." /></div><h3><span class="title">ML245</span></h3></div></article><article data-type="table-wrap" id="figobml245tu1"><div id="ml245.tu1" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.tu1/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.tu1_lrgtbl__"><table><thead><tr><th id="hd_h_ml245.tu1_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID/ML No.</th><th id="hd_h_ml245.tu1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Target Name</th><th id="hd_h_ml245.tu1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> (μM) [SID, AID]</th><th id="hd_h_ml245.tu1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Anti-target</th><th id="hd_h_ml245.tu1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> (μM) [SID, AID]</th><th id="hd_h_ml245.tu1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Fold Selective</th><th id="hd_h_ml245.tu1_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Secondary Assay Name: EC<sub>50</sub> (nM) [SID, AID]</th></tr></thead><tbody><tr><td headers="hd_h_ml245.tu1_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID 50904134/<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a></td><td headers="hd_h_ml245.tu1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Breast Cancer Stem Cell-like cell</td><td headers="hd_h_ml245.tu1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.536 [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 110722981</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504449" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504449</a>]</td><td headers="hd_h_ml245.tu1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Mammary Epithelial Cell</td><td headers="hd_h_ml245.tu1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7.87 [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 110722981</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504450" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504450</a>]</td><td headers="hd_h_ml245.tu1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">14.7</td><td headers="hd_h_ml245.tu1_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Tumorsphere, single point, Inactive [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/10722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 10722981</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504859" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504859</a>]</td></tr></tbody></table></div></div></article><article data-type="fig" id="figobml245f1"><div id="ml245.f1" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Figure%201.%20Stability%20Data%20for%20the%20Probe%20(ML245)%20in%20PBS%20Buffer%20(pH%207.4%2C%2023%20%B0C)%20Plus%20Acetonitrile%20Over%2048%20Hours.&p=BOOKS&id=143560_ml245f1.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245f1.jpg" alt="Figure 1. Stability Data for the Probe (ML245) in PBS Buffer (pH 7.4, 23 °C) Plus Acetonitrile Over 48 Hours." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="label">Figure 1</span><span class="title">Stability Data for the Probe (ML245) in PBS Buffer (pH 7.4, 23 °C) Plus Acetonitrile Over 48 Hours</span></h3></div></article><article data-type="table-wrap" id="figobml245t1"><div id="ml245.t1" class="table"><h3><span class="label">Table 1</span><span class="title">Summary of Known Probe Properties in PubChem</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t1/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t1_lrgtbl__"><table class="no_top_margin"><tbody><tr><th id="hd_b_ml245.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">IUPAC Chemical Name</th><td headers="hd_b_ml245.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">5-((3-chlorophenoxy)methyl)-N-(4-methylthiazol-2-yl)furan-2-carboxamide</td></tr><tr><th id="hd_b_ml245.t1_1_1_2_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">PubChem CID</th><td headers="hd_b_ml245.t1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50904134</td></tr><tr><th id="hd_b_ml245.t1_1_1_3_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Molecular Weight</th><td headers="hd_b_ml245.t1_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">348.80 [g/mol]</td></tr><tr><th id="hd_b_ml245.t1_1_1_4_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Molecular Formula</th><td headers="hd_b_ml245.t1_1_1_4_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">C<sub>16</sub>H<sub>13</sub>ClN<sub>2</sub>O<sub>3</sub>S</td></tr><tr><th id="hd_b_ml245.t1_1_1_5_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">XLogP3-AA</th><td headers="hd_b_ml245.t1_1_1_5_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4</td></tr><tr><th id="hd_b_ml245.t1_1_1_6_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">H-Bond Donor</th><td headers="hd_b_ml245.t1_1_1_6_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1</td></tr><tr><th id="hd_b_ml245.t1_1_1_7_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">H-Bond Acceptor</th><td headers="hd_b_ml245.t1_1_1_7_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3</td></tr><tr><th id="hd_b_ml245.t1_1_1_8_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Rotatable Bond Count</th><td headers="hd_b_ml245.t1_1_1_8_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">5</td></tr><tr><th id="hd_b_ml245.t1_1_1_9_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Exact Mass</th><td headers="hd_b_ml245.t1_1_1_9_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">348.03</td></tr><tr><th id="hd_b_ml245.t1_1_1_10_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Topological Polar Surface Area</th><td headers="hd_b_ml245.t1_1_1_10_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">92.6</td></tr></tbody></table></div></div></article><article data-type="fig" id="figobml245f10"><div id="ml245.f10" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245f10.jpg" alt="Scheme 1. Synthesis of the Probe (ML245)." /></div><h3><span class="label">Scheme 1</span><span class="title">Synthesis of the Probe (ML245)</span></h3></div></article><article data-type="fig" id="figobml245f2"><div id="ml245.f2" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245f2.jpg" alt="Figure 2. Critical Path for Probe Development." /></div><h3><span class="label">Figure 2</span><span class="title">Critical Path for Probe Development</span></h3></div></article><article data-type="table-wrap" id="figobml245t2"><div id="ml245.t2" class="table"><h3><span class="label">Table 2</span><span class="title">SAR of the Amide</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t2_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t2_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t2_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t2_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t2_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" id="hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" id="hd_h_ml245.t2_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" id="hd_h_ml245.t2_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t2_1_1_1_2" id="hd_h_ml245.t2_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu2.jpg" alt="Image ml245fu2.jpg" /></div></th><th headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" id="hd_h_ml245.t2_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" id="hd_h_ml245.t2_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" id="hd_h_ml245.t2_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" id="hd_h_ml245.t2_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" id="hd_h_ml245.t2_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity (HMLE_sh_GFP/HMLE_sh_ECad)</th></tr><tr><th headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4" id="hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>1</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu3.jpg" alt="Image ml245fu3.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">580491<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170315" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170315</a><br />BRD-K55148929</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu4.jpg" alt="Image ml245fu4.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 496 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003714<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687937" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687937</a><br />BRD-K65452642</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu5.jpg" alt="Image ml245fu5.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.37</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.15</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.99</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">38728154<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208899" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208899</a><br />BRD-K07901599</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu6.jpg" alt="Image ml245fu6.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8.38</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.60</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.70</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity 88%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">41549965<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722997" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722997</a><br />BRD-K32184050</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu7.jpg" alt="Image ml245fu7.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">19.58</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2967498<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723036" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723036</a><br />BRD-K17874125</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu8.jpg" alt="Image ml245fu8.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8882461<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722999" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722999</a><br />BRD-K65855402</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu9.jpg" alt="Image ml245fu9.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">57.50</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">29369457<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208915" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208915</a><br />BRD-K12643219</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu10.jpg" alt="Image ml245fu10.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">9</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904165<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723022</a><br />BRD-K41590661</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu11.jpg" alt="Image ml245fu11.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 61.9 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">10</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9214159<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170323" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170323</a><br />BRD-K24240386</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu12.jpg" alt="Image ml245fu12.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 29.2 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity 88%</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">11</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910550<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208926" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208926</a><br />BRD-K98413806</td><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu13.jpg" alt="Image ml245fu13.jpg" /></div></td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t2_1_1_1_1 hd_h_ml245.t2_1_1_2_2 hd_h_ml245.t2_1_1_2_3 hd_h_ml245.t2_1_1_1_2 hd_h_ml245.t2_1_1_2_4 hd_h_ml245.t2_1_1_3_1 hd_h_ml245.t2_1_1_1_3 hd_h_ml245.t2_1_1_2_5 hd_h_ml245.t2_1_1_2_6 hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_7 hd_h_ml245.t2_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 355 μM</td><td headers="hd_h_ml245.t2_1_1_1_4 hd_h_ml245.t2_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn1"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn2"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t3"><div id="ml245.t3" class="table"><h3><span class="label">Table 3</span><span class="title">SAR of the Phenyl Group (<i>ortho</i>-substitution)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t3/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t3_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t3_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t3_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t3_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t3_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" id="hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" id="hd_h_ml245.t3_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" id="hd_h_ml245.t3_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t3_1_1_1_2" id="hd_h_ml245.t3_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" id="hd_h_ml245.t3_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" id="hd_h_ml245.t3_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" id="hd_h_ml245.t3_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<br /></th><th headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" id="hd_h_ml245.t3_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" id="hd_h_ml245.t3_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4" id="hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904141<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722988" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722988</a><br />BRD-K63778830</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu16.jpg" alt="Image ml245fu16.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904162<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723013" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723013</a><br />BRD-K53368809</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu17.jpg" alt="Image ml245fu17.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.145</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.211</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.46</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904129<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722985" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722985</a><br />BRD-K31780183</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu18.jpg" alt="Image ml245fu18.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.013</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.120</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.22</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904156<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722977" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722977</a><br />BRD-K47599362</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu19.jpg" alt="Image ml245fu19.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.170</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.051</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.30</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 92%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904164<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723018" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723018</a><br />BRD-K90017492</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu20.jpg" alt="Image ml245fu20.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.547</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.750</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.37</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910527<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208922" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208922</a><br />BRD-K64073927</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu21.jpg" alt="Image ml245fu21.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.191</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.455</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.38</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904167<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723006" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723006</a><br />BRD-K78153215</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu22.jpg" alt="Image ml245fu22.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.43</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.56</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.49</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 90%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">9</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910522<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208931" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208931</a><br />BRD-K20970172</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu23.jpg" alt="Image ml245fu23.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">28.48</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">28.48 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 19.6 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">10</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904146<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722994" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722994</a><br />BRD-K43005923</td><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu24.jpg" alt="Image ml245fu24.jpg" /></div></td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.03</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">14.15</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.97</td></tr><tr><td headers="hd_h_ml245.t3_1_1_1_1 hd_h_ml245.t3_1_1_2_2 hd_h_ml245.t3_1_1_2_3 hd_h_ml245.t3_1_1_1_2 hd_h_ml245.t3_1_1_2_4 hd_h_ml245.t3_1_1_3_1 hd_h_ml245.t3_1_1_1_3 hd_h_ml245.t3_1_1_2_5 hd_h_ml245.t3_1_1_2_6 hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_7 hd_h_ml245.t3_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t3_1_1_1_4 hd_h_ml245.t3_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn3"><p class="no_margin">ND = not determined;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn4"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t4"><div id="ml245.t4" class="table"><h3><span class="label">Table 4</span><span class="title">SAR of the Phenyl Group (<i>meta</i>-substitution)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t4_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t4_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t4_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t4_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t4_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" id="hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" id="hd_h_ml245.t4_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" id="hd_h_ml245.t4_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t4_1_1_1_2" id="hd_h_ml245.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" id="hd_h_ml245.t4_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" id="hd_h_ml245.t4_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" id="hd_h_ml245.t4_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" id="hd_h_ml245.t4_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" id="hd_h_ml245.t4_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4" id="hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"></td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904134<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722981</a><br />BRD-K59019422</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu25.jpg" alt="Image ml245fu25.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.536</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7.87</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">14.7</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 0.07 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904145<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722990" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722990</a><br />BRD-K93748343</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu26.jpg" alt="Image ml245fu26.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.536</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.70</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.03</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904153<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723010" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723010</a><br />BRD-K27111643</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu27.jpg" alt="Image ml245fu27.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.78</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">39.07</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.76</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904144<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723001" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723001</a><br />BRD-K77185929</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu28.jpg" alt="Image ml245fu28.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.217</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.96</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.03</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 92%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910527<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208928" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208928</a><br />BRD-K64073927</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu29.jpg" alt="Image ml245fu29.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.464</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.19</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.86</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003708<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687956" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687956</a><br />BRD-K66606544</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu30.jpg" alt="Image ml245fu30.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.61</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8.09</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.03</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904135<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722973" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722973</a><br />BRD-K91666083</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu31.jpg" alt="Image ml245fu31.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.64</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">19.4</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.33</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">9</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910522<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208931" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208931</a><br />BRD-K62248673</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu32.jpg" alt="Image ml245fu32.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 0.4 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">10</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904149<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723014" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723014</a><br />BRD-K65643278</td><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu33.jpg" alt="Image ml245fu33.jpg" /></div></td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.70</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.05</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.00</td></tr><tr><td headers="hd_h_ml245.t4_1_1_1_1 hd_h_ml245.t4_1_1_2_2 hd_h_ml245.t4_1_1_2_3 hd_h_ml245.t4_1_1_1_2 hd_h_ml245.t4_1_1_2_4 hd_h_ml245.t4_1_1_3_1 hd_h_ml245.t4_1_1_1_3 hd_h_ml245.t4_1_1_2_5 hd_h_ml245.t4_1_1_2_6 hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_7 hd_h_ml245.t4_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t4_1_1_1_4 hd_h_ml245.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn5"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn6"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t5"><div id="ml245.t5" class="table"><h3><span class="label">Table 5</span><span class="title">SAR of the Phenyl Group (<i>para</i>-substitution)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t5/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t5_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t5_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t5_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t5_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t5_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" id="hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" id="hd_h_ml245.t5_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" id="hd_h_ml245.t5_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t5_1_1_1_2" id="hd_h_ml245.t5_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" id="hd_h_ml245.t5_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" id="hd_h_ml245.t5_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" id="hd_h_ml245.t5_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" id="hd_h_ml245.t5_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" id="hd_h_ml245.t5_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4" id="hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">35763151<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722989" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722989</a><br />BRD-K58889983</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu34.jpg" alt="Image ml245fu34.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.05</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">19.39</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.84</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">26362833<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723005" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723005</a><br />BRD-K66460692</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu35.jpg" alt="Image ml245fu35.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.97</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">28.55</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.86</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904147<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723009" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723009</a><br />BRD-K52642310</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu36.jpg" alt="Image ml245fu36.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.07</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">12.18</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.99</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 87%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904142<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722983" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722983</a><br />BRD-K05208185</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu37.jpg" alt="Image ml245fu37.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8.71</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.20</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.32</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">38046061<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208936" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208936</a><br />BRD-K60920175</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu38.jpg" alt="Image ml245fu38.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.27</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">21.2</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.35</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904133<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722993" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722993</a><br />BRD-K49571296</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu39.jpg" alt="Image ml245fu39.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">14.04</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910525<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208914" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208914</a><br />BRD-K26644939</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu40.jpg" alt="Image ml245fu40.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 3.3 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">9</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">35763156<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723002" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723002</a><br />BRD-K51022414</td><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu41.jpg" alt="Image ml245fu41.jpg" /></div></td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">38.93</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">38.93 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t5_1_1_1_1 hd_h_ml245.t5_1_1_2_2 hd_h_ml245.t5_1_1_2_3 hd_h_ml245.t5_1_1_1_2 hd_h_ml245.t5_1_1_2_4 hd_h_ml245.t5_1_1_3_1 hd_h_ml245.t5_1_1_1_3 hd_h_ml245.t5_1_1_2_5 hd_h_ml245.t5_1_1_2_6 hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_7 hd_h_ml245.t5_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:top;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t5_1_1_1_4 hd_h_ml245.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">Purity >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn7"><p class="no_margin">NA = not applicable; ND = not determined;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn8"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t6"><div id="ml245.t6" class="table"><h3><span class="label">Table 6</span><span class="title">SAR of the Phenyl Group (<i>di</i>-substitution)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t6/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t6_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t6_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t6_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t6_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t6_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" id="hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" id="hd_h_ml245.t6_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" id="hd_h_ml245.t6_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t6_1_1_1_2" id="hd_h_ml245.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" id="hd_h_ml245.t6_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" id="hd_h_ml245.t6_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" id="hd_h_ml245.t6_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" id="hd_h_ml245.t6_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" id="hd_h_ml245.t6_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4" id="hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003713<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687928" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687928</a><br />BRD-K25232195</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu42.jpg" alt="Image ml245fu42.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.127</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.186</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.46</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1977298<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124360004" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124360004</a><br />BRD-K71104906</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu43.jpg" alt="Image ml245fu43.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.260</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.750</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.89</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944059<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950043" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950043</a><br />BRD-K35890657</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu44.jpg" alt="Image ml245fu44.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.032</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.096</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.00</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003712<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687952" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687952</a><br />BRD-K18254459</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu45.jpg" alt="Image ml245fu45.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.34</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">10.53</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.43</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003702<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124360022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124360022</a><br />BRD-K16234721</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu46.jpg" alt="Image ml245fu46.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.388</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.126</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.32</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003715<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687942" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687942</a><br />BRD-K51193239</td><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu47.jpg" alt="Image ml245fu47.jpg" /></div></td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.312</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.25</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">16.8</td></tr><tr><td headers="hd_h_ml245.t6_1_1_1_1 hd_h_ml245.t6_1_1_2_2 hd_h_ml245.t6_1_1_2_3 hd_h_ml245.t6_1_1_1_2 hd_h_ml245.t6_1_1_2_4 hd_h_ml245.t6_1_1_3_1 hd_h_ml245.t6_1_1_1_3 hd_h_ml245.t6_1_1_2_5 hd_h_ml245.t6_1_1_2_6 hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_7 hd_h_ml245.t6_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t6_1_1_1_4 hd_h_ml245.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn9"><p class="no_margin">ND = not determined;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn10"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t7"><div id="ml245.t7" class="table"><h3><span class="label">Table 7</span><span class="title">SAR of Phenyl Replacement</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t7/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t7_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t7_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t7_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t7_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t7_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_1" id="hd_h_ml245.t7_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2" id="hd_h_ml245.t7_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_3" id="hd_h_ml245.t7_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t7_1_1_1_2" id="hd_h_ml245.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu48.jpg" alt="Image ml245fu48.jpg" /></div></th><th headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5" id="hd_h_ml245.t7_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_6" id="hd_h_ml245.t7_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7" id="hd_h_ml245.t7_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_8" id="hd_h_ml245.t7_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" id="hd_h_ml245.t7_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4" id="hd_h_ml245.t7_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu49.jpg" alt="Image ml245fu49.jpg" /></div></td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2 hd_h_ml245.t7_1_1_2_3 hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1 hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5 hd_h_ml245.t7_1_1_2_6 hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_8 hd_h_ml245.t7_1_1_2_9" colspan="2" rowspan="1" style="text-align:left;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910552<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208918" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208918</a><br />BRD-K28966749</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu50.jpg" alt="Image ml245fu50.jpg" /></div></td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">13.6</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">13.6 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2 hd_h_ml245.t7_1_1_2_3 hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1 hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5 hd_h_ml245.t7_1_1_2_6 hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7 hd_h_ml245.t7_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 36.3 μM</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351633<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269754" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269754</a><br />BRD-K21379016</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu51.jpg" alt="Image ml245fu51.jpg" /></div></td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2 hd_h_ml245.t7_1_1_2_3 hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1 hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5 hd_h_ml245.t7_1_1_2_6 hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7 hd_h_ml245.t7_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 247 μM</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351622<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269749" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269749</a><br />BRD-K51223627</td><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu52.jpg" alt="Image ml245fu52.jpg" /></div></td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t7_1_1_1_1 hd_h_ml245.t7_1_1_2_2 hd_h_ml245.t7_1_1_2_3 hd_h_ml245.t7_1_1_1_2 hd_h_ml245.t7_1_1_2_4 hd_h_ml245.t7_1_1_3_1 hd_h_ml245.t7_1_1_1_3 hd_h_ml245.t7_1_1_2_5 hd_h_ml245.t7_1_1_2_6 hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_7 hd_h_ml245.t7_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t7_1_1_1_4 hd_h_ml245.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: 89%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn11"><p class="no_margin">NA = not applicable; ND = not determined;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn12"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t8"><div id="ml245.t8" class="table"><h3><span class="label">Table 8</span><span class="title">SAR of the Linker</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t8/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t8_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t8_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t8_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t8_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t8_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" id="hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" id="hd_h_ml245.t8_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" id="hd_h_ml245.t8_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t8_1_1_1_2" id="hd_h_ml245.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu48.jpg" alt="Image ml245fu48.jpg" /></div></th><th headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" id="hd_h_ml245.t8_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" id="hd_h_ml245.t8_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" id="hd_h_ml245.t8_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" id="hd_h_ml245.t8_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" id="hd_h_ml245.t8_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4" id="hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu49.jpg" alt="Image ml245fu49.jpg" /></div></td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2 hd_h_ml245.t8_1_1_2_3 hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1 hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5 hd_h_ml245.t8_1_1_2_6 hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7 hd_h_ml245.t8_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910539<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208925" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208925</a><br />BRD-K08255553</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu53.jpg" alt="Image ml245fu53.jpg" /></div></td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.84</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.06</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.27</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2 hd_h_ml245.t8_1_1_2_3 hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1 hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5 hd_h_ml245.t8_1_1_2_6 hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7 hd_h_ml245.t8_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910533<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208906" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208906</a><br />BRD-K90478238</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu54.jpg" alt="Image ml245fu54.jpg" /></div></td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.481</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.99</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.22</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2 hd_h_ml245.t8_1_1_2_3 hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1 hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5 hd_h_ml245.t8_1_1_2_6 hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7 hd_h_ml245.t8_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.0 μM</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">41548804<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208921" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208921</a><br />BRD-K46740330</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu55.jpg" alt="Image ml245fu55.jpg" /></div></td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2 hd_h_ml245.t8_1_1_2_3 hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1 hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5 hd_h_ml245.t8_1_1_2_6 hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7 hd_h_ml245.t8_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910536<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208901" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208901</a><br />BRD-K02605476</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu56.jpg" alt="Image ml245fu56.jpg" /></div></td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.48</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.08</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.75</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2 hd_h_ml245.t8_1_1_2_3 hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1 hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5 hd_h_ml245.t8_1_1_2_6 hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7 hd_h_ml245.t8_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944065<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950042" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950042</a><br />BRD-K51782431</td><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu57.jpg" alt="Image ml245fu57.jpg" /></div></td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.01</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.01 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t8_1_1_1_1 hd_h_ml245.t8_1_1_2_2 hd_h_ml245.t8_1_1_2_3 hd_h_ml245.t8_1_1_1_2 hd_h_ml245.t8_1_1_2_4 hd_h_ml245.t8_1_1_3_1 hd_h_ml245.t8_1_1_1_3 hd_h_ml245.t8_1_1_2_5 hd_h_ml245.t8_1_1_2_6 hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_7 hd_h_ml245.t8_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:top;">Solubility (PBS): 266 μM</td><td headers="hd_h_ml245.t8_1_1_1_4 hd_h_ml245.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn13"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn14"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t9"><div id="ml245.t9" class="table"><h3><span class="label">Table 9</span><span class="title">Replacement of the Furan</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t9/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t9_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t9_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t9_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure<sup>**</sup></th><th id="hd_h_ml245.t9_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t9_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t9_1_1_1_1" id="hd_h_ml245.t9_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t9_1_1_1_1" id="hd_h_ml245.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t9_1_1_1_1" id="hd_h_ml245.t9_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t9_1_1_1_2" id="hd_h_ml245.t9_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"></th><th headers="hd_h_ml245.t9_1_1_1_3" id="hd_h_ml245.t9_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t9_1_1_1_3" id="hd_h_ml245.t9_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t9_1_1_1_4" id="hd_h_ml245.t9_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t9_1_1_1_4" id="hd_h_ml245.t9_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t9_1_1_1_4" id="hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu58.jpg" alt="Image ml245fu58.jpg" /></div></td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2 hd_h_ml245.t9_1_1_2_3 hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4 hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5 hd_h_ml245.t9_1_1_2_6 hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7 hd_h_ml245.t9_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003686<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124360008" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124360008</a><br />BRD-K46391914</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu59.jpg" alt="Image ml245fu59.jpg" /></div></td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.41</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.87</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.26</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2 hd_h_ml245.t9_1_1_2_3 hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4 hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5 hd_h_ml245.t9_1_1_2_6 hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7 hd_h_ml245.t9_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: 92%</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003688<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124360018" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124360018</a><br />BRD-K04437141</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu60.jpg" alt="Image ml245fu60.jpg" /></div></td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.424</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.089</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.21</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2 hd_h_ml245.t9_1_1_2_3 hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4 hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5 hd_h_ml245.t9_1_1_2_6 hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7 hd_h_ml245.t9_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003701<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687945" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687945</a><br />BRD-K20316594</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu61.jpg" alt="Image ml245fu61.jpg" /></div></td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.76</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">16.52</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.47</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2 hd_h_ml245.t9_1_1_2_3 hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4 hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5 hd_h_ml245.t9_1_1_2_6 hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7 hd_h_ml245.t9_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003726<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687932" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687932</a><br />BRD-K91131025</td><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu62.jpg" alt="Image ml245fu62.jpg" /></div></td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"></td><td headers="hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"></td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t9_1_1_1_1 hd_h_ml245.t9_1_1_2_2 hd_h_ml245.t9_1_1_2_3 hd_h_ml245.t9_1_1_1_2 hd_h_ml245.t9_1_1_2_4 hd_h_ml245.t9_1_1_1_3 hd_h_ml245.t9_1_1_2_5 hd_h_ml245.t9_1_1_2_6 hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_7 hd_h_ml245.t9_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t9_1_1_1_4 hd_h_ml245.t9_1_1_2_9" rowspan="1" colspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn15"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn16"><p class="no_margin">S = synthesized;</p></div></dd></dl><dl class="bkr_refwrap"><dt>**</dt><dd><div id="ml245.tfn17"><p class="no_margin">No general structure as whole structure for each compound is displayed.</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t10"><div id="ml245.t10" class="table"><h3><span class="label">Table 10</span><span class="title">SAR on Furan Replacement (Phenyl)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t10/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t10_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t10_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t10_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure<sup>**</sup></th><th id="hd_h_ml245.t10_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t10_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t10_1_1_1_1" id="hd_h_ml245.t10_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t10_1_1_1_1" id="hd_h_ml245.t10_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t10_1_1_1_1" id="hd_h_ml245.t10_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t10_1_1_1_2" id="hd_h_ml245.t10_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"></th><th headers="hd_h_ml245.t10_1_1_1_3" id="hd_h_ml245.t10_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t10_1_1_1_3" id="hd_h_ml245.t10_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t10_1_1_1_4" id="hd_h_ml245.t10_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t10_1_1_1_4" id="hd_h_ml245.t10_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t10_1_1_1_4" id="hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003701<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687945" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687945</a><br />BRD-K20316594</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu58.jpg" alt="Image ml245fu58.jpg" /></div></td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.76</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">16.52</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.47</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2 hd_h_ml245.t10_1_1_2_3 hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4 hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5 hd_h_ml245.t10_1_1_2_6 hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7 hd_h_ml245.t10_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351634<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269761" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269761</a><br />BRD-K51453538</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu63.jpg" alt="Image ml245fu63.jpg" /></div></td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.481</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.50</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.19</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2 hd_h_ml245.t10_1_1_2_3 hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4 hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5 hd_h_ml245.t10_1_1_2_6 hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7 hd_h_ml245.t10_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity: 94%</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351627<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269777" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269777</a><br />BRD-K56362326</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu64.jpg" alt="Image ml245fu64.jpg" /></div></td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.41</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9.51</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.74</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2 hd_h_ml245.t10_1_1_2_3 hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4 hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5 hd_h_ml245.t10_1_1_2_6 hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7 hd_h_ml245.t10_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Purity: 92%</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351617<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269770" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269770</a><br />BRD-K28820698</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu65.jpg" alt="Image ml245fu65.jpg" /></div></td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.82</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">12.67</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.96</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2 hd_h_ml245.t10_1_1_2_3 hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4 hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5 hd_h_ml245.t10_1_1_2_6 hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7 hd_h_ml245.t10_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">5</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351618<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269753" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269753</a><br />BRD-K44916431</td><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu66.jpg" alt="Image ml245fu66.jpg" /></div></td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.50</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.33</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6.93</td></tr><tr><td headers="hd_h_ml245.t10_1_1_1_1 hd_h_ml245.t10_1_1_2_2 hd_h_ml245.t10_1_1_2_3 hd_h_ml245.t10_1_1_1_2 hd_h_ml245.t10_1_1_2_4 hd_h_ml245.t10_1_1_1_3 hd_h_ml245.t10_1_1_2_5 hd_h_ml245.t10_1_1_2_6 hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_7 hd_h_ml245.t10_1_1_2_8" colspan="7" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t10_1_1_1_4 hd_h_ml245.t10_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">Purity: >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn18"><p class="no_margin">S = synthesized;</p></div></dd></dl><dl class="bkr_refwrap"><dt>**</dt><dd><div id="ml245.tfn19"><p class="no_margin">No general structure as whole structure for each compound is displayed.</p></div></dd></dl></dl></div></div></div></article><article data-type="fig" id="figobml245f3"><div id="ml245.f3" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Figure%203.%20Dose-dependent%20Activity%20of%20the%20Probe%20(ML245).&p=BOOKS&id=143560_ml245f3.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245f3.jpg" alt="Figure 3. Dose-dependent Activity of the Probe (ML245)." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="label">Figure 3</span><span class="title">Dose-dependent Activity of the Probe (ML245)</span></h3><div class="caption"><p>Dose-dependent activity of the probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) in Target and Counterscreen Assays: Primary screen from dry powders on HMLE_sh_ECad (IC<sub>50</sub> = 0.536 μM; <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504535" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504535</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504667" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504667</a>) (<b><i>A</i></b>); control cell line HMLE_sh_GFP (7.87 μM) Toxicity (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504533" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504533</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504666" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504666</a>) (<b><i>B</i></b>).</p></div></div></article><article data-type="fig" id="figobml245f5"><div id="ml245.f5" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245f5.jpg" alt="Figure 5. Dose Inhibition Assay of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by the Probe (ML245)." /></div><h3><span class="label">Figure 5</span><span class="title">Dose Inhibition Assay of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by the Probe (ML245)</span></h3><div class="caption"><p>Dose curve data provided by the Gupta laboratory showing probe (<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>) inhibition of HMLE_sh_GFP (blue
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<span class="graphic"><img src="/books/NBK143560/bin/ml245fu67.jpg" alt="Figure 5. Dose Inhibition Assay of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by the Probe (ML245)." /></span>), HMLE_sh_ECad (black▲), and HMLE_sh_Twist (green
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<span class="graphic"><img src="/books/NBK143560/bin/ml245fu68.jpg" alt="Figure 5. Dose Inhibition Assay of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by the Probe (ML245)." /></span>).</p></div></div></article><article data-type="table-wrap" id="figobml245t11"><div id="ml245.t11" class="table"><h3><span class="label">Table 11</span><span class="title">Activity Data of HMLE_sh_GFP, HMLE_sh_ECad, and HMLE_sh_Twist by ML245 and Five Analogs</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t11/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t11_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th id="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th id="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_TWIST<br />EC<sub>50</sub> (μM)</th><th id="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_GFP<br />EC<sub>50</sub> (μM)</th><th id="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">MDA231<br />EC<sub>50</sub> (μM)</th><th id="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity (HMLE_sh_ECad vs. HMLE_sh_GFP)</th><th id="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Tumorsphere assay</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904134<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722981</a><br />BRD-K59019422</td><td headers="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu69.jpg" alt="Image ml245fu69.jpg" /></div></td><td headers="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.625</td><td headers="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.3</td><td headers="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">37.7</td><td headers="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">262</td><td headers="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">60-fold</td><td headers="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td></tr><tr><td headers="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu70.jpg" alt="Image ml245fu70.jpg" /></div></td><td headers="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.435</td><td headers="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">18.22</td><td headers="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">100</td><td headers="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td><td headers="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">41-fold</td><td headers="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">INC</td></tr><tr><td headers="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9214159<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170323" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170323</a><br />BRD-K24240386</td><td headers="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu71.jpg" alt="Image ml245fu71.jpg" /></div></td><td headers="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">800</td><td headers="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">580</td><td headers="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td><td headers="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td><td headers="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">800 vs IA</td><td headers="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td></tr><tr><td headers="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904129<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722985" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722985</a><br />BRD-K31780183</td><td headers="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu72.jpg" alt="Image ml245fu72.jpg" /></div></td><td headers="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.07</td><td headers="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.13</td><td headers="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.36</td><td headers="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">780</td><td headers="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.1-fold</td><td headers="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td></tr><tr><td headers="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904149<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723014" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723014</a><br />BRD-K65643278</td><td headers="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu73.jpg" alt="Image ml245fu73.jpg" /></div></td><td headers="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.3</td><td headers="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.7</td><td headers="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.4</td><td headers="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.48</td><td headers="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15-fold</td><td headers="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">ND</td></tr><tr><td headers="hd_h_ml245.t11_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944065<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950042" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950042</a><br />BRD-K51782431</td><td headers="hd_h_ml245.t11_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu74.jpg" alt="Image ml245fu74.jpg" /></div></td><td headers="hd_h_ml245.t11_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td><td headers="hd_h_ml245.t11_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">600</td><td headers="hd_h_ml245.t11_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td><td headers="hd_h_ml245.t11_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">62</td><td headers="hd_h_ml245.t11_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">IA</td><td headers="hd_h_ml245.t11_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">ND</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn20"><p class="no_margin">IA= inactive; INC=inconclusive; ND=not determined</p></div></dd></dl></dl></div></div></div></article><article data-type="fig" id="figobml245f4"><div id="ml245.f4" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Figure%204.%20Dose-dependent%20Activity%20of%20Select%20Analogs%20in%20the%20Primary%20Assay.&p=BOOKS&id=143560_ml245f4.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245f4.jpg" alt="Figure 4. Dose-dependent Activity of Select Analogs in the Primary Assay." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="label">Figure 4</span><span class="title">Dose-dependent Activity of Select Analogs in the Primary Assay</span></h3><div class="caption"><p>Four curves of analogs tested in the primary screen at dose: CID4791237 (<b><i>A;</i></b>
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<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 1</a>), CID51003702 (<b><i>B;</i></b>
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<a class="figpopup" href="/books/NBK143560/table/ml245.t6/?report=objectonly" target="object" rid-figpopup="figml245t6" rid-ob="figobml245t6">Table 6, Entry 6</a>), CID9214159 (<b><i>C;</i></b>
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<a class="figpopup" href="/books/NBK143560/table/ml245.t2/?report=objectonly" target="object" rid-figpopup="figml245t2" rid-ob="figobml245t2">Table 2, Entry 10</a>), CID50944077 (<b><i>D;</i></b>
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<a class="figpopup" href="/books/NBK143560/table/ml245.t20/?report=objectonly" target="object" rid-figpopup="figml245t20" rid-ob="figobml245t20">Table A7, Entry 9</a>), CID50904149 (<b><i>E;</i></b>
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<a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 10</a>).</p></div></div></article><article data-type="table-wrap" id="figobml245t12"><div id="ml245.t12" class="table"><h3><span class="label">Table 12</span><span class="title">Comparison of the Probe (ML245) to Project Criteria</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t12/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t12_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml245.t12_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">No.</th><th id="hd_h_ml245.t12_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Property</th><th id="hd_h_ml245.t12_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CPDP Requirement</th><th id="hd_h_ml245.t12_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Probe</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t12_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t12_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Potency</td><td headers="hd_h_ml245.t12_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> HMLE_sh_ECad < 10 μM</td><td headers="hd_h_ml245.t12_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> HMLE_sh_ECad = 0.536 μM</td></tr><tr><td headers="hd_h_ml245.t12_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t12_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</td><td headers="hd_h_ml245.t12_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> HMLE_sh_GFP < 10 × IC<sub>50</sub><br />HMLE_sh_ECad</td><td headers="hd_h_ml245.t12_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> HMLE_sh_GFP < 14 × IC<sub>50</sub><br />HMLE_sh_ECad</td></tr></tbody></table></div></div></article><article data-type="fig" id="figobml245f6"><div id="ml245.f6" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Figure%206.%20Heat%20Map%20Comparisons%20of%20Differential%20Gene%20Expression%20by%20ML245%20and%20CID50904149.&p=BOOKS&id=143560_ml245f6.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245f6.jpg" alt="Figure 6. Heat Map Comparisons of Differential Gene Expression by ML245 and CID50904149." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="label">Figure 6</span><span class="title">Heat Map Comparisons of Differential Gene Expression by ML245 and CID50904149</span></h3><div class="caption"><p>Genes that were significantly differentially expressed (p <0.005) and had greater than 1.5-fold difference in expression were identified. Heat map representations of gene expression changes HMLE_shE_Cad (sh_ECad) cells were treated with DMSO vs. <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> (<b><i>A</i></b>) or DMSO vs. CID50904149 (Analog; <a class="figpopup" href="/books/NBK143560/table/ml245.t4/?report=objectonly" target="object" rid-figpopup="figml245t4" rid-ob="figobml245t4">Table 4, Entry 10</a>) (<b><i>B</i></b>) are shown. 349 and 238 genes were found to be alternately regulated by <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> or CID 50904149, respectively. Of those genes, 84 overlapped in both conditions as represented in a Venn diagram (<b><i>C, D</i></b>). Gene comparisons were also made between DMSO vs. <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a> or DMSO vs. CID 50904149 (Analog) in HMLE_sh_GFP (sh_GFP) cell lines (<b><i>D</i></b>).</p></div></div></article><article data-type="fig" id="figobml245f7"><div id="ml245.f7" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245f7.jpg" alt="Figure 7. Heat Map Comparisons of Differential Gene Expression by Salinomycin." /></div><h3><span class="label">Figure 7</span><span class="title">Heat Map Comparisons of Differential Gene Expression by Salinomycin</span></h3><div class="caption"><p><b>Gene expression profile of prior art, salinomycin.</b> HMLE_sh_ECad (shECad) (<b><i>A</i></b>) and HMLE_sh_GFP (sh_GFP) (<b><i>B</i></b>) were treated with DMSO or salinomycin (Sal). Genes that had significantly different expression (p≤ 0.005) and had at least 1.5-fold change in expression were plotted in a heat map. After Sal treatment, 683 and 1,021 genes were altered in HMLE_sh_ECad or HMLE_sh_GFP line, respectively. Of those, 262 genes overlapping were identified in both conditions (<b><i>C</i></b>). Comparing HMLE_sh_ECad selective compounds <a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>, salinomycin, and CID 50904149 (Analog), 84 genes were identified to be regulated by all three compounds.</p></div></div></article><article data-type="fig" id="figobml245f8"><div id="ml245.f8" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245f8.jpg" alt="Figure 8. SAR Summary." /></div><h3><span class="label">Figure 8</span><span class="title">SAR Summary</span></h3></div></article><article data-type="fig" id="figobml245f9"><div id="ml245.f9" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Figure%209.%20Known%20Small%20Molecules%20Inhibitors%20of%20Breast%20Cancer%20Stem%20Cells.&p=BOOKS&id=143560_ml245f9.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245f9.jpg" alt="Figure 9. Known Small Molecules Inhibitors of Breast Cancer Stem Cells." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="label">Figure 9</span><span class="title">Known Small Molecules Inhibitors of Breast Cancer Stem Cells</span></h3></div></article><article data-type="table-wrap" id="figobml245t13"><div id="ml245.t13" class="table"><h3><span class="label">Table 13</span><span class="title">Comparison of Breast Cancer Stem Cells: Probes 1, 2, and 3</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t13/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t13_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml245.t13_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID/ML No./Probe #</th><th id="hd_h_ml245.t13_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Target Name</th><th id="hd_h_ml245.t13_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> (μM) [SID, AID]</th><th id="hd_h_ml245.t13_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Anti-target</th><th id="hd_h_ml245.t13_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">EC<sub>50</sub> (μM) [SID, AID]</th><th id="hd_h_ml245.t13_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Fold Selective</th><th id="hd_h_ml245.t13_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Secondary Assay Name: EC<sub>50</sub> (nM) [SID, AID]</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t13_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID 49843203/<a href="/pcsubstance/?term=ML239[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML239</a>/Probe 1<br />
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu75.jpg" alt="Image ml245fu75.jpg" /></div></td><td headers="hd_h_ml245.t13_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like cell</td><td headers="hd_h_ml245.t13_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.18 μM [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170348" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 104170348</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493226" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 493226</a>]</td><td headers="hd_h_ml245.t13_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Mammary Epithelial Cell</td><td headers="hd_h_ml245.t13_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">27.6 [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170348" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 104170348</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504325" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504325</a>]</td><td headers="hd_h_ml245.t13_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">23.4-fold</td><td headers="hd_h_ml245.t13_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">tumorsphere assay<br />No activity [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/114279607" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 114279607</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504623" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504623</a>]</td></tr><tr><td headers="hd_h_ml245.t13_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID 50904134/<a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a>/Probe 2<br />
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu76.jpg" alt="Image ml245fu76.jpg" /></div></td><td headers="hd_h_ml245.t13_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like cell</td><td headers="hd_h_ml245.t13_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.536 [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 110722981</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504449" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504449</a>]</td><td headers="hd_h_ml245.t13_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Mammary Epithelial Cell</td><td headers="hd_h_ml245.t13_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">7.87 [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID110722981</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504450" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504450</a>]</td><td headers="hd_h_ml245.t13_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">14.7</td><td headers="hd_h_ml245.t13_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Tumorsphere, single point, Inactive [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/10722981" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 10722981</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504859" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504859</a>]</td></tr><tr><td headers="hd_h_ml245.t13_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID 50910523/<a href="/pcsubstance/?term=ML243[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML243</a>/Probe 3<br />
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu77.jpg" alt="Image ml245fu77.jpg" /></div></td><td headers="hd_h_ml245.t13_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like cell</td><td headers="hd_h_ml245.t13_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.0 μM [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208912" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 112208912</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504535" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504535</a>]</td><td headers="hd_h_ml245.t13_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Mammary Epithelial Cell</td><td headers="hd_h_ml245.t13_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">63.98 μM [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208912" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 112208912</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504533" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504533</a>]</td><td headers="hd_h_ml245.t13_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">32</td><td headers="hd_h_ml245.t13_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Tumorsphere, single point, Inactive [<a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208912" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID 112208912</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504859" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID 504859</a>]</td></tr></tbody></table></div></div></article><article data-type="table-wrap" id="figobml245t14"><div id="ml245.t14" class="table"><h3><span class="label">Table A1</span><span class="title">Summary of Completed Assays and AIDs</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t14/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t14_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">PubChem AID No.</th><th id="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Type</th><th id="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Target</th><th id="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Concentration Range (μM)</th><th id="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Samples Tested</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/2717" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">2717</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Average 3.75 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">300,625</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/449748" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">449748</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">160 nM–19.5 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2243</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493176" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">493176</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">80 nM–19.5 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">19</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493226" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">493226</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">65</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504449" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504449</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">76</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504535" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504535</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504667" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504667</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504788" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504788</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Breast Cancer Stem Cell-like HMLE_sh_ECad</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/463074" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">463074</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">160 nM–19.5 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2243</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493196" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">493196</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">80 nM–19.5 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">19</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504325" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504325</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">65</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504450" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504450</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">76</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504533" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504533</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504666" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504666</a>,</td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504789" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504789</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Control Cells HMLE_sh_GFP</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.6 nM–30 μM</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504623" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504623</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Orthogonol</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Sum159 Tumorsphere formation</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Single dose; Imaging</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504859" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504859</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Orthogonol</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Sum159 Tumorsphere formation</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Single dose; Imaging</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16</td></tr><tr><td headers="hd_h_ml245.t14_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/2721" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">2721</a></td><td headers="hd_h_ml245.t14_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Summary</td><td headers="hd_h_ml245.t14_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td><td headers="hd_h_ml245.t14_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td><td headers="hd_h_ml245.t14_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn21"><p class="no_margin">NA= not applicable</p></div></dd></dl></dl></div></div></div></article><article data-type="fig" id="figobml245fu2"><div id="ml245.fu2" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Probe%20CID%2050904134%2FML245.&p=BOOKS&id=143560_ml245fu78.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu78.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Probe CID 50904134/ML245." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Probe CID 50904134/ML245</span></h3></div></article><article data-type="fig" id="figobml245fu3"><div id="ml245.fu3" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=13C%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Probe%20CID%2050904134%2FML245.&p=BOOKS&id=143560_ml245fu79.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu79.jpg" alt="13C NMR Spectrum (300 MHz, CDCl3) of Probe CID 50904134/ML245." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>13</sup>C NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Probe CID 50904134/ML245</span></h3></div></article><article data-type="fig" id="figobml245fu4"><div id="ml245.fu4" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu80.jpg" alt="UPLC-MS Chromatogram of Probe CID 50904134/ML245." /></div><h3><span class="title">UPLC-MS Chromatogram of Probe CID 50904134/ML245</span></h3></div></article><article data-type="fig" id="figobml245fu5"><div id="ml245.fu5" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=HRMS%20of%20Probe%20CID%2050904134%2FML245.&p=BOOKS&id=143560_ml245fu81.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu81.jpg" alt="HRMS of Probe CID 50904134/ML245." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title">HRMS of Probe CID 50904134/ML245</span></h3></div></article><article data-type="fig" id="figobml245fu6"><div id="ml245.fu6" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%204791237.&p=BOOKS&id=143560_ml245fu82.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu82.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 4791237." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 4791237</span></h3></div></article><article data-type="fig" id="figobml245fu7"><div id="ml245.fu7" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu83.jpg" alt="UPLC-MS Chromatogram of Analog CID 4791237." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 4791237</span></h3></div></article><article data-type="fig" id="figobml245fu8"><div id="ml245.fu8" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%20580491.&p=BOOKS&id=143560_ml245fu84.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu84.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 580491." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 580491</span></h3></div></article><article data-type="fig" id="figobml245fu9"><div id="ml245.fu9" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu85.jpg" alt="UPLC-MS Chromatogram of Analog CID 580491." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 580491</span></h3></div></article><article data-type="fig" id="figobml245fu10"><div id="ml245.fu10" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003714.&p=BOOKS&id=143560_ml245fu86.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu86.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003714." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003714</span></h3></div></article><article data-type="fig" id="figobml245fu11"><div id="ml245.fu11" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu87.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003714." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003714</span></h3></div></article><article data-type="fig" id="figobml245fu12"><div id="ml245.fu12" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2038728154.&p=BOOKS&id=143560_ml245fu88.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu88.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 38728154." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 38728154</span></h3></div></article><article data-type="fig" id="figobml245fu13"><div id="ml245.fu13" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu89.jpg" alt="UPLC-MS Chromatogram of Analog CID 38728154." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 38728154</span></h3></div></article><article data-type="fig" id="figobml245fu14"><div id="ml245.fu14" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2041549965.&p=BOOKS&id=143560_ml245fu90.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu90.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 41549965." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 41549965</span></h3></div></article><article data-type="fig" id="figobml245fu15"><div id="ml245.fu15" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu91.jpg" alt="UPLC-MS Chromatogram of Analog CID 41549965." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 41549965</span></h3></div></article><article data-type="fig" id="figobml245fu16"><div id="ml245.fu16" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%202967498.&p=BOOKS&id=143560_ml245fu92.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu92.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 2967498." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 2967498</span></h3></div></article><article data-type="fig" id="figobml245fu17"><div id="ml245.fu17" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu93.jpg" alt="UPLC-MS Chromatogram of Analog CID 2967498." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 2967498</span></h3></div></article><article data-type="fig" id="figobml245fu18"><div id="ml245.fu18" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%208882461.&p=BOOKS&id=143560_ml245fu94.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu94.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 8882461." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 8882461</span></h3></div></article><article data-type="fig" id="figobml245fu19"><div id="ml245.fu19" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu95.jpg" alt="UPLC-MS Chromatogram of Analog CID 8882461." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 8882461</span></h3></div></article><article data-type="fig" id="figobml245fu20"><div id="ml245.fu20" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2029369457.&p=BOOKS&id=143560_ml245fu96.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu96.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 29369457." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 29369457</span></h3></div></article><article data-type="fig" id="figobml245fu21"><div id="ml245.fu21" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu97.jpg" alt="UPLC-MS Chromatogram of Analog CID 29369457." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 29369457</span></h3></div></article><article data-type="fig" id="figobml245fu22"><div id="ml245.fu22" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904165.&p=BOOKS&id=143560_ml245fu98.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu98.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904165." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904165</span></h3></div></article><article data-type="fig" id="figobml245fu23"><div id="ml245.fu23" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu99.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904165." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904165</span></h3></div></article><article data-type="fig" id="figobml245fu24"><div id="ml245.fu24" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%209214159.&p=BOOKS&id=143560_ml245fu100.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu100.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 9214159." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 9214159</span></h3></div></article><article data-type="fig" id="figobml245fu25"><div id="ml245.fu25" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu101.jpg" alt="UPLC-MS Chromatogram of Analog CID 9214159." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 9214159</span></h3></div></article><article data-type="fig" id="figobml245fu26"><div id="ml245.fu26" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910550.&p=BOOKS&id=143560_ml245fu102.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu102.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910550." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910550</span></h3></div></article><article data-type="fig" id="figobml245fu27"><div id="ml245.fu27" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu103.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910550." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910550</span></h3></div></article><article data-type="fig" id="figobml245fu28"><div id="ml245.fu28" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904141.&p=BOOKS&id=143560_ml245fu104.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu104.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904141." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904141</span></h3></div></article><article data-type="fig" id="figobml245fu29"><div id="ml245.fu29" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu105.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904141." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904141</span></h3><div class="caption"><p>(While the compound is pure as can be seen by NMR, low UV activity results in a poor UPLC trace.)</p></div></div></article><article data-type="fig" id="figobml245fu30"><div id="ml245.fu30" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904162.&p=BOOKS&id=143560_ml245fu106.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu106.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904162." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904162</span></h3></div></article><article data-type="fig" id="figobml245fu31"><div id="ml245.fu31" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu107.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904162." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904162</span></h3></div></article><article data-type="fig" id="figobml245fu32"><div id="ml245.fu32" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904129.&p=BOOKS&id=143560_ml245fu108.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu108.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904129." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904129</span></h3></div></article><article data-type="fig" id="figobml245fu33"><div id="ml245.fu33" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu109.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904129." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904129</span></h3></div></article><article data-type="fig" id="figobml245fu34"><div id="ml245.fu34" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904156.&p=BOOKS&id=143560_ml245fu110.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu110.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904156." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904156</span></h3></div></article><article data-type="fig" id="figobml245fu35"><div id="ml245.fu35" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu111.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904156." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904156</span></h3></div></article><article data-type="fig" id="figobml245fu36"><div id="ml245.fu36" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904164.&p=BOOKS&id=143560_ml245fu112.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu112.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904164." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904164</span></h3></div></article><article data-type="fig" id="figobml245fu37"><div id="ml245.fu37" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu113.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904164." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904164</span></h3></div></article><article data-type="fig" id="figobml245fu38"><div id="ml245.fu38" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910527.&p=BOOKS&id=143560_ml245fu114.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu114.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910527." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910527</span></h3></div></article><article data-type="fig" id="figobml245fu39"><div id="ml245.fu39" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu115.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910527." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910527</span></h3></div></article><article data-type="fig" id="figobml245fu40"><div id="ml245.fu40" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904167.&p=BOOKS&id=143560_ml245fu116.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu116.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904167." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904167</span></h3></div></article><article data-type="fig" id="figobml245fu41"><div id="ml245.fu41" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu117.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904167." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904167</span></h3></div></article><article data-type="fig" id="figobml245fu42"><div id="ml245.fu42" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910522.&p=BOOKS&id=143560_ml245fu118.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu118.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910522." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910522</span></h3></div></article><article data-type="fig" id="figobml245fu43"><div id="ml245.fu43" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu119.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910522." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910522</span></h3></div></article><article data-type="fig" id="figobml245fu44"><div id="ml245.fu44" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904146.&p=BOOKS&id=143560_ml245fu120.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu120.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904146." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904146</span></h3></div></article><article data-type="fig" id="figobml245fu45"><div id="ml245.fu45" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu121.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904146." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904146</span></h3></div></article><article data-type="fig" id="figobml245fu46"><div id="ml245.fu46" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904145.&p=BOOKS&id=143560_ml245fu122.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu122.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904145." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904145</span></h3></div></article><article data-type="fig" id="figobml245fu47"><div id="ml245.fu47" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu123.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904145." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904145</span></h3></div></article><article data-type="fig" id="figobml245fu48"><div id="ml245.fu48" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904153.&p=BOOKS&id=143560_ml245fu124.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu124.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904153." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904153</span></h3></div></article><article data-type="fig" id="figobml245fu49"><div id="ml245.fu49" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu125.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904153." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904153</span></h3></div></article><article data-type="fig" id="figobml245fu50"><div id="ml245.fu50" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904144.&p=BOOKS&id=143560_ml245fu126.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu126.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904144." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904144</span></h3></div></article><article data-type="fig" id="figobml245fu51"><div id="ml245.fu51" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu127.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904144." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904144</span></h3></div></article><article data-type="fig" id="figobml245fu52"><div id="ml245.fu52" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910527.&p=BOOKS&id=143560_ml245fu128.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu128.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910527." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910527</span></h3></div></article><article data-type="fig" id="figobml245fu53"><div id="ml245.fu53" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu129.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910527." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910527</span></h3></div></article><article data-type="fig" id="figobml245fu54"><div id="ml245.fu54" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003708.&p=BOOKS&id=143560_ml245fu130.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu130.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003708." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003708</span></h3></div></article><article data-type="fig" id="figobml245fu55"><div id="ml245.fu55" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu131.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003708." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003708</span></h3></div></article><article data-type="fig" id="figobml245fu56"><div id="ml245.fu56" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904135.&p=BOOKS&id=143560_ml245fu132.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu132.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904135." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904135</span></h3></div></article><article data-type="fig" id="figobml245fu57"><div id="ml245.fu57" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu133.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904135." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904135</span></h3></div></article><article data-type="fig" id="figobml245fu58"><div id="ml245.fu58" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910522.&p=BOOKS&id=143560_ml245fu134.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu134.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910522." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910522</span></h3></div></article><article data-type="fig" id="figobml245fu59"><div id="ml245.fu59" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu135.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910522." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910522</span></h3></div></article><article data-type="fig" id="figobml245fu60"><div id="ml245.fu60" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904149.&p=BOOKS&id=143560_ml245fu136.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu136.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904149." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904149</span></h3></div></article><article data-type="fig" id="figobml245fu61"><div id="ml245.fu61" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu137.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904149." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904149</span></h3></div></article><article data-type="fig" id="figobml245fu62"><div id="ml245.fu62" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2035763151.&p=BOOKS&id=143560_ml245fu138.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu138.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 35763151." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 35763151</span></h3></div></article><article data-type="fig" id="figobml245fu63"><div id="ml245.fu63" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu139.jpg" alt="UPLC-MS Chromatogram of Analog CID 35763151." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 35763151</span></h3></div></article><article data-type="fig" id="figobml245fu64"><div id="ml245.fu64" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2026362833.&p=BOOKS&id=143560_ml245fu140.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu140.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 26362833." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 26362833</span></h3></div></article><article data-type="fig" id="figobml245fu65"><div id="ml245.fu65" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu141.jpg" alt="UPLC-MS Chromatogram of Analog CID 26362833." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 26362833</span></h3></div></article><article data-type="fig" id="figobml245fu66"><div id="ml245.fu66" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904147.&p=BOOKS&id=143560_ml245fu142.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu142.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904147." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904147</span></h3></div></article><article data-type="fig" id="figobml245fu67"><div id="ml245.fu67" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu143.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904147." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904147</span></h3></div></article><article data-type="fig" id="figobml245fu68"><div id="ml245.fu68" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904142.&p=BOOKS&id=143560_ml245fu144.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu144.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904142." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904142</span></h3></div></article><article data-type="fig" id="figobml245fu69"><div id="ml245.fu69" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu145.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904142." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904142</span></h3></div></article><article data-type="fig" id="figobml245fu70"><div id="ml245.fu70" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2038046061.&p=BOOKS&id=143560_ml245fu146.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu146.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 38046061." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 38046061</span></h3></div></article><article data-type="fig" id="figobml245fu71"><div id="ml245.fu71" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu147.jpg" alt="UPLC-MS Chromatogram of Analog CID 38046061." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 38046061</span></h3></div></article><article data-type="fig" id="figobml245fu72"><div id="ml245.fu72" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050904133.&p=BOOKS&id=143560_ml245fu148.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu148.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50904133." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50904133</span></h3></div></article><article data-type="fig" id="figobml245fu73"><div id="ml245.fu73" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu149.jpg" alt="UPLC-MS Chromatogram of Analog CID 50904133." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50904133</span></h3></div></article><article data-type="fig" id="figobml245fu74"><div id="ml245.fu74" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910525.&p=BOOKS&id=143560_ml245fu150.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu150.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910525." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910525</span></h3></div></article><article data-type="fig" id="figobml245fu75"><div id="ml245.fu75" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu151.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910525." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910525</span></h3></div></article><article data-type="fig" id="figobml245fu76"><div id="ml245.fu76" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2035763156.&p=BOOKS&id=143560_ml245fu152.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu152.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 35763156." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 35763156</span></h3></div></article><article data-type="fig" id="figobml245fu77"><div id="ml245.fu77" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu153.jpg" alt="UPLC-MS Chromatogram of Analog CID 35763156." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 35763156</span></h3></div></article><article data-type="fig" id="figobml245fu78"><div id="ml245.fu78" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003713.&p=BOOKS&id=143560_ml245fu154.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu154.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003713." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003713</span></h3></div></article><article data-type="fig" id="figobml245fu79"><div id="ml245.fu79" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu155.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003713." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003713</span></h3></div></article><article data-type="fig" id="figobml245fu80"><div id="ml245.fu80" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%201977298.&p=BOOKS&id=143560_ml245fu156.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu156.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 1977298." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 1977298</span></h3></div></article><article data-type="fig" id="figobml245fu81"><div id="ml245.fu81" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu157.jpg" alt="UPLC-MS Chromatogram of Analog CID 1977298." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 1977298</span></h3></div></article><article data-type="fig" id="figobml245fu82"><div id="ml245.fu82" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050944059.&p=BOOKS&id=143560_ml245fu158.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu158.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50944059." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50944059</span></h3></div></article><article data-type="fig" id="figobml245fu83"><div id="ml245.fu83" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu159.jpg" alt="UPLC-MS Chromatogram of Analog CID 50944059." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50944059</span></h3></div></article><article data-type="fig" id="figobml245fu84"><div id="ml245.fu84" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003712.&p=BOOKS&id=143560_ml245fu160.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu160.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003712." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003712</span></h3></div></article><article data-type="fig" id="figobml245fu85"><div id="ml245.fu85" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu161.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003712." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003712</span></h3></div></article><article data-type="fig" id="figobml245fu86"><div id="ml245.fu86" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003702.&p=BOOKS&id=143560_ml245fu162.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu162.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003702." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003702</span></h3></div></article><article data-type="fig" id="figobml245fu87"><div id="ml245.fu87" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu163.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003702." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003702</span></h3></div></article><article data-type="fig" id="figobml245fu88"><div id="ml245.fu88" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003715.&p=BOOKS&id=143560_ml245fu164.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu164.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003715." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003715</span></h3></div></article><article data-type="fig" id="figobml245fu89"><div id="ml245.fu89" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu165.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003715." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003715</span></h3></div></article><article data-type="fig" id="figobml245fu90"><div id="ml245.fu90" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910552.&p=BOOKS&id=143560_ml245fu166.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu166.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910552." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910552</span></h3></div></article><article data-type="fig" id="figobml245fu91"><div id="ml245.fu91" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu167.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910552." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910552</span></h3></div></article><article data-type="fig" id="figobml245fu92"><div id="ml245.fu92" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351633.&p=BOOKS&id=143560_ml245fu168.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu168.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351633." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351633</span></h3></div></article><article data-type="fig" id="figobml245fu93"><div id="ml245.fu93" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu169.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351633." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351633</span></h3></div></article><article data-type="fig" id="figobml245fu94"><div id="ml245.fu94" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351622.&p=BOOKS&id=143560_ml245fu170.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu170.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351622." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351622</span></h3></div></article><article data-type="fig" id="figobml245fu95"><div id="ml245.fu95" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu171.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351622." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351622</span></h3></div></article><article data-type="fig" id="figobml245fu96"><div id="ml245.fu96" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910539.&p=BOOKS&id=143560_ml245fu172.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu172.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910539." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910539</span></h3></div></article><article data-type="fig" id="figobml245fu97"><div id="ml245.fu97" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu173.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910539." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910539</span></h3></div></article><article data-type="fig" id="figobml245fu98"><div id="ml245.fu98" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910533.&p=BOOKS&id=143560_ml245fu174.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu174.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910533." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910533</span></h3></div></article><article data-type="fig" id="figobml245fu99"><div id="ml245.fu99" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu175.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910533." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910533</span></h3></div></article><article data-type="fig" id="figobml245fu100"><div id="ml245.fu100" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2041548804.&p=BOOKS&id=143560_ml245fu176.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu176.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 41548804." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 41548804</span></h3></div></article><article data-type="fig" id="figobml245fu101"><div id="ml245.fu101" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu177.jpg" alt="UPLC-MS Chromatogram of Analog CID 41548804." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 41548804</span></h3></div></article><article data-type="fig" id="figobml245fu102"><div id="ml245.fu102" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050910536.&p=BOOKS&id=143560_ml245fu178.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu178.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50910536." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50910536</span></h3></div></article><article data-type="fig" id="figobml245fu103"><div id="ml245.fu103" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu179.jpg" alt="UPLC-MS Chromatogram of Analog CID 50910536." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50910536</span></h3></div></article><article data-type="fig" id="figobml245fu104"><div id="ml245.fu104" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2050944065.&p=BOOKS&id=143560_ml245fu180.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu180.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 50944065." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 50944065</span></h3></div></article><article data-type="fig" id="figobml245fu105"><div id="ml245.fu105" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu181.jpg" alt="UPLC-MS Chromatogram of Analog CID 50944065." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 50944065</span></h3></div></article><article data-type="fig" id="figobml245fu106"><div id="ml245.fu106" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003686.&p=BOOKS&id=143560_ml245fu182.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu182.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003686." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003686</span></h3></div></article><article data-type="fig" id="figobml245fu107"><div id="ml245.fu107" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu183.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003686." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003686</span></h3></div></article><article data-type="fig" id="figobml245fu108"><div id="ml245.fu108" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003688.&p=BOOKS&id=143560_ml245fu184.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu184.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003688." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003688</span></h3></div></article><article data-type="fig" id="figobml245fu109"><div id="ml245.fu109" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu185.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003688." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003688</span></h3></div></article><article data-type="fig" id="figobml245fu110"><div id="ml245.fu110" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003701.&p=BOOKS&id=143560_ml245fu186.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu186.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003701." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003701</span></h3></div></article><article data-type="fig" id="figobml245fu111"><div id="ml245.fu111" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu187.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003701." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003701</span></h3></div></article><article data-type="fig" id="figobml245fu112"><div id="ml245.fu112" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051003726.&p=BOOKS&id=143560_ml245fu188.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu188.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51003726." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51003726</span></h3></div></article><article data-type="fig" id="figobml245fu113"><div id="ml245.fu113" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu189.jpg" alt="UPLC-MS Chromatogram of Analog CID 51003726." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51003726</span></h3></div></article><article data-type="fig" id="figobml245fu114"><div id="ml245.fu114" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351634.&p=BOOKS&id=143560_ml245fu190.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu190.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351634." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351634</span></h3></div></article><article data-type="fig" id="figobml245fu115"><div id="ml245.fu115" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu191.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351634." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351634</span></h3></div></article><article data-type="fig" id="figobml245fu116"><div id="ml245.fu116" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351627.&p=BOOKS&id=143560_ml245fu192.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu192.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351627." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351627</span></h3></div></article><article data-type="fig" id="figobml245fu117"><div id="ml245.fu117" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu193.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351627." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351627</span></h3></div></article><article data-type="fig" id="figobml245fu118"><div id="ml245.fu118" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351617.&p=BOOKS&id=143560_ml245fu194.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu194.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351617." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351617</span></h3></div></article><article data-type="fig" id="figobml245fu119"><div id="ml245.fu119" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu195.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351617." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351617</span></h3></div></article><article data-type="fig" id="figobml245fu120"><div id="ml245.fu120" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20NMR%20Spectrum%20(300%20MHz%2C%20CDCl3)%20of%20Analog%20CID%2051351618.&p=BOOKS&id=143560_ml245fu196.jpg" target="tileshopwindow" class="inline_block pmc_inline_block ts_canvas img_link" title="Click on image to zoom"><div class="ts_bar small" title="Click on image to zoom"></div><img data-src="/books/NBK143560/bin/ml245fu196.jpg" alt="1H NMR Spectrum (300 MHz, CDCl3) of Analog CID 51351618." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H NMR Spectrum (300 MHz, CDCl<sub>3</sub>) of Analog CID 51351618</span></h3></div></article><article data-type="fig" id="figobml245fu121"><div id="ml245.fu121" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK143560/bin/ml245fu197.jpg" alt="UPLC-MS Chromatogram of Analog CID 51351618." /></div><h3><span class="title">UPLC-MS Chromatogram of Analog CID 51351618</span></h3></div></article><article data-type="table-wrap" id="figobml245t15"><div id="ml245.t15" class="table"><h3><span class="label">Table A2</span><span class="title">Search Strings and Databases Employed in the Prior Art Search</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t15/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t15_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Search String</th><th id="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Database</th><th id="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Hits Found</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“breast cancer stem cells”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Sci Finder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">384</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“breast cancer AND stem cells”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Patent Lens</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1264</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“breast cancer stem cells”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entrez (PubChem Bioassay)</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3151 (35)</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“salinomycin”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1413</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“NF-κβ inhibitors AND BCSC”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">18</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“Wnt inhibitors AND BCSC”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">30</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“CXCR inhibitors AND BCSC”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">9</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“Notch inhibitors AND BCSC”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">26</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“Hedgehog inhibitors AND BCSC”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“MCF7 AND stem cells”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entrez (PubChem Bioassay)</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">93 (5)</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“HMLE”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entrez (PubChem Bioassay)</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7 (4)</td></tr><tr><td headers="hd_h_ml245.t15_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:middle;">“HMLE AND stem cells”</td><td headers="hd_h_ml245.t15_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SciFinder</td><td headers="hd_h_ml245.t15_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">49</td></tr></tbody></table></div></div></article><article data-type="table-wrap" id="figobml245t16"><div id="ml245.t16" class="table"><h3><span class="label">Table A3</span><span class="title">Prior Art Substance Identifiers</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t16/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t16_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Compound Name</th><th id="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CAS No.</th><th id="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">PubChem CID</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Repertaxin 266359</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">266359-83-5</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9932389</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Parthenolide 20554</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20554-84-1</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">5420804</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">8- Quinolinol</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">148-24-3</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1923</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Sulforaphane</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4478-93-7</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9577379</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Metformin</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">657-24-9</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4091</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Berberine</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">633-66-9</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2353</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Salinomycin</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">53003-10-4</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">23682228</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Curcumin</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">458-37-7</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">969516</td></tr><tr><td headers="hd_h_ml245.t16_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Piperine</td><td headers="hd_h_ml245.t16_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">94-62-2</td><td headers="hd_h_ml245.t16_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">638024</td></tr></tbody></table></div></div></article><article data-type="table-wrap" id="figobml245t17"><div id="ml245.t17" class="table"><h3><span class="label">Table A4</span><span class="title">SAR of the Amide</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t17/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t17_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t17_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t17_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t17_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t17_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" id="hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" id="hd_h_ml245.t17_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" id="hd_h_ml245.t17_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t17_1_1_1_2" id="hd_h_ml245.t17_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu2.jpg" alt="Image ml245fu2.jpg" /></div></th><th headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" id="hd_h_ml245.t17_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" id="hd_h_ml245.t17_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" id="hd_h_ml245.t17_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" id="hd_h_ml245.t17_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" id="hd_h_ml245.t17_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4" id="hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>1</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu3.jpg" alt="Image ml245fu3.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910544<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208903" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208903</a><br />BRD-K90712915</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu198.jpg" alt="Image ml245fu198.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">12.15</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">35.14</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.89</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910520<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208907" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208907</a><br />BRD-K63469263</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu199.jpg" alt="Image ml245fu199.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003697<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687954" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687954</a><br />BRD-K90461858</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu200.jpg" alt="Image ml245fu200.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">16.93</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">56.2</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.31</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: 94%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904130<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723038" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723038</a><br />BRD-K43168048</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu201.jpg" alt="Image ml245fu201.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">11.71</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.20</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.47</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944074<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950044" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950044</a><br />BRD-K42965569</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu202.jpg" alt="Image ml245fu202.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944057<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950035" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950035</a><br />BRD-K80182713</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu203.jpg" alt="Image ml245fu203.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 1.3 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003707<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124360016" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124360016</a><br />BRD-K33760127</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu204.jpg" alt="Image ml245fu204.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">9</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944053<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950040" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950040</a><br />BRD-K87410972</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu205.jpg" alt="Image ml245fu205.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">10</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8180118<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170324" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170324</a><br />BRD-K21355271</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu206.jpg" alt="Image ml245fu206.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">30.24</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">30.24 vs inactive</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 23.7 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">11</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904132<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723040" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723040</a><br />BRD-K27575760</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu207.jpg" alt="Image ml245fu207.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">29.65</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">12</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7454731<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170325" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170325</a><br />BRD-K96816443</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu208.jpg" alt="Image ml245fu208.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">78.10</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">75.54</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.97</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">13</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904131<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722992" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722992</a><br />BRD-K62334199</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu209.jpg" alt="Image ml245fu209.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 458 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">14</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904155<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110723034" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110723034</a><br />BRD-K25954141</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu210.jpg" alt="Image ml245fu210.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 482 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">15</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7678045<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208923" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208923</a><br />BRD-K96502119</td><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu211.jpg" alt="Image ml245fu211.jpg" /></div></td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t17_1_1_1_1 hd_h_ml245.t17_1_1_2_2 hd_h_ml245.t17_1_1_2_3 hd_h_ml245.t17_1_1_1_2 hd_h_ml245.t17_1_1_2_4 hd_h_ml245.t17_1_1_3_1 hd_h_ml245.t17_1_1_1_3 hd_h_ml245.t17_1_1_2_5 hd_h_ml245.t17_1_1_2_6 hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 418 μM</td><td headers="hd_h_ml245.t17_1_1_1_4 hd_h_ml245.t17_1_1_2_8 hd_h_ml245.t17_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn22"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn23"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t18"><div id="ml245.t18" class="table"><h3><span class="label">Table A5</span><span class="title">SAR of the Phenyl Group (<i>meta</i>-substitution)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t18/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t18_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t18_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t18_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t18_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t18_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" id="hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" id="hd_h_ml245.t18_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" id="hd_h_ml245.t18_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t18_1_1_1_2" id="hd_h_ml245.t18_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" id="hd_h_ml245.t18_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" id="hd_h_ml245.t18_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" id="hd_h_ml245.t18_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" id="hd_h_ml245.t18_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" id="hd_h_ml245.t18_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4" id="hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003691<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687950" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687950</a><br />BRD-K71337125</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu212.jpg" alt="Image ml245fu212.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.867</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.61</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.01</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003692<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687949" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687949</a><br />BRD-K79248962</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu213.jpg" alt="Image ml245fu213.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.25</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.82</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.25</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003696<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687922" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687922</a><br />BRD-K97223794</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu214.jpg" alt="Image ml245fu214.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.25</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.82</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.25</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944051<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950036" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950036</a><br />BRD-K89661009</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu215.jpg" alt="Image ml245fu215.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.59</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">30.71</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">19.31</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003692<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687949" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687949</a><br />BRD-K72154374</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu216.jpg" alt="Image ml245fu216.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.627</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.58</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.52</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003703<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687929" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687929</a><br />BRD-K39494786</td><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu217.jpg" alt="Image ml245fu217.jpg" /></div></td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">13.48</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">12.74</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.95</td></tr><tr><td headers="hd_h_ml245.t18_1_1_1_1 hd_h_ml245.t18_1_1_2_2 hd_h_ml245.t18_1_1_2_3 hd_h_ml245.t18_1_1_1_2 hd_h_ml245.t18_1_1_2_4 hd_h_ml245.t18_1_1_3_1 hd_h_ml245.t18_1_1_1_3 hd_h_ml245.t18_1_1_2_5 hd_h_ml245.t18_1_1_2_6 hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t18_1_1_1_4 hd_h_ml245.t18_1_1_2_8 hd_h_ml245.t18_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: 93%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn24"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t19"><div id="ml245.t19" class="table"><h3><span class="label">Table A6</span><span class="title">SAR of Phenyl Replacements</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t19/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t19_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t19_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t19_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t19_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t19_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" id="hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" id="hd_h_ml245.t19_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" id="hd_h_ml245.t19_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t19_1_1_1_2" id="hd_h_ml245.t19_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" id="hd_h_ml245.t19_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" id="hd_h_ml245.t19_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" id="hd_h_ml245.t19_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" id="hd_h_ml245.t19_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" id="hd_h_ml245.t19_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4" id="hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2 hd_h_ml245.t19_1_1_2_3 hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1 hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5 hd_h_ml245.t19_1_1_2_6 hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8 hd_h_ml245.t19_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910540<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208934" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208934</a><br />BRD-K35546108</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu218.jpg" alt="Image ml245fu218.jpg" /></div></td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2 hd_h_ml245.t19_1_1_2_3 hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1 hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5 hd_h_ml245.t19_1_1_2_6 hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 493 μM</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8 hd_h_ml245.t19_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">42589576<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208913" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208913</a><br />BRD-K40093526</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu219.jpg" alt="Image ml245fu219.jpg" /></div></td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2 hd_h_ml245.t19_1_1_2_3 hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1 hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5 hd_h_ml245.t19_1_1_2_6 hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 445 μM</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8 hd_h_ml245.t19_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910524<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208905" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208905</a><br />BRD-K21807997</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu220.jpg" alt="Image ml245fu220.jpg" /></div></td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2 hd_h_ml245.t19_1_1_2_3 hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1 hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5 hd_h_ml245.t19_1_1_2_6 hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 246 μM</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8 hd_h_ml245.t19_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 93%</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910521<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208909" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208909</a><br />BRD-K98322867</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu221.jpg" alt="Image ml245fu221.jpg" /></div></td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">43.88</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">>50</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2 hd_h_ml245.t19_1_1_2_3 hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1 hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5 hd_h_ml245.t19_1_1_2_6 hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 90.8 μM</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8 hd_h_ml245.t19_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 94%</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910531<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208917" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208917</a><br />BRD-K37617520</td><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu222.jpg" alt="Image ml245fu222.jpg" /></div></td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.28</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">>50</td></tr><tr><td headers="hd_h_ml245.t19_1_1_1_1 hd_h_ml245.t19_1_1_2_2 hd_h_ml245.t19_1_1_2_3 hd_h_ml245.t19_1_1_1_2 hd_h_ml245.t19_1_1_2_4 hd_h_ml245.t19_1_1_3_1 hd_h_ml245.t19_1_1_1_3 hd_h_ml245.t19_1_1_2_5 hd_h_ml245.t19_1_1_2_6 hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 12.5 μM</td><td headers="hd_h_ml245.t19_1_1_1_4 hd_h_ml245.t19_1_1_2_8 hd_h_ml245.t19_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn25"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn26"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t20"><div id="ml245.t20" class="table"><h3><span class="label">Table A7</span><span class="title">SAR of the Phenyl Group (<i>di</i>- and <i>tri-</i>substitution)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t20/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t20_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t20_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t20_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t20_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t20_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" id="hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" id="hd_h_ml245.t20_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" id="hd_h_ml245.t20_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t20_1_1_1_2" id="hd_h_ml245.t20_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" id="hd_h_ml245.t20_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" id="hd_h_ml245.t20_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" id="hd_h_ml245.t20_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" id="hd_h_ml245.t20_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" id="hd_h_ml245.t20_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4" id="hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003721<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687927" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687927</a><br />BRD-K06142398</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu223.jpg" alt="Image ml245fu223.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.043</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.054</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.25</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003724<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687943" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687943</a><br />BRD-K15732868</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu224.jpg" alt="Image ml245fu224.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">19.75</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">31.40</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.59</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003706<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687925" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687925</a><br />BRD-K17052053</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu225.jpg" alt="Image ml245fu225.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">inactive</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">inactive</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003709<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687919" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687919</a><br />BRD-K76335092</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu226.jpg" alt="Image ml245fu226.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.73</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">55.94</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003704<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687935" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687935</a><br />BRD-K23011031</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu227.jpg" alt="Image ml245fu227.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003710<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687921" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687921</a><br />BRD-K51245976</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu228.jpg" alt="Image ml245fu228.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.77</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.37</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.07</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003689<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687938" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687938</a><br />BRD-K81807319</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu229.jpg" alt="Image ml245fu229.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.893</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">14.64</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">16.4</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">9</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944077<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950041" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950041</a><br />BRD-K24288847</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu230.jpg" alt="Image ml245fu230.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.108</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.339</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.14</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">10</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944062<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950037" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950037</a><br />BRD-K62520235</td><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu231.jpg" alt="Image ml245fu231.jpg" /></div></td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.16</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">18.93</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5.99</td></tr><tr><td headers="hd_h_ml245.t20_1_1_1_1 hd_h_ml245.t20_1_1_2_2 hd_h_ml245.t20_1_1_2_3 hd_h_ml245.t20_1_1_1_2 hd_h_ml245.t20_1_1_2_4 hd_h_ml245.t20_1_1_3_1 hd_h_ml245.t20_1_1_1_3 hd_h_ml245.t20_1_1_2_5 hd_h_ml245.t20_1_1_2_6 hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t20_1_1_1_4 hd_h_ml245.t20_1_1_2_8 hd_h_ml245.t20_1_1_2_9" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Purity: >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn27"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn28"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t21"><div id="ml245.t21" class="table"><h3><span class="label">Table A8</span><span class="title">SAR of the Eastern Portion</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t21/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t21_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t21_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t21_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t21_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t21_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_1" id="hd_h_ml245.t21_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2" id="hd_h_ml245.t21_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_3" id="hd_h_ml245.t21_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t21_1_1_1_2" id="hd_h_ml245.t21_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu232.jpg" alt="Image ml245fu232.jpg" /></div></th><th headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5" id="hd_h_ml245.t21_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_6" id="hd_h_ml245.t21_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" id="hd_h_ml245.t21_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8" id="hd_h_ml245.t21_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_9" id="hd_h_ml245.t21_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4" id="hd_h_ml245.t21_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>3</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4 hd_h_ml245.t21_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu233.jpg" alt="Image ml245fu233.jpg" /></div></td><td headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2 hd_h_ml245.t21_1_1_2_3 hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4 hd_h_ml245.t21_1_1_3_1 hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5 hd_h_ml245.t21_1_1_2_6 hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8 hd_h_ml245.t21_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50910538<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/112208919" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">112208919</a><br />BRD-K47466502</td><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4 hd_h_ml245.t21_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu234.jpg" alt="Image ml245fu234.jpg" /></div></td><td headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2 hd_h_ml245.t21_1_1_2_3 hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4 hd_h_ml245.t21_1_1_3_1 hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5 hd_h_ml245.t21_1_1_2_6 hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8 hd_h_ml245.t21_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50904163<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110722987" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110722987</a><br />BRD-K92512370</td><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4 hd_h_ml245.t21_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu235.jpg" alt="Image ml245fu235.jpg" /></div></td><td headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t21_1_1_1_1 hd_h_ml245.t21_1_1_2_2 hd_h_ml245.t21_1_1_2_3 hd_h_ml245.t21_1_1_1_2 hd_h_ml245.t21_1_1_2_4 hd_h_ml245.t21_1_1_3_1 hd_h_ml245.t21_1_1_1_3 hd_h_ml245.t21_1_1_2_5 hd_h_ml245.t21_1_1_2_6 hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 253 μM</td><td headers="hd_h_ml245.t21_1_1_1_4 hd_h_ml245.t21_1_1_2_8 hd_h_ml245.t21_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn29"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn30"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t22"><div id="ml245.t22" class="table"><h3><span class="label">Table A9</span><span class="title">Regioisomers of the Furan</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t22/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t22_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t22_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t22_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t22_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t22_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t22_1_1_1_1" id="hd_h_ml245.t22_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t22_1_1_1_1" id="hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t22_1_1_1_1" id="hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t22_1_1_1_2" id="hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th headers="hd_h_ml245.t22_1_1_1_3" id="hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t22_1_1_1_3" id="hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t22_1_1_1_4" id="hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t22_1_1_1_4" id="hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t22_1_1_1_4" id="hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu58.jpg" alt="Image ml245fu58.jpg" /></div></td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2 hd_h_ml245.t22_1_1_2_3 hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4 hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5 hd_h_ml245.t22_1_1_2_6 hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8 hd_h_ml245.t22_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003687<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687933" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687933</a><br />BRD-K55772369</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu236.jpg" alt="Image ml245fu236.jpg" /></div></td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.574</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.368</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0.64</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2 hd_h_ml245.t22_1_1_2_3 hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4 hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5 hd_h_ml245.t22_1_1_2_6 hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8 hd_h_ml245.t22_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944060<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950047" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950047</a><br />BRD-K16376786</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu237.jpg" alt="Image ml245fu237.jpg" /></div></td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">2.05</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.95</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.92</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2 hd_h_ml245.t22_1_1_2_3 hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4 hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5 hd_h_ml245.t22_1_1_2_6 hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8 hd_h_ml245.t22_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944066<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950034" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950034</a><br />BRD-K75808851</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu238.jpg" alt="Image ml245fu238.jpg" /></div></td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">NA</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2 hd_h_ml245.t22_1_1_2_3 hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4 hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5 hd_h_ml245.t22_1_1_2_6 hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1μM</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8 hd_h_ml245.t22_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944072<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687939" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687939</a><br />BRD-K58357915</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu239.jpg" alt="Image ml245fu239.jpg" /></div></td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">23.62</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">>50</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2 hd_h_ml245.t22_1_1_2_3 hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4 hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5 hd_h_ml245.t22_1_1_2_6 hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8 hd_h_ml245.t22_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">6</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944072<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950045" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950045</a><br />BRD-K58357915</td><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu240.jpg" alt="Image ml245fu240.jpg" /></div></td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.35</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">29.65</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.71</td></tr><tr><td headers="hd_h_ml245.t22_1_1_1_1 hd_h_ml245.t22_1_1_2_2 hd_h_ml245.t22_1_1_2_3 hd_h_ml245.t22_1_1_1_2 hd_h_ml245.t22_1_1_2_4 hd_h_ml245.t22_1_1_1_3 hd_h_ml245.t22_1_1_2_5 hd_h_ml245.t22_1_1_2_6 hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t22_1_1_1_4 hd_h_ml245.t22_1_1_2_8 hd_h_ml245.t22_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn31"><p class="no_margin">NA = not applicable;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn32"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t23"><div id="ml245.t23" class="table"><h3><span class="label">Table A10</span><span class="title">SAR of the Phenyl Group Substituted Hydroxy- and Aminopyridines</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t23/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t23_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t23_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t23_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure</th><th id="hd_h_ml245.t23_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t23_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_1" id="hd_h_ml245.t23_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2" id="hd_h_ml245.t23_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_3" id="hd_h_ml245.t23_1_1_2_3" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t23_1_1_1_2" id="hd_h_ml245.t23_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu14.jpg" alt="Image ml245fu14.jpg" /></div></th><th headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5" id="hd_h_ml245.t23_1_1_2_5" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_6" id="hd_h_ml245.t23_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (uM)</th><th headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" id="hd_h_ml245.t23_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8" id="hd_h_ml245.t23_1_1_2_8" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (uM)</th><th headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_9" id="hd_h_ml245.t23_1_1_2_9" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr><tr><th headers="hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4" id="hd_h_ml245.t23_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">R<sub>2</sub></th></tr></thead><tbody><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4791237<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/104170322" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">104170322</a><br />BRD-K39514895</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu15.jpg" alt="Image ml245fu15.jpg" /></div></td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">7</td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">1.64</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">8</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">24.59</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">15.0</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2 hd_h_ml245.t23_1_1_2_3 hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1 hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5 hd_h_ml245.t23_1_1_2_6 hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.6 μM</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8 hd_h_ml245.t23_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity 91%</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351616<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269757" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269757</a><br />BRD-K05411689</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu241.jpg" alt="Image ml245fu241.jpg" /></div></td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">21.87</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">21.87 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2 hd_h_ml245.t23_1_1_2_3 hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1 hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5 hd_h_ml245.t23_1_1_2_6 hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 11.3 μM</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8 hd_h_ml245.t23_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351636<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269746" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269746</a><br />BRD-K54708098</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu242.jpg" alt="Image ml245fu242.jpg" /></div></td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.87</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">inactive</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.87 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2 hd_h_ml245.t23_1_1_2_3 hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1 hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5 hd_h_ml245.t23_1_1_2_6 hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8 hd_h_ml245.t23_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity >95%</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351638<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269742" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269742</a><br />BRD-K53999057</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu243.jpg" alt="Image ml245fu243.jpg" /></div></td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">33.2</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">33.2 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2 hd_h_ml245.t23_1_1_2_3 hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1 hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5 hd_h_ml245.t23_1_1_2_6 hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 4.9 μM</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8 hd_h_ml245.t23_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: 86%</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">5</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50944062<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/115950037" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">115950037</a><br />BRD-K22613736</td><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu244.jpg" alt="Image ml245fu244.jpg" /></div></td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">42.63</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">42.63 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t23_1_1_1_1 hd_h_ml245.t23_1_1_2_2 hd_h_ml245.t23_1_1_2_3 hd_h_ml245.t23_1_1_1_2 hd_h_ml245.t23_1_1_2_4 hd_h_ml245.t23_1_1_3_1 hd_h_ml245.t23_1_1_1_3 hd_h_ml245.t23_1_1_2_5 hd_h_ml245.t23_1_1_2_6 hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): ND</td><td headers="hd_h_ml245.t23_1_1_1_4 hd_h_ml245.t23_1_1_2_8 hd_h_ml245.t23_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn33"><p class="no_margin">ND = not determined;</p></div></dd></dl><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn34"><p class="no_margin">S = synthesized</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t24"><div id="ml245.t24" class="table"><h3><span class="label">Table A11</span><span class="title">SAR on Furan Replacement (Phenyl)</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t24/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t24_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t24_1_1_1_1" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">SAR Analysis</th><th id="hd_h_ml245.t24_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Structure<sup>**</sup></th><th id="hd_h_ml245.t24_1_1_1_3" colspan="2" rowspan="1" style="text-align:center;vertical-align:middle;">Target Activity</th><th id="hd_h_ml245.t24_1_1_1_4" colspan="3" rowspan="1" style="text-align:center;vertical-align:middle;">Anti-target Activity</th></tr><tr><th headers="hd_h_ml245.t24_1_1_1_1" id="hd_h_ml245.t24_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Entry No.</th><th headers="hd_h_ml245.t24_1_1_1_1" id="hd_h_ml245.t24_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID<br />SID<br />Broad ID</th><th headers="hd_h_ml245.t24_1_1_1_1" id="hd_h_ml245.t24_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><sup>*</sup></th><th headers="hd_h_ml245.t24_1_1_1_2" id="hd_h_ml245.t24_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"></th><th headers="hd_h_ml245.t24_1_1_1_3" id="hd_h_ml245.t24_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n<sup>a</sup></th><th headers="hd_h_ml245.t24_1_1_1_3" id="hd_h_ml245.t24_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_ECad<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t24_1_1_1_4" id="hd_h_ml245.t24_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">n</th><th headers="hd_h_ml245.t24_1_1_1_4" id="hd_h_ml245.t24_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">HMLE_sh_Control<br />EC<sub>50</sub> (μM)</th><th headers="hd_h_ml245.t24_1_1_1_4" id="hd_h_ml245.t24_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Selectivity</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">1</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51003701<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/117687945" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">117687945</a><br />BRD-K20316594</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu61.jpg" alt="Image ml245fu61.jpg" /></div></td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4.76</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">16.52</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3.47</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2 hd_h_ml245.t24_1_1_2_3 hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4 hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5 hd_h_ml245.t24_1_1_2_6 hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8 hd_h_ml245.t24_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">2</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351635<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269747" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269747</a><br />BRD-K47798215</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu245.jpg" alt="Image ml245fu245.jpg" /></div></td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">34.7</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">34.7 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2 hd_h_ml245.t24_1_1_2_3 hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4 hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5 hd_h_ml245.t24_1_1_2_6 hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): 2.5 μM</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8 hd_h_ml245.t24_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: 79%</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351611<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269763" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269763</a><br />BRD-K07759637</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu246.jpg" alt="Image ml245fu246.jpg" /></div></td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.2</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">inactive</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.2 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2 hd_h_ml245.t24_1_1_2_3 hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4 hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5 hd_h_ml245.t24_1_1_2_6 hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8 hd_h_ml245.t24_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: >95%</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:middle;">4</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">51351620<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/121269755" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">121269755</a><br />BRD-K66028472</td><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">S</td><td headers="hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK143560/bin/ml245fu247.jpg" alt="Image ml245fu247.jpg" /></div></td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.2</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Inactive</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">17.2 vs. inactive</td></tr><tr><td headers="hd_h_ml245.t24_1_1_1_1 hd_h_ml245.t24_1_1_2_2 hd_h_ml245.t24_1_1_2_3 hd_h_ml245.t24_1_1_1_2 hd_h_ml245.t24_1_1_2_4 hd_h_ml245.t24_1_1_1_3 hd_h_ml245.t24_1_1_2_5 hd_h_ml245.t24_1_1_2_6 hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_7" colspan="6" rowspan="1" style="text-align:left;vertical-align:middle;">Solubility (PBS): <1 μM</td><td headers="hd_h_ml245.t24_1_1_1_4 hd_h_ml245.t24_1_1_2_8 hd_h_ml245.t24_1_1_2_9" colspan="2" rowspan="1" style="text-align:right;vertical-align:middle;">Purity: 84%</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt>*</dt><dd><div id="ml245.tfn35"><p class="no_margin">S = synthesized;</p></div></dd></dl><dl class="bkr_refwrap"><dt>**</dt><dd><div id="ml245.tfn36"><p class="no_margin">No general structure as whole structure for each compound is displayed.</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml245t25"><div id="ml245.t25" class="table"><h3><span class="label">Table A12</span><span class="title">Probe and Analog Information</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK143560/table/ml245.t25/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml245.t25_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">BRD</th><th id="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SID</th><th id="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID</th><th id="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">P/A</th><th id="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">MLSID</th><th id="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">ML</th></tr></thead><tbody><tr><td headers="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">BRD-K59019422-001-03-9</td><td headers="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124404435" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124404435</a></td><td headers="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50904134</td><td headers="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS003672589</td><td headers="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="/pcsubstance/?term=ML245[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML245</a></td></tr><tr><td headers="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">BRD-K39514895-001-08-1</td><td headers="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124404432" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124404432</a></td><td headers="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4791237</td><td headers="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">A</td><td headers="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS003672590</td><td headers="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td></tr><tr><td headers="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">BRD-K16234721-001-02-6</td><td headers="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124360022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124360022</a></td><td headers="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">51003702</td><td headers="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">A</td><td headers="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS003672591</td><td headers="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td></tr><tr><td headers="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">BRD-K31780183-001-02-0</td><td headers="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124404436" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124404436</a></td><td headers="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50904129</td><td headers="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">A</td><td headers="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS003672593</td><td headers="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td></tr><tr><td headers="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">BRD-K65643278-001-03-3</td><td headers="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124404434" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124404434</a></td><td headers="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50904149</td><td headers="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">A</td><td headers="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS003672594</td><td headers="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td></tr><tr><td headers="hd_h_ml245.t25_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">BRD-K24240386-001-02-9</td><td headers="hd_h_ml245.t25_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/124404433" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">124404433</a></td><td headers="hd_h_ml245.t25_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9214159</td><td headers="hd_h_ml245.t25_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">A</td><td headers="hd_h_ml245.t25_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS003672592</td><td headers="hd_h_ml245.t25_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NA</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt></dt><dd><div id="ml245.tfn37"><p class="no_margin">A = analog; NA= not applicable; P = probe</p></div></dd></dl></dl></div></div></div></article></div><div id="jr-scripts"><script src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/libs.min.js"> </script><script src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/jr.min.js"> </script></div></div>
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