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<script type="text/javascript" src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/jr.boots.min.js"> </script><title>B-cell Specific Inhibitors of NF-κB Activation - 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="B-cell Specific Inhibitors of NF-κB Activation">
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<meta name="citation_date" content="2011/11/21">
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<meta name="citation_author" content="Jun Pu">
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<meta name="citation_author" content="Michael Hedrick">
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<meta name="citation_author" content="Paul Diaz">
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<meta name="citation_author" content="Mahesh Peddibhotla">
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<meta name="citation_author" content="Linda Li">
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<meta name="citation_author" content="Gavin Magnuson">
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<meta name="citation_author" content="Gregory P Roth">
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<meta name="citation_author" content="Ying Su">
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<meta name="citation_author" content="Shenghua Shi">
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<meta name="citation_author" content="Derek Stonich">
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<meta name="citation_author" content="Hung Nguyen">
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<meta name="citation_author" content="Fu-Yue Zeng">
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<meta name="citation_author" content="Arianna Mangravita Novo">
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<meta name="citation_author" content="Michael Vicchiarelli">
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<meta name="citation_author" content="Jena Diwan">
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<meta name="citation_author" content="Thomas DY Chung">
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<meta name="citation_author" content="Carina Wimer">
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<meta name="citation_author" content="Ricardo G Correa">
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<meta name="citation_author" content="Anthony B Pinkerton">
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<meta name="citation_author" content="John C Reed">
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<meta name="citation_pmid" content="23469385">
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<meta name="citation_fulltext_html_url" content="https://www.ncbi.nlm.nih.gov/books/NBK126176/">
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<link rel="schema.DC" href="http://purl.org/DC/elements/1.0/">
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<meta name="DC.Title" content="B-cell Specific Inhibitors of NF-κB Activation">
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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="Jun Pu">
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<meta name="DC.Contributor" content="Michael Hedrick">
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<meta name="DC.Contributor" content="Paul Diaz">
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<meta name="DC.Contributor" content="Daniela Divlianska">
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<meta name="DC.Contributor" content="Mahesh Peddibhotla">
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<meta name="DC.Contributor" content="Paul Hershberger">
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<meta name="DC.Contributor" content="Palak Gosalia">
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<meta name="DC.Contributor" content="Monika Milewski">
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<meta name="DC.Contributor" content="Linda Li">
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<meta name="DC.Contributor" content="Brock Brown">
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<meta name="DC.Contributor" content="Gavin Magnuson">
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<meta name="DC.Contributor" content="Gregory P Roth">
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<meta name="DC.Contributor" content="Eduard Sergienko">
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<meta name="DC.Contributor" content="Eigo Suyama">
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<meta name="DC.Contributor" content="Eliot Sugarman">
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<meta name="DC.Contributor" content="Kevin Nguyen">
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<meta name="DC.Contributor" content="Alka Mehta">
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<meta name="DC.Contributor" content="Stefan Vasile">
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<meta name="DC.Contributor" content="Ying Su">
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<meta name="DC.Contributor" content="Shenghua Shi">
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<meta name="DC.Contributor" content="Derek Stonich">
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<meta name="DC.Contributor" content="Hung Nguyen">
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<meta name="DC.Contributor" content="Fu-Yue Zeng">
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<meta name="DC.Contributor" content="Arianna Mangravita Novo">
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<meta name="DC.Contributor" content="Michael Vicchiarelli">
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<meta name="DC.Contributor" content="Jena Diwan">
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<meta name="DC.Contributor" content="Thomas DY Chung">
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<meta name="DC.Contributor" content="Carina Wimer">
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<meta name="DC.Contributor" content="Ricardo G Correa">
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<meta name="DC.Contributor" content="Anthony B Pinkerton">
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<meta name="DC.Contributor" content="John C Reed">
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<meta name="DC.Date" content="2011/11/21">
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<meta name="DC.Identifier" content="https://www.ncbi.nlm.nih.gov/books/NBK126176/">
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<meta name="description" content="At least six cellular pathways leading to activation of NFκB-family transcription factors have been identified, participating in host-defense, immunity, inflammation, and cancer. The pathway initiated by Protein Kinase C (PKC) family kinase is critical for signaling downstream of antigen receptors in T-cells and B-cells, as well as many growth factor receptors and some GPCRs that stimulate intracellular Ca2+ elevations. This pathway often involves a multi-component protein complex that includes CARMA, Bcl-10, and MALT1. Previously, a potent (~67 nM) and selective probe (ML029, Pubchem CID2858522) was identified as an inhibitor of the PKC-initiated NF-κB pathway after a battery of 12 secondary and counter-screen assays. However, this probe appeared potent only in the original HEK293 reporter cell line and some types of primary lymphocytes, with little potency in several other tumor cell lines. We used HTS assays employing NF-κB reporter genes in T-cell and B-cell lines for screening the ~330,600 compound MLSMR collection to identify novel pathway-selective inhibitors. We now disclose the discovery and characterization of two novel potent small molecule cell-active NF-κB inhibitors that are both (a) selective for the NF-κB pathway induced by PKC activators (phorbol myristic acetate/ionomycin) and (b) selective for B-cells. The first oxadiazole-based probe (ML236, PubChem CID665654) is potent (35 nM) in a B-cell line and >400-fold selective over both the NF-κB activation in T-cells and against TNFα-mediated NF-κB activation. In comparison, the second oxazole-based probe (ML237, PubChem CID4174238) is also potent (208 nM) in a B-cell line and >400 fold selective over both the NF-κB activation in T-cells and against TNFα-mediated NF-κB activation. The synthetic methodology, SAR development, and initial pharmacologic characterization are also presented. These probe molecules will be used to define the B-cell specific targets along these pathways and will serve as tools to reveal hitherto unknown components of these signaling pathways. These probes will prove useful to researchers working in immunology, autoimmune diseases, transplantation and allograft rejection, lymphoid malignancies, immune signaling, and general signal transduction.">
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<meta name="og:title" content="B-cell Specific Inhibitors of NF-κB Activation">
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<meta name="og:type" content="book">
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<meta name="og:description" content="At least six cellular pathways leading to activation of NFκB-family transcription factors have been identified, participating in host-defense, immunity, inflammation, and cancer. The pathway initiated by Protein Kinase C (PKC) family kinase is critical for signaling downstream of antigen receptors in T-cells and B-cells, as well as many growth factor receptors and some GPCRs that stimulate intracellular Ca2+ elevations. This pathway often involves a multi-component protein complex that includes CARMA, Bcl-10, and MALT1. Previously, a potent (~67 nM) and selective probe (ML029, Pubchem CID2858522) was identified as an inhibitor of the PKC-initiated NF-κB pathway after a battery of 12 secondary and counter-screen assays. However, this probe appeared potent only in the original HEK293 reporter cell line and some types of primary lymphocytes, with little potency in several other tumor cell lines. We used HTS assays employing NF-κB reporter genes in T-cell and B-cell lines for screening the ~330,600 compound MLSMR collection to identify novel pathway-selective inhibitors. We now disclose the discovery and characterization of two novel potent small molecule cell-active NF-κB inhibitors that are both (a) selective for the NF-κB pathway induced by PKC activators (phorbol myristic acetate/ionomycin) and (b) selective for B-cells. The first oxadiazole-based probe (ML236, PubChem CID665654) is potent (35 nM) in a B-cell line and >400-fold selective over both the NF-κB activation in T-cells and against TNFα-mediated NF-κB activation. In comparison, the second oxazole-based probe (ML237, PubChem CID4174238) is also potent (208 nM) in a B-cell line and >400 fold selective over both the NF-κB activation in T-cells and against TNFα-mediated NF-κB activation. The synthetic methodology, SAR development, and initial pharmacologic characterization are also presented. These probe molecules will be used to define the B-cell specific targets along these pathways and will serve as tools to reveal hitherto unknown components of these signaling pathways. These probes will prove useful to researchers working in immunology, autoimmune diseases, transplantation and allograft rejection, lymphoid malignancies, immune signaling, and general signal transduction.">
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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="_NBK126176_"><span class="title" itemprop="name">B-cell Specific Inhibitors of NF-κB Activation</span></h1><p class="contribs">Pu J, Hedrick M, Diaz P, et al.</p><p class="fm-aai"><a href="#_NBK126176_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>At least six cellular pathways leading to activation of NFκB-family
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transcription factors have been identified, participating in host-defense, immunity,
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inflammation, and cancer. The pathway initiated by Protein Kinase C (PKC) family
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kinase is critical for signaling downstream of antigen receptors in T-cells and
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B-cells, as well as many growth factor receptors and some GPCRs that stimulate
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intracellular Ca<sup>2+</sup> elevations. This pathway often involves a multi-component
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protein complex that includes CARMA, Bcl-10, and MALT1. Previously, a potent (~67
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nM) and selective probe (<b><a href="/pcsubstance/?term=ML029[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML029</a></b>, Pubchem
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CID2858522) was identified as an inhibitor of the PKC-initiated NF-κB
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pathway after a battery of 12 secondary and counter-screen assays. However, this
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probe appeared potent only in the original HEK293 reporter cell line and some types
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of primary lymphocytes, with little potency in several other tumor cell lines. We
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used HTS assays employing NF-κB reporter genes in T-cell and B-cell lines
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for screening the ~330,600 compound MLSMR collection to identify novel
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pathway-selective inhibitors. We now disclose the discovery and characterization of
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two novel potent small molecule cell-active NF-κB inhibitors that are both
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(a) selective for the NF-κB pathway induced by PKC activators (phorbol
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myristic acetate/ionomycin) and (b) selective for B-cells. The first
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oxadiazole-based probe (<b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b>, PubChem
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CID665654) is potent (35 nM) in a B-cell line and >400-fold selective over both
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the NF-κB activation in T-cells and against TNFα-mediated
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NF-κB activation. In comparison, the second oxazole-based probe
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(<b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=abstract&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>, PubChem CID4174238) is also
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potent (208 nM) in a B-cell line and >400 fold selective over both the
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NF-κB activation in T-cells and against TNFα-mediated NF-κB
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activation. The synthetic methodology, SAR development, and initial pharmacologic
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characterization are also presented. These probe molecules will be used to define
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the B-cell specific targets along these pathways and will serve as tools to reveal
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hitherto unknown components of these signaling pathways. These probes will prove
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useful to researchers working in immunology, autoimmune diseases, transplantation
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and allograft rejection, lymphoid malignancies, immune signaling, and general signal
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transduction.</p></div><div class="h2"></div><p><b>Assigned Assay Grant #:</b> 1 X01 MH077633-01</p><p><b>Screening Center Name & PI:</b> Sanford Burnham Center for Chemical Genomics (SBCCG) & John C. Reed (PI)</p><p><b>Chemistry Center Name & PI:</b>
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<i>same as above</i></p><p><b>Assay Submitter & Institution:</b> John C. Reed, Sanford-Burnham Medical Research Institute</p><p><b>PubChem Summary Bioassay Identifier (AID):</b>
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<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/435012" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">435012</a></p><div id="ml237.s1"><h2 id="_ml237_s1_">Probe Structure & Characteristics</h2><p>This Center Probe Report describes two novel inhibitors of NF-κB activation in B-cells, <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> (</b>CID665654) and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a> (</b>CID4174238). Potency, selectivity and cytotoxicity characteristics are summarized for these probes below.</p><div id="ml237.fu1" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237fu1.jpg" alt="ML236." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></span></h3></div><div id="ml237.fu2" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237fu2.jpg" alt="ML237." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237tu1"><a href="/books/NBK126176/table/ml237.tu1/?report=objectonly" target="object" title="Table" class="img_link icnblk_img figpopup" rid-figpopup="figml237tu1" rid-ob="figobml237tu1"><img class="small-thumb" src="/books/NBK126176/table/ml237.tu1/?report=thumb" src-large="/books/NBK126176/table/ml237.tu1/?report=previmg" alt="Image " /></a><div class="icnblk_cntnt"><h4 id="ml237.tu1"><a href="/books/NBK126176/table/ml237.tu1/?report=objectonly" target="object" rid-ob="figobml237tu1">Table</a></h4></div></div></div><div id="ml237.s2"><h2 id="_ml237_s2_">Recommendations for scientific use of the probe</h2><p>Regulated control of NF-κB is critical for the immune, inflammatory, proliferative, anti-apoptotic, and differentiation responses in both T- and B-cells via the ligation of their respective antigen receptors in confluence with a number of other cell specific co-receptor activities. The signaling that leads to the various cell mediated outcomes is complex and the mechanisms by which NF-κB activation performs specific functions that drive these outcomes is not thoroughly understood. Although many biological tools exist for probing NF-κB functions, there are few if any small molecule tools that can probe the common non-canonical TCR and BCR signaling pathways leading to NF-κB activation. This NF-κB pathway activated downstream of antigen receptors is uniquely required for adaptive immune response, setting it apart from the numerous NF-κB pathways implicated in innate immunity. Probes that are discovered by the screening for compounds that inhibit TCR and BCR mediated NF-κB activation will be used to define the specific targets along these pathways and will serve as tools to reveal hitherto unknown components of these pathways. These probes will prove useful to researchers working in immunology, autoimmune diseases, transplantation and allograft rejection, lymphoid malignancies, immune signaling, and general signal transduction.</p></div><div id="ml237.s3"><h2 id="_ml237_s3_">1. Introduction</h2><div id="ml237.s4"><h3>Overall Goal of Project</h3><p>This assay was originally assigned to the Scripps Research Institute Molecular Screening Center (TSRI MSC) by the NIH during the MLSCN pilot phase. The Scripps Center completed primary screening (AID: <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/465" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">465</a>) on only 61,609 compounds of the NIH compound collection, as well as dose-response experiments (PubChem AID: <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/586" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">586</a>). Unfortunately, none of the compounds identified from the gene reporter assay suppressed the secretion of IL-8, an endogenous NF-κB inducible gene product in secondary assays in relevant cell lines. Dr. Reed’s lab screened an additional 53,280 from his internal collection and was ultimately able to identify one pathway selective probe molecule (CID2858522-<a href="/pcsubstance/?term=ML029[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML029</a>), after a battery of 12 secondary and counter-screen assays. The rationale, assays, flowchart for hit validation, and SAR support to the eventual probes are detailed in the Chemical Probe Report (CPR) that can be accessed from the MLP site: <a href="http://mli.nih.gov/mli/mlp-probes/" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">http://mli.nih.gov/mli/mlp-probes/</a> or the full pdf can be downloaded from the following URL: <a href="https://mli.nih.gov/mli/?dl_id=454" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">https://mli.nih.gov/mli/?dl_id=454</a>. This prior probe, <a href="/pcsubstance/?term=ML029[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML029</a>, appears to only be potent in the original HEK293 reporter cell line and shows poor or little potency in HEK293T (containing the SV40 T antigen) or other more relevant cell lines.</p><p>As summarized in the CPR for <a href="/pcsubstance/?term=ML029[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML029</a>, the previous probe compound inhibits the activity of the NF-κB luciferase reporter gene in HEK-293 cells stimulated with PMA and Ionomycin with IC<sub>50</sub> < 100 nM. The compound is similarly active using phorbol dibutryate (PDB) instead of PMA (phorbol myristic acetate) as a PKC agonist. At concentrations up to 4 μM, the compound is inactive at suppressing NF-κB luciferase reporter gene activity induced in the same cells (HEK293) by TNFα or by transfection with an active version of TLR4 (CD4-TLR4 fusion protein; member of Toll-like Receptor family) or by transfection with CD40 (a TNF-family receptor), or by transfection with NOD1, or by transfection with NOD2, or by transfection of PIDD (p53-induced protein with a death domain), a protein playing a critical role in DNA-damage induced NF-κB activation. The probe compound also inhibits PMA-induced secretion of the NF-κB inducible cytokine IL-8 by HEK293 cells, with IC50 ~ 100 nM. The compound is not toxic against HEK293, HEK293T, THP.1, Jurkat, MCF7, or HeLa cells. In contrast to HEK293 cells, the probe compound is <i>inactive</i> with respect to suppression of PMA-induced NF-κB reporter gene activity in HEK293T cells, HeLa, MCF7, and PPC-1 cells. The probe compound partially inhibits IL-2 production by Jurkat T-cells stimulated with anti-CD3/antiCD28, consistent with partial dependence on NF-κB for T-cell antigen receptor-mediated induction of the IL-2 gene.</p><p>The NIH collection has grown to >325,000 compounds since the original MLSCN screen of 61,609 of the MLSMR. The goal therefore is to identify <i>additional</i> compounds that selectively inhibit one of the several known pathways that lead to NF-κB activation in <i>relevant</i> mammalian cells in a T-cell or B-cell specific manner. In the original MLSCN screen a stably transfected reporter epithelial cell line (HEK293) that contains a luciferase gene driven by a NF-κB responsive promoter was used for compound library screening. The hits identified from that screen were very much less potent when tested in B and T cell lines. Therefore, in this rescreening paradigm, the primary screen(s) will be accomplished with <i>two separate but related screens</i> using an NF-κB-luciferase reporter cloned into a T-cell line (Jurkat) or a B-cell line (697). The data from these <i>two</i> separate screens were used to define <i>three</i> classes of potent (<1 μM IC50) cell-type specific small molecule chemical inhibitors of NF-κB activation: (1) T-cell specific, (2) B-cell specific, and (3) T & B-cell dual specific. These cell-type selective inhibitors are however still to be selective against TNF (>10 X potency), inhibit IL-8 secretion at comparable potencies, and are selective (>10X potency) against representative PKCs (PKC beta and PKC theta that are involved in T and B cell signaling).</p><p>As before, at least six cellular pathways leading to activation of NF-κB-family transcription factors have been identified, participating in host-defense, immunity, inflammation, and cancer. A pathway activated by antigen receptors on T- and B-lymphocytes has been revealed, involving a cascade of participating proteins that includes CARMA1 (BIMP3), Bcl-10, paracaspase (MALT1), TRAF6, and Ubc13. This pathway is initiated by Protein Kinase C-theta, which induces phosphorylation of components of this signaling pathway (reviewed in <a class="bibr" href="#ml237.r4" rid="ml237.r4">Thome 2004</a>). Based on experiments using siRNA and dominant negative mutants, it was determined that treatment of cells with the combination of phorbol ester Phorbol Myristic Acetate (PMA) and Calcium-ionophore Ionomycin triggers this pathway, resulting in NF-κB activation (<a class="bibr" href="#ml237.r3" rid="ml237.r3">Ruland et al. 2001</a>; <a class="bibr" href="#ml237.r1" rid="ml237.r1">McAllister-Lucas et al. 2001</a>; <a class="bibr" href="#ml237.r2" rid="ml237.r2">Rueffli-Brasse <i>et al</i>. 2003</a>; <a class="bibr" href="#ml237.r5" rid="ml237.r5">Zhou <i>et al</i>. 2004</a>). Counter-screens using activators of other NF-κB activation pathways identify pathway specific inhibitors, including (1) NF-κB reporter gene activity or cytokine production induced by Lipopolysaccharide (LPS) in the THP.1 monocyte cell line (TLR4 agonist), (2) by gamma-Tri-DAP and muramyl dipeptide (MDP) in MCF7 breast cancer or HCT116 colon cancer cells (NLR agonists), (3) DNA damaging agent Doxorubicin in Jurkat and 697 cells, and (4) BAFF (a TNF family member that induces a non-canonical, alternative NF-κB pathway) in 697 cells.</p><p>In summary, Dr. Reed’s lab seeks potent (<1 μM IC50) chemical inhibitors of NF-κB activation that are (1) T-cell specific, (2) B-cell specific, or (3) T & B-cell dual specific, that are selective against TNF and their cognate PKCs (>10 X), and inhibit IL-8 secretion at comparable potencies.</p><p><b><u>Aims of the project:</u></b> We propose to use this cell-based HTS assay for screening the NIH’s chemical library. The compounds identified using this assay will be useful research tools for analysis of the physiological roles of this NF-κB activation pathway.</p></div></div><div id="ml237.s5"><h2 id="_ml237_s5_">2. Materials and Methods</h2><p>The details of the primary HTS and additional assays can be found in the “Assay
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Description” section in the PubChem BioAssay view under the AIDs as listed in <a class="figpopup" href="/books/NBK126176/table/ml237.t1/?report=objectonly" target="object" rid-figpopup="figml237t1" rid-ob="figobml237t1">Table 1</a> below. Additionally the details for the primary HTS
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are provided in the <a href="#ml237.s30">Appendix</a> at the end of this probe report.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t1"><a href="/books/NBK126176/table/ml237.t1/?report=objectonly" target="object" title="Table 1" class="img_link icnblk_img figpopup" rid-figpopup="figml237t1" rid-ob="figobml237t1"><img class="small-thumb" src="/books/NBK126176/table/ml237.t1/?report=thumb" src-large="/books/NBK126176/table/ml237.t1/?report=previmg" alt="Table 1. Summary of Assays and AIDs." /></a><div class="icnblk_cntnt"><h4 id="ml237.t1"><a href="/books/NBK126176/table/ml237.t1/?report=objectonly" target="object" rid-ob="figobml237t1">Table 1</a></h4><p class="float-caption no_bottom_margin">Summary of Assays and AIDs. </p></div></div><div id="ml237.s6"><h3>2.1. Assays</h3><p><a class="figpopup" href="/books/NBK126176/table/ml237.t1/?report=objectonly" target="object" rid-figpopup="figml237t1" rid-ob="figobml237t1">Table 1</a> summarizes the details for the assays that drove this probe project.</p></div><div id="ml237.s7"><h3>2.2. Probe Chemical Characterization</h3><div id="ml237.s8"><h4>a. Chemical name of probe compound</h4><p>The IUPAC names of the probes are 3-(3-(4-(<i>tert</i>-butyl)phenyl)-1,2,4-oxadiazol-5-yl)-N-methylpropanamide (<b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b>) and N-cyclopropyl-2-(((2-(4-ethoxyphenyl)-5-methyloxazol-4-yl)methyl)thio)acetamide (<b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>).</p><p>The specific batches prepared, tested and submitted to the MLSMR are archived as <a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061876" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061876</a> corresponding to CID665654 (<b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b>) and <a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061890</a> corresponding to CID4174238 (<b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>).</p></div><div id="ml237.s9"><h4>b. Probe chemical structure including stereochemistry if known</h4><p>The probes <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> have no chiral centers</p><div id="ml237.fu3" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237fu3.jpg" alt="ML236." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></span></h3></div><div id="ml237.fu4" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237fu4.jpg" alt="ML237." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></div></div><div id="ml237.s10"><h4>c. Synthesis and Structural Verification Information of probe <a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061876" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061876</a> corresponding to CID665654 (<a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a>)</h4><div id="ml237.f6" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237f6.jpg" alt="Scheme 1. Synthesis of ML236, conditions." /></div><h3><span class="label">Scheme 1</span><span class="title">Synthesis of <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a>, conditions</span></h3><div class="caption"><p>a. Hydroxylamine hydrochloride, triethylamine, methanol, 80 °C, 30 minutes; b. succinic anhydride, DMF, 120 °C, overnight, 47% for two steps; c. thionyl chloride, methylene chloride, 0 °C to room temperature, 3 hours; d. methylamine, methylene chloride, 0 °C to room temperature, overnight, 85% for two steps.</p></div></div><div id="ml237.s11"><h5>Synthesis and Structural Verification Information of probe <a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061890</a> corresponding to CID4174238 (<a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a>)</h5><div id="ml237.f7" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237f7.jpg" alt="Scheme 2. Synthesis of ML237, conditions." /></div><h3><span class="label">Scheme 2</span><span class="title">Synthesis of <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a>, conditions</span></h3><div class="caption"><p>a. acetic acid, hydrochloric acid (aq), 0 °C, 3 hours, 23%; b. POCl<sub>3</sub>, chloroform, refluxing, 2 hours, 80%; c. thioglycolic acid, sodium hydroxide, methanol, 65 °C, 2 hours, 79%; d. cyclopropylamine, EDCI, HOBt, diisopropylethylamine, methylene chloride, 0 °C to room temperature, overnight, 80%.</p></div></div><p>For detailed procedures see <a href="#ml237.s15">Section 2.3</a>. Images of spectral data (<sup>1</sup>HNMR, <sup>13</sup>CNMR, and LC/MS) used to support the structural assignment of <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> can be found in <a href="#ml237.s30">Section 6</a> (Supplementary Information).</p></div></div><div id="ml237.s12"><h4>d. If available from a vendor, please provide details</h4><p>Samples of <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> synthesized at SBCCG have been deposited in the MLSMR (Bio-Focus DPI) (see Probe Submission <a class="figpopup" href="/books/NBK126176/table/ml237.t3a/?report=objectonly" target="object" rid-figpopup="figml237t3a" rid-ob="figobml237t3a">Tables 3a</a>/<a class="figpopup" href="/books/NBK126176/table/ml237.t3b/?report=objectonly" target="object" rid-figpopup="figml237t3b" rid-ob="figobml237t3b">b</a> below). <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> is available from Ambinter, Cat#: <a href="/protein/1440263048/?report=GenPept" class="bk_tag" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=genpept">STK86117</a>, <a href="http://ambinter.com" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">ambinter.com</a>; <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> is available from Aurora, Cat# K01.550.497, <a href="http://aurorafinechemicals.com" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">aurorafinechemicals.com</a>.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t3a"><a href="/books/NBK126176/table/ml237.t3a/?report=objectonly" target="object" title="Table 3a" class="img_link icnblk_img figpopup" rid-figpopup="figml237t3a" rid-ob="figobml237t3a"><img class="small-thumb" src="/books/NBK126176/table/ml237.t3a/?report=thumb" src-large="/books/NBK126176/table/ml237.t3a/?report=previmg" alt="Table 3a. Probe and Analog Submissions to MLSMR (BioFocus DPI) for B-cell Specific Inhibitors of NF-κBActivation." /></a><div class="icnblk_cntnt"><h4 id="ml237.t3a"><a href="/books/NBK126176/table/ml237.t3a/?report=objectonly" target="object" rid-ob="figobml237t3a">Table 3a</a></h4><p class="float-caption no_bottom_margin">Probe and Analog Submissions to MLSMR (BioFocus DPI) for B-cell Specific Inhibitors of NF-κBActivation. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t3b"><a href="/books/NBK126176/table/ml237.t3b/?report=objectonly" target="object" title="Table 3b" class="img_link icnblk_img figpopup" rid-figpopup="figml237t3b" rid-ob="figobml237t3b"><img class="small-thumb" src="/books/NBK126176/table/ml237.t3b/?report=thumb" src-large="/books/NBK126176/table/ml237.t3b/?report=previmg" alt="Table 3b. Probe and Analog Submissions to MLSMR (BioFocus DPI) for B-cell Specific Inhibitors of NF-κBActivation." /></a><div class="icnblk_cntnt"><h4 id="ml237.t3b"><a href="/books/NBK126176/table/ml237.t3b/?report=objectonly" target="object" rid-ob="figobml237t3b">Table 3b</a></h4><p class="float-caption no_bottom_margin">Probe and Analog Submissions to MLSMR (BioFocus DPI) for B-cell Specific Inhibitors of NF-κBActivation. </p></div></div></div><div id="ml237.s13"><h4>e. Solubility and Stability of probe in PBS at room temperature</h4><p>The stability and solubility of <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> was investigated in PBS buffer at room temperature (<a class="figpopup" href="/books/NBK126176/figure/ml237.f1/?report=objectonly" target="object" rid-figpopup="figml237f1" rid-ob="figobml237f1">Figure 1</a>). <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> showed slight instability after 48 hr. in PBS (80% remaining), whereas <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> was completely stable (see Figures and Table below)</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml237f1" co-legend-rid="figlgndml237f1"><a href="/books/NBK126176/figure/ml237.f1/?report=objectonly" target="object" title="Figure 1" class="img_link icnblk_img figpopup" rid-figpopup="figml237f1" rid-ob="figobml237f1"><img class="small-thumb" src="/books/NBK126176/bin/ml237f1.gif" src-large="/books/NBK126176/bin/ml237f1.jpg" alt="Figure 1. Stability of ML236 and ML237 in PBS." /></a><div class="icnblk_cntnt" id="figlgndml237f1"><h4 id="ml237.f1"><a href="/books/NBK126176/figure/ml237.f1/?report=objectonly" target="object" rid-ob="figobml237f1">Figure 1</a></h4><p class="float-caption no_bottom_margin">Stability of ML236 and ML237 in PBS. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237tu2"><a href="/books/NBK126176/table/ml237.tu2/?report=objectonly" target="object" title="Table" class="img_link icnblk_img figpopup" rid-figpopup="figml237tu2" rid-ob="figobml237tu2"><img class="small-thumb" src="/books/NBK126176/table/ml237.tu2/?report=thumb" src-large="/books/NBK126176/table/ml237.tu2/?report=previmg" alt="Image " /></a><div class="icnblk_cntnt"><h4 id="ml237.tu2"><a href="/books/NBK126176/table/ml237.tu2/?report=objectonly" target="object" rid-ob="figobml237tu2">Table</a></h4></div></div></div><div id="ml237.s14"><h4>f. A tabulation of calculated and known probe properties</h4><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t2"><a href="/books/NBK126176/table/ml237.t2/?report=objectonly" target="object" title="Table 2" class="img_link icnblk_img figpopup" rid-figpopup="figml237t2" rid-ob="figobml237t2"><img class="small-thumb" src="/books/NBK126176/table/ml237.t2/?report=thumb" src-large="/books/NBK126176/table/ml237.t2/?report=previmg" alt="Table 2. Calculated Probe Properties for ML236 & ML237." /></a><div class="icnblk_cntnt"><h4 id="ml237.t2"><a href="/books/NBK126176/table/ml237.t2/?report=objectonly" target="object" rid-ob="figobml237t2">Table 2</a></h4><p class="float-caption no_bottom_margin">Calculated Probe Properties for ML236 & ML237. </p></div></div><p>Samples of the probes (>25 mg) and each of five analogs (>20 mg) synthesized at SBCCG were submitted to the MLSMR <b>(</b><a class="figpopup" href="/books/NBK126176/table/ml237.t3a/?report=objectonly" target="object" rid-figpopup="figml237t3a" rid-ob="figobml237t3a">Tables 3a</a> and <a class="figpopup" href="/books/NBK126176/table/ml237.t3b/?report=objectonly" target="object" rid-figpopup="figml237t3b" rid-ob="figobml237t3b">3b</a><b>)</b>, and 5 mg of the probe was provided to Dr. Reed’s lab.</p></div></div><div id="ml237.s15"><h3>2.3. Probe Preparation</h3><div id="ml237.s16"><h4><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> Preparation</h4><p>Step 1. A microwave vessel was charged with 4-(<i>tert</i>-butyl)benzonitrile (1.06 g, 6.66 mmol) and methanol (10 mL). Triethylamine (1.03 mL, 6.66 mmol) and hydroxylamine hydrochloride (460.0 mg, 6.66 mmol) were added. The tube was put in Biotage microwave reactor and was heated at 80 °C for 30 minutes. The mixture was transferred to a round bottom flask and the solvent was removed under reduced pressure. The flask was put under high vacuum for 30 minutes. The solid was dissolved in <i>N, N</i>′-dimethylformamide (10 mL). Succinic anhydride (880.0 mg, 6.66 mmol) was added. The mixture was stirred at 120 °C overnight. The solution was cooled down to room temperature. Hydrochloride solution (60 mL, 1N solution) was added. The mixture was extracted with ethyl acetate (3 × 40 mL), washed with brine (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was titrated with hexane (100 mL) and filtered. The white solid (850.0 mg, 47% for two steps) was used in the next step without further purification. <sup>1</sup>H NMR (400 MHz, CDCl<sub>3</sub>) δ 7.97 (d, <i>J</i> = 10.5 Hz, 2H), 7.49 (d, <i>J</i> = 10.3 Hz, 2H), 3.28 (t, <i>J</i> = 7.4 Hz, 2H), 3.05 (t, <i>J</i> = 7.4 Hz, 2H), 1.35 (s, 3H). ESI <i>m/z</i> 275 [M+H].</p><p>Step 2. A round-bottom flask was charged with 3-(3-(4-(tert-butyl)phenyl)-1,2,4-oxadiazol-5-yl)propanoic acid (314.0 mg, 1.24 mmol) and methylene chloride (10.0 mL) at 0 °C under N<sub>2</sub> atmosphere. Thionyl chloride (0.18 mL, 2.48 mmol, 2.0 equiv.) was added dropwise. The resulting solution was stirred for 30 minutes at 0 °C. The mixture was then stirred at room temperature for 3 hour. The solvent was removed under reduced pressure and the flask was put under high vacuum for 30 minutes. The solid was dissolved in methylene chloride (10 mL) at 0 °C under N<sub>2</sub> atmosphere. Methylamine solution (2M solution in tetrahydrofuran, 1.3 mL, 2.48 mmol, 2.0 equiv.) was added dropwise. The mixture was stirred for 1 hour at 0 °C. The solution was diluted with methylene chloride (30 mL) and was transferred to a separation funnel. The mixture was washed with saturated ammonia chloride solution (30 mL). The organic and aqueous layers were separated. The aqueous layer was extracted with methylene chloride (2 × 40 mL). The combined organic layer was washed with brine (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography eluting with 30–50% ethyl acetate/hexane to afford the desired product as a white solid (302.9 mg, 85% yield): <sup>1</sup>H NMR (400 MHz, CDCl<sub>3</sub>) δ 7.98 (d, <i>J</i> = 10.5 Hz, 2H), 7.53 (d, <i>J</i> = 10.3 Hz, 2H), 5.77 (br, s, 1H), 3.32 (t, <i>J</i> = 7.4 Hz, 2H), 2.86 (d, <i>J</i> = 4.9 Hz, 3H), 2.79 (t, <i>J</i> = 7.4 Hz, 2H), 1.37 (s, 3H). <sup>13</sup>C (100 MHz, CDCl<sub>3</sub>) δ 178.7, 170.9, 168.2, 154.6, 127.2, 125.8, 123.8, 34.9, 32.3, 31.2, 26.5, 22.5. Melting point: 120–122 °C.</p></div><div id="ml237.s17"><h4><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a> Preparation</h4><p>Step 1. A solution of 2,3-butanedione monooxime (5.80 g, 58.3 mmol) and 4-ethoxybenzaldehyde (9.30g, 62.0 mmol) in acetic acid (50 mL) was cooled down to 0 °C and HCl solution (24 mL, 96.0 mmol, 4 M in 1,4 dioxane solution) was added. The mixture was stirred at 0 °C for 3 hour. Diethyl ether (100 mL) was added to the mixture and the resulting slurry was stirred for 1 hour at 0 °C. The white precipitate was filtered and washed with ether (20 mL). The solid was transferred to a beaker and washed with water (100ml) and concentrated ammonia hydroxide solution (12 mL). The mixture was extracted with CHCl<sub>3</sub> (2 × 100 mL), washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2-(4-ethoxyphenyl)-4,5-dimethyloxazole-3-oxide as a white solid (2.8 g, 23% yield). The unstable compound was used in the next step without further purification.</p><p>Step 2. To a solution of 2-(4-ethoxyphenyl)-4,5-dimethyloxazole-3-oxide (2.8g, 12.0 mmol) in anhydrous CHCl<sub>3</sub> (20 ML) was added POCl<sub>3</sub> (1.2 mL, 13.2 mmol) dropwise at room temperature. The mixture was heated to reflux for 2 hour, cooled to room temperature, poured into ice water (100 mL), neutralized with saturated NaHCO<sub>3</sub> solution (100 mL). The mixture was extracted with CHCl<sub>3</sub> (2 × 100 mL), washed with brine and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was dissolved in hot hexane (100 mL), decanted from the insoluble dark material and cooled to 0 °C to allow the product to crystallize out. The solid was filtered and dried. Yield: 2.40 g (80%). <sup>1</sup>H NMR (400 MHz, CDCl<sub>3</sub>) δ 7.95 (d, <i>J</i> = 6.9 Hz, 2H), 6.95 (d, <i>J</i> = 8.9 Hz, 2H), 4.11 (q, <i>J</i> = 6.9 Hz, 2H), 3.81 (s, 3H), 3.38 (s, 2H), 2.39 (s, 3H), 1.48 (t, <i>J</i> = 6.9 Hz, 3H). ESI <i>m/z</i> 252 [M+H].</p><p>Step 3. A solution of NaOH (770.0 mg, 19.2 mmol) and thioglycolic acid (883.0 mg, 9.6 mmol) in MeOH (30 mL) was stirred at room temperature for 30 minutes. 4-(chloromethyl)-2-(4-ethoxyphenyl)-5-methyloxazole (2.40 g, 9.6 mmol) was added and the mixture was stirred at 65 °C for 2 hour, cooled to room temperature. The solvent was removed under reduced pressure. Hydrochloride solution (100 mL, 1N solution) was added. The mixture was extracted with ethyl acetate (2 × 80 mL), washed with brine and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was titrated with hexane (100 mL). The solid was filtered and dried. Yield: 2.3 g (79%). <sup>1</sup>H NMR (400 MHz, CDCl<sub>3</sub>) δ 7.92 (d, <i>J</i> = 6.9 Hz, 2H), 6.92 (d, <i>J</i> = 8.9 Hz, 2H), ESI <i>m/z</i> 308 [M+H].</p><p>Step 4. A round-bottom flask was charged with 2-(((2-(4-ethoxyphenyl)-5-methyloxazol-4-yl)methyl)thio)acetic acid (270.0 mg, 0.88 mmol) and methylene chloride (6.0 mL) at 0 °C. <i>N</i>,<i>N</i>-Diisopropylethylamine (0.31 mL, 1.76 mmol, 2.0 equiv.) was added followed by addition of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (260.0 mg, 1.32 mmol, 1.50 equiv.) and hydroxybenzotriazole (180.0 mg, 1.32 mmol, 1.50 equiv.). The resulting solution was stirred for 30 minutes at 0 °C. Cyclopropylamine (0.12 mL, 1.76 mmol, 2.0 equiv.) was added and the solution was stirred at room temperature overnight. The solution was diluted with methylene chloride (30 mL) and was transferred to a separation funnel. The mixture was washed with saturated ammonia chloride solution (30 mL). The organic and aqueous layers were separated. The aqueous layer was extracted with methylene chloride (2 × 30 mL). The organic layer was combined and washed with brine (30 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography eluting with 30–50% ethyl acetate/hexane to afford the desired product as a white solid (243.4 mg, 80% yield): <sup>1</sup>H NMR (400 MHz, CDCl<sub>3</sub>) δ 7.89 (d, <i>J</i> = 6.9 Hz, 2H), 7.45 (br s, 1H), 6.95 (d, <i>J</i> = 8.9 Hz, 2H), 4.09 (q, <i>J</i> = 6.9 Hz, 2H), 3.58 (s, 2H), 3.13 (s, 2H), 2.63 (m, 1H), 2.33 (s, 3H), 1.42 (t, J = 6.9 Hz, 3H), 0.71 (m, 2H), 0.43 (m, 2H). <sup>13</sup>C (100 MHz, CDCl<sub>3</sub>) δ 170.6, 160.9, 160.4, 145.1, 132.1, 127.8, 120.1, 114.8, 63.8, 35.4, 27.6, 22.9, 14.9, 10.3, 6.5. Melting point: 125–126 °C.</p></div></div></div><div id="ml237.s18"><h2 id="_ml237_s18_">3. Results</h2><div id="ml237.s19"><h3>3.1. Summary of Screening Results</h3><p>The flowchart on the right summarizes (<a class="figpopup" href="/books/NBK126176/figure/ml237.f2/?report=objectonly" target="object" rid-figpopup="figml237f2" rid-ob="figobml237f2">Figure 2</a>) the screening results for the NF-κB B- and T-Cell Assays. Following primary HTS of approximately 330,000 Molecular Libraries Small Molecules Repository (MLSMR) compounds at 4 μM in the NF-κB B-Cell Assay (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/435022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID435022</a>), 1085 initial actives (~0.33% hit rate) were obtained at a 35% activity cut-off. For a cell-based assay, the screen was robust with an average Z′ of 0.68.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml237f2" co-legend-rid="figlgndml237f2"><a href="/books/NBK126176/figure/ml237.f2/?report=objectonly" target="object" title="Figure 2" class="img_link icnblk_img figpopup" rid-figpopup="figml237f2" rid-ob="figobml237f2"><img class="small-thumb" src="/books/NBK126176/bin/ml237f2.gif" src-large="/books/NBK126176/bin/ml237f2.jpg" alt="Figure 2. Screening results and Hit validation." /></a><div class="icnblk_cntnt" id="figlgndml237f2"><h4 id="ml237.f2"><a href="/books/NBK126176/figure/ml237.f2/?report=objectonly" target="object" rid-ob="figobml237f2">Figure 2</a></h4><p class="float-caption no_bottom_margin">Screening results and Hit validation. </p></div></div><p>The 1085 compound hits from the screen were cherry-picked in-house and retested in the NF-κB B-Cell assay confirmatory assay (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/449746" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID449746</a>) at 4 μM. For the single point re-confirmatory assay, a cut-off of 30% inhibition yielded a 63% reconfirm rate resulting in a total of 486 compounds. Fresh stock solution “cherry picks” of the 486 hits were requested from the MLSMR and 470 were received (96.7%) and tested and activities (IC<sub>50</sub>) were confirmed in full 10-point dose-response titrations (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489023" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID489023</a>). In parallel, selectivity was determined against the Jurkat (T-Cell) (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489006" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID489006</a>) cell line and against the TNFα modulated pathway (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID489022</a>). Also, the cytotoxicity of the compound hits was evaluated (<a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489021" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID489021</a>). Based on the experimental results, dry powder compounds were selected for follow up studies and additional, commercially available analogues were ordered. From this we identified two series of compounds that were B-cell specific inhibitors of NF-κB activation: (1) an oxadiazole, CID665654 and (2) an oxazole, CID4174238, that both had <0.5 μM potency for inhibition of NF-κB activation in B-cells with > 80 μM potency for NF-κB activation in T-cells, and > 80 μM potency for TNFα mediated NF-κB activation.</p></div><div id="ml237.s20"><h3>3.2. Dose Response Curves for Probes</h3><div id="ml237.f3" class="figure bk_fig"><div class="graphic"><img src="/books/NBK126176/bin/ml237f3.jpg" alt="Figure 3. Dose response curves for ML236 and ML237." /></div><h3><span class="label">Figure 3</span><span class="title">Dose response curves for <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> and <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></div></div><div id="ml237.s21"><h3>3.3. Scaffold/Moiety Chemical Liabilities</h3><p>Neither the oxadiazole and oxazole scaffolds contain no standard chemical liabilities, nor do the lead molecules appear to be frequent hitters. Some drug discovery efforts around similar scaffolds have been reported (6).</p></div><div id="ml237.s22"><h3>3.4. SAR Tables</h3><p>The general SAR strategy we pursued around the oxadiazole scaffold from the screening hit, CID665654 (entry 7 in <a class="figpopup" href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object" rid-figpopup="figml237t4" rid-ob="figobml237t4">Table 4</a>) is depicted in <a class="figpopup" href="/books/NBK126176/figure/ml237.f4/?report=objectonly" target="object" rid-figpopup="figml237f4" rid-ob="figobml237f4">Figure 4</a>. Efforts were made to expand the SAR around both the aryl group (in green) as well to investigate the SAR of the amide moiety, including examining various esters as well as the parent acid (in blue). The results are covered in <a class="figpopup" href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object" rid-figpopup="figml237t4" rid-ob="figobml237t4">Tables 4</a> and <a class="figpopup" href="/books/NBK126176/table/ml237.t5/?report=objectonly" target="object" rid-figpopup="figml237t5" rid-ob="figobml237t5">5</a> below.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t4"><a href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object" title="Table 4" class="img_link icnblk_img figpopup" rid-figpopup="figml237t4" rid-ob="figobml237t4"><img class="small-thumb" src="/books/NBK126176/table/ml237.t4/?report=thumb" src-large="/books/NBK126176/table/ml237.t4/?report=previmg" alt="Table 4. SAR Analysis of B-cell Specific Inhibitors of NF-κB Activation: Oxadiazoles." /></a><div class="icnblk_cntnt"><h4 id="ml237.t4"><a href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object" rid-ob="figobml237t4">Table 4</a></h4><p class="float-caption no_bottom_margin">SAR Analysis of B-cell Specific Inhibitors of NF-κB Activation: Oxadiazoles. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml237f4" co-legend-rid="figlgndml237f4"><a href="/books/NBK126176/figure/ml237.f4/?report=objectonly" target="object" title="Figure 4" class="img_link icnblk_img figpopup" rid-figpopup="figml237f4" rid-ob="figobml237f4"><img class="small-thumb" src="/books/NBK126176/bin/ml237f4.gif" src-large="/books/NBK126176/bin/ml237f4.jpg" alt="Figure 4. General SAR strategy around oxadiazole scaffold." /></a><div class="icnblk_cntnt" id="figlgndml237f4"><h4 id="ml237.f4"><a href="/books/NBK126176/figure/ml237.f4/?report=objectonly" target="object" rid-ob="figobml237f4">Figure 4</a></h4><p class="float-caption no_bottom_margin">General SAR strategy around oxadiazole scaffold. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t5"><a href="/books/NBK126176/table/ml237.t5/?report=objectonly" target="object" title="Table 5" class="img_link icnblk_img figpopup" rid-figpopup="figml237t5" rid-ob="figobml237t5"><img class="small-thumb" src="/books/NBK126176/table/ml237.t5/?report=thumb" src-large="/books/NBK126176/table/ml237.t5/?report=previmg" alt="Table 5. SAR Analysis of B-cell Specific Inhibitors of NF-κB Activation: Oxadiazoles." /></a><div class="icnblk_cntnt"><h4 id="ml237.t5"><a href="/books/NBK126176/table/ml237.t5/?report=objectonly" target="object" rid-ob="figobml237t5">Table 5</a></h4><p class="float-caption no_bottom_margin">SAR Analysis of B-cell Specific Inhibitors of NF-κB Activation: Oxadiazoles. </p></div></div><p>As shown in <a class="figpopup" href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object" rid-figpopup="figml237t4" rid-ob="figobml237t4">Table 4</a>, oxadiazoles with unsubstituted aryl rings were inactive (entries1–5). Interestingly, amide substitution was required for selectivity over TNF-α (R<sub>2</sub>, in blue). For example, entry 6 (with an –NH<sub>2</sub> group) showed no selectivity, whereas entry 7 (with a methyl amide; a confirmed screening hit) was both highly potent towards B cells and was also highly selective. After SAR exploration with 61 other analogs (see <a class="figpopup" href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object" rid-figpopup="figml237t4" rid-ob="figobml237t4">Tables 4</a> and <a class="figpopup" href="/books/NBK126176/table/ml237.t5/?report=objectonly" target="object" rid-figpopup="figml237t5" rid-ob="figobml237t5">5</a>), the initial screening hit, CID665654, was therefore selected as one of our probes, <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> (CID665654). Other aliphatic amides were also potent, but as the size of substitution on the amide increased, various measures of selectivity decreased. For example, an ethyl amide (entry 8) was still very selective over TNF-α, but selectivity decreases from propyl (entry 11), to isopropyl (entry 12), cyclopropyl (entry 13), various butyls (entries 19) as well as larger aliphatic groups and all aromatic groups (entries 20–31). Doubly substituted amides, for example dimethyl (entry 9) and diethyl (entry 10) also showed no or poor selectivity.</p><p>Activity was also highly sensitive to substitution around the aromatic ring (R<sub>1</sub>, in green). 4-t-butyl substitution appeared optimal (as in the probe, entry 7). For example some loss of activity was observed with 4-i-propyl substitution (entry 37) and 4-n-butyl (entry 42), whereas 4-ethyl (entry 32) substitution led to complete loss of activity as well as various methyl, methoxy, ethoxy, and halo substituted compounds (entries 47–58).</p><p>Acids and esters in place of amides led to a full loss of selectivity (<a class="figpopup" href="/books/NBK126176/table/ml237.t5/?report=objectonly" target="object" rid-figpopup="figml237t5" rid-ob="figobml237t5">Table 5</a>). For example the acid derivative of <a href="/pcsubstance/?term=ML263[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML263</a> (entry 60) and methyl ester (entry 61) had no selectivity towards TNF-α (R<sub>2</sub>, in blue).</p><p>A similar SAR strategy was pursued around the oxazole scaffold is depicted in <a class="figpopup" href="/books/NBK126176/figure/ml237.f5/?report=objectonly" target="object" rid-figpopup="figml237f5" rid-ob="figobml237f5">Figure 5</a>. In addition to examining the SAR around the aryl ring (in blue) and amide (in red) as in the oxadiazoles, we also examined the effect of core substitution (in green). The results are summarized in <a class="figpopup" href="/books/NBK126176/table/ml237.t6/?report=objectonly" target="object" rid-figpopup="figml237t6" rid-ob="figobml237t6">Tables 6</a>–<a class="figpopup" href="/books/NBK126176/table/ml237.t8/?report=objectonly" target="object" rid-figpopup="figml237t8" rid-ob="figobml237t8">8</a> below. In general similar SAR trends were observed compared to the oxadiazoles, although there were some differences as noted below.</p><div class="iconblock whole_rhythm clearfix ten_col fig" id="figml237f5" co-legend-rid="figlgndml237f5"><a href="/books/NBK126176/figure/ml237.f5/?report=objectonly" target="object" title="Figure 5" class="img_link icnblk_img figpopup" rid-figpopup="figml237f5" rid-ob="figobml237f5"><img class="small-thumb" src="/books/NBK126176/bin/ml237f5.gif" src-large="/books/NBK126176/bin/ml237f5.jpg" alt="Figure 5. General SAR strategy around oxazole scaffold." /></a><div class="icnblk_cntnt" id="figlgndml237f5"><h4 id="ml237.f5"><a href="/books/NBK126176/figure/ml237.f5/?report=objectonly" target="object" rid-ob="figobml237f5">Figure 5</a></h4><p class="float-caption no_bottom_margin">General SAR strategy around oxazole scaffold. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t6"><a href="/books/NBK126176/table/ml237.t6/?report=objectonly" target="object" title="Table 6" class="img_link icnblk_img figpopup" rid-figpopup="figml237t6" rid-ob="figobml237t6"><img class="small-thumb" src="/books/NBK126176/table/ml237.t6/?report=thumb" src-large="/books/NBK126176/table/ml237.t6/?report=previmg" alt="Table 6. SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles." /></a><div class="icnblk_cntnt"><h4 id="ml237.t6"><a href="/books/NBK126176/table/ml237.t6/?report=objectonly" target="object" rid-ob="figobml237t6">Table 6</a></h4><p class="float-caption no_bottom_margin">SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t7"><a href="/books/NBK126176/table/ml237.t7/?report=objectonly" target="object" title="Table 7" class="img_link icnblk_img figpopup" rid-figpopup="figml237t7" rid-ob="figobml237t7"><img class="small-thumb" src="/books/NBK126176/table/ml237.t7/?report=thumb" src-large="/books/NBK126176/table/ml237.t7/?report=previmg" alt="Table 7. SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles." /></a><div class="icnblk_cntnt"><h4 id="ml237.t7"><a href="/books/NBK126176/table/ml237.t7/?report=objectonly" target="object" rid-ob="figobml237t7">Table 7</a></h4><p class="float-caption no_bottom_margin">SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles. </p></div></div><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t8"><a href="/books/NBK126176/table/ml237.t8/?report=objectonly" target="object" title="Table 8" class="img_link icnblk_img figpopup" rid-figpopup="figml237t8" rid-ob="figobml237t8"><img class="small-thumb" src="/books/NBK126176/table/ml237.t8/?report=thumb" src-large="/books/NBK126176/table/ml237.t8/?report=previmg" alt="Table 8. SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles." /></a><div class="icnblk_cntnt"><h4 id="ml237.t8"><a href="/books/NBK126176/table/ml237.t8/?report=objectonly" target="object" rid-ob="figobml237t8">Table 8</a></h4><p class="float-caption no_bottom_margin">SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles. </p></div></div><p>As shown in <a class="figpopup" href="/books/NBK126176/table/ml237.t6/?report=objectonly" target="object" rid-figpopup="figml237t6" rid-ob="figobml237t6">Table 6</a>, 4-substitution on the aryl ring (R<sub>1</sub>, in blue) was optimal for activity. An unsubstituted phenyl ring (entry 63) was inactive, but good activity was observed with 4-ethyl (entry 64), 4-thiomethyl (entry 65), and in particular 4-ethoxy (entry 66), which also is the screening hit representative of this oxazole scaffold, was selected as the probe (<b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>, CID4174238). All other substitutions weakened the potency or selectivity (see <a class="figpopup" href="/books/NBK126176/table/ml237.t6/?report=objectonly" target="object" rid-figpopup="figml237t6" rid-ob="figobml237t6">Tables 6</a>, <a class="figpopup" href="/books/NBK126176/table/ml237.t7/?report=objectonly" target="object" rid-figpopup="figml237t7" rid-ob="figobml237t7">7</a> and <a class="figpopup" href="/books/NBK126176/table/ml237.t8/?report=objectonly" target="object" rid-figpopup="figml237t8" rid-ob="figobml237t8">8</a>). For example, the 4-Trifluoromethoxy (entry 70), 4-n-propoxy (entry 73) and 4-n-butoxy (entry 74) were also potent and selective, but smaller groups such as 4-trifluoromethyl (entry 69), 4-methoxy (entry 67) and 4-methyl (entry 68) were only weakly active. Also, <i>ortho</i> and <i>meta</i> substituted analogs were inactive, for example 3-ethoxy (entry 71) and 2-ethoxy (entry 72). Lastly, substitution besides methyl at R<sub>2</sub> (in green) led to inactive compounds, for example phenyl substitution (entries 75 and 76).</p><p>As shown in <a class="figpopup" href="/books/NBK126176/table/ml237.t7/?report=objectonly" target="object" rid-figpopup="figml237t7" rid-ob="figobml237t7">Table 7</a>, amide substitution greatly impacted activity and selectivity, R<sub>1</sub> in green. In general smaller groups such as cyclopropyl (as in entry 66, <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>) were optimal. Methyl (entry 98), isopropyl (entry 77), propyl (entry 78), methoxymethyl (entry 81), cyclopropylmethyl (entry 104) and propargyl (entry 106) all gave compounds with good potency and for the most part selectivity. In contrast to the oxadiazole series, an unsubstituted amide (entry 100) was potent and selective. However, both the carboxylic acid (entry 101) and dimethyl amide (entry 99) either lacked selectivity or potency respectively, which was similar to the oxadiazole series. Aromatic substitution or larger groups on the amide also gave compounds that were either not potent or selective (for example entries 83–89, 91–97, 102 and 105) with the exception of furfuryl (entry 90).</p><p>Lastly, as shown in <a class="figpopup" href="/books/NBK126176/table/ml237.t8/?report=objectonly" target="object" rid-figpopup="figml237t8" rid-ob="figobml237t8">Table 8</a>, we examined a number of combinations of furfuryl at R<sub>2</sub> (in green) with additional aromatic groups (R<sub>1</sub>, in blue). However, a similar SAR trend was seen, with only 4-ethoxy (entry 90, above), 4-propoxy (entry 114) and butoxy (entry 115) giving activity, with other groups being only weakly active (entries 107–111). Also as above, the parent carboxylic acids all lacked selectivity (entries 112–113, 116–118).</p></div><div id="ml237.s23"><h3>3.5. Cellular Activity</h3><p>All of the primary and selectivity assays are cell based. Specific measures of permeability and toxicity are discussed in <a href="#ml237.s24">section 3.6</a> below.</p></div><div id="ml237.s24"><h3>3.6. Profiling Assays</h3><p>The nominated probes were evaluated in a detailed <i>in vitro</i> pharmacology screen as shown in <a class="figpopup" href="/books/NBK126176/table/ml237.t9/?report=objectonly" target="object" rid-figpopup="figml237t9" rid-ob="figobml237t9">Table 9</a>.</p><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figml237t9"><a href="/books/NBK126176/table/ml237.t9/?report=objectonly" target="object" title="Table 9" class="img_link icnblk_img figpopup" rid-figpopup="figml237t9" rid-ob="figobml237t9"><img class="small-thumb" src="/books/NBK126176/table/ml237.t9/?report=thumb" src-large="/books/NBK126176/table/ml237.t9/?report=previmg" alt="Table 9. Summary of in vitro ADME Properties of B-cell Specific Inhibitors of NF-κBActivation Probes ML236 and ML237." /></a><div class="icnblk_cntnt"><h4 id="ml237.t9"><a href="/books/NBK126176/table/ml237.t9/?report=objectonly" target="object" rid-ob="figobml237t9">Table 9</a></h4><p class="float-caption no_bottom_margin">Summary of in vitro ADME Properties of B-cell Specific Inhibitors of NF-κBActivation Probes ML236 and ML237. </p></div></div><p><b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> are moderately soluble in aqueous media at pH 5.0/6.2/7.4.</p><p>The PAMPA (<b>P</b>arallel <b>A</b>rtificial <b>M</b>embrane <b>P</b>ermeability <b>A</b>ssay) assay is used as an <i>in vitro</i> model of passive, transcellular permeability. An artificial membrane immobilized on a filter is placed between a donor and acceptor compartment. At the start of the test, drug is introduced in the donor compartment. Following the permeation period, the concentration of drug in the donor and acceptor compartments is measured using UV spectroscopy. Consistent with the predicted LogP (see <a class="figpopup" href="/books/NBK126176/table/ml237.t3a/?report=objectonly" target="object" rid-figpopup="figml237t3a" rid-ob="figobml237t3a">table 3</a>), <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> are both moderately permeable in this assay.</p><p>Plasma Protein Binding is a measure of a drug’s efficiency to bind to the proteins within blood plasma. The less bound a drug is, the more efficiently it can traverse cell membranes or diffuse. Highly plasma protein bound drugs are confined to the vascular space, thereby having a relatively low volume of distribution. In contrast, drugs that remain largely unbound in plasma are generally available for distribution to other organs and tissues. <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> show moderate binding to plasma proteins in mouse and human plasma.</p><p>Plasma Stability is a measure of the stability of small molecules and peptides in plasma and is an important parameter, which strongly can influence the <i>in vivo</i> efficacy of a test compound. Drug candidates are exposed in plasma to enzymatic processes (proteinases, esterases), and they can undergo intramolecular rearrangement or bind irreversibly (covalently) to proteins. Both <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> show excellent stability in human and mouse plasma.</p><p>The microsomal stability assay is commonly used to rank compounds according to their metabolic stability. This assay addresses the pharmacologic question of how long the parent compound will remain circulating in plasma within the body. <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> shows excellent stability in human liver microsomes (100% remaining), but poor stability (<1.0% remaining) in mouse liver homogenates, potentially limiting the utility of this probe in <i>in vivo</i> rodent models. <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> shows poor stability in both human (23% remaining) and mouse (0% remaining) liver homogenates.</p><p><b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> show no toxicity (LC<sub>50</sub> > 50 μM) toward human hepatocyctes.</p><p><b>Additional Profiling.</b> The probes, <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>, were
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profiled in the NCI-60 panel as well as a DiscoveRx screen of >200 GPCRs, nuclear receptors and
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kinases. Neither <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> nor <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML 237</a></b> showed activity in either the
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NCI-60 panel or at any of the receptors tested with the exception of the EDG2 receptor (81%
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and 90% inhibition at 10 μM for <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b>
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respectively). They were submitted to the Psychoactive Drug Screening Program (PDSP) at the
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University of North Carolina (PDSP, Bryan Roth, PI). These probes are fairly "clean". Of the 42
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GPCR receptors tested, <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> has modest activity against D4 (4.1 μM Ki),
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and Sigma 1 (8.7 μM Ki), weak activity against 5HT-2B and GABAA (>10 μM Ki), while
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<b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> has weak activity against only M3 and Sigma1 (>10 μM Ki).</p></div></div><div id="ml237.s25"><h2 id="_ml237_s25_">4. Discussion</h2><div id="ml237.s26"><h3>4.1. Comparison to existing art and how the new probe is an improvement</h3><p>Previously, a potent (~67 nM) and selective probe (<b><a href="/pcsubstance/?term=ML029[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML029</a></b>, Pubchem CID2858522) was identified as an inhibitor of the PKC-initiated NF-κB pathway after a battery of 12 secondary and counter-screen assays. However, this probe appeared potent only in the original HEK293 reporter cell line and some types of primary lymphocytes, with little potency in several other tumor cell lines. These previous findings are described in the full Center Probe Report entitled “Chemical inhibitors of antigen receptor-induced NF-κB” (<a href="https://mli.nih.gov/mli/?dl_id=454" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">https://mli.nih.gov/mli/?dl_id=454</a>). There are no patents describing inhibitors of NF-κB that are B-cell or T-cell specific.</p><p>Because of their activity in B-cells but not T-cells, the newly identified probes are superior to the previously reported pathway-selective NF-κB inhibitors that suppress signaling specifically downstream of PKC without interfering with innate immunity signaling. Cell lineage-selective compounds could serve as powerful research tools for identifying signal transduction components that differ in B-cells versus T-cells. Moreover, compounds that selectively inhibit antigen receptor and PKC-driven NF-κB activation in B-cells but not T-cells have promise for development of therapeutics that could be targeted to cessation of aberrant antibody responses without interfering with cell-mediated immunity (CMI). For example, in diseases such as rheumatoid arthritis and lupus, autoantibody production drives the pathology of these disorders. Selective suppression of humeral limb (B cell mediated) of the adaptive immune response could potentially reduce autoantibody-mediated pathology, without interfering with T-cell-mediated immunity needed for protection from viruses and cancer. Also, in B-cell malignancies (which are far more common than T-cell malignancies), selective interference with the PKC-initiated pathway for NF-κB could be used to inhibit the proliferation and survival of malignant B-cells without interfering with T-cell-mediated immune defenses against viruses. For example, activated B-cell (ABC) type non-Hodgkin’s lymphomas comprise approximately one-quarter of all lymphomas and have hyperactivity of the PKC-initiated pathway for NF-κB activation. Components of this NF-κB pathway, such as MALT1, have been validated by gene knockout and peptide inhibitors to be essential for the growth and survival of these malignant B-cells. Thus, B-cell-selective inhibitors of the PKC-initiated NF-κB pathway could provide a path forward to development of novel anticancer drugs for some common types of malignant lymphoma, where the therapy would be non-immunosuppressive thus affording a superior therapeutic index compared to currently available therapies.</p></div><div id="ml237.s27"><h3>4.2. Mechanism of Action Studies</h3><p>The mechanism of action (MOA) studies were undertaken and limited in scope to activities modulating secretion of the cytokines IL-2 and IL-8 in Jurkat T-cells. Studies characterizing effects on the modulation of IL-6 and IL-12 in the 697 pre-B-cell lines are on going and will be the subject of a future publication from Dr. Reed’s laboratory.</p><p><b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> did not show any inhibitory activity on the secretion of IL-2 and IL-8 in Jurkat T-cells at concentrations shown to inhibit NF-κB activity in B-cell (IC<sub>50</sub><i><sup>B–cells</sup></i> = 0.16 μM) but not T-cells (IC<sub>50</sub><i><sup>T–cells</sup></i> = 79.0 μM). Likewise, <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> did not show any inhibitory activity on the secretion of IL-2 and IL-8 in Jurkat T-cells at concentrations shown to inhibit NF-κB activity in B-cell (IC<sub>50</sub><i><sup>B–cells</sup></i> = 0.19 μM) but not T-cells (IC<sub>50</sub><i><sup>T–cells</sup></i> = 79.0 μM).</p></div><div id="ml237.s28"><h3>4.3. Planned Future Studies</h3><p>Currently, our immediate future plans are to establish ELISA assays to distinguish the ability of <b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b> and <b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b> to inhibit IL-6 and IL-12 secretion in B-cells. In parallel the activity of the compounds will be tested against primary cultured human lymphocytes and ABC-type lymphoma cell lines. Downstream steps in the signaling transduction cascade initiated by antigen receptors (and PKC) will be interrogated as described for the prior probe compound <b><a href="/pcsubstance/?term=ML025[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML025</a></b> (Shi, R<i>, et al. ACS Chemical Biology</i> 2010), including proteolytic processing of Bcl-10 and A20 (substrates of MALT1 protease), formation of the CARMA/Bcl-10/MALT (CBM) complex (assessed by co-immunoprecipitation experiments), phosphorylation of CARMA (determined by phosphospecific antibody immunoblotting), and ubiquitination of TRAF6 and NEMO/IKK-gamma. The goal is to elucidate the step in the pathway where the compound blocks the signaling cascade, thus providing insights into the possible cellular mechanisms of action.</p></div></div><div id="ml237.s29"><h2 id="_ml237_s29_">5. References</h2><dl class="temp-labeled-list"><dl class="bkr_refwrap"><dt>1.</dt><dd><div class="bk_ref" id="ml237.r1">McAllister-Lucas LM, Inohara N, Lucas PC, Ruland J, Benito A, Li Q, Chen S, Chen FF, Yamaoka S, Verma IM, et al. Bimp1, a MAGUK family member linking protein kinase C activation to Bcl10-mediated NF-kappaB induction. <span><span class="ref-journal">J Biol Chem. </span>2001;<span class="ref-vol">276</span>:30589–30597.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/11387339" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 11387339</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>2.</dt><dd><div class="bk_ref" id="ml237.r2">Ruefli-Brasse AA, French DM, Dixit VM. Regulation of NFkappaB-dependent lymphocyte activation and development by paracaspase. <span><span class="ref-journal">Science. </span>2003;<span class="ref-vol">302</span>:1581–1584.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/14576442" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 14576442</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>3.</dt><dd><div class="bk_ref" id="ml237.r3">Ruland J, Duncan GS, Elia A, del Barco Barrantes I, Nguyen L, Plyte S, Millar DG, Bouchard D, Wakeham A, Ohashi PS, Mak TW. Bcl10 is a positive regulator of antigen receptor-induced activation of NF-kappaB and neural tube closure. <span><span class="ref-journal">Cell. </span>2001;<span class="ref-vol">104</span>:33–42.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/11163238" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 11163238</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>4.</dt><dd><div class="bk_ref" id="ml237.r4">Thome M. CARMA1, BCL-10 and MALT1 in lymphocyte development and activation. <span><span class="ref-journal">Nat Rev Immunol. </span>2004;<span class="ref-vol">4</span>:348–359.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15122200" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15122200</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>5.</dt><dd><div class="bk_ref" id="ml237.r5">Zhao KW, Li X, Zhao Q, Huang Y, Li D, Peng ZG, Shen WZ, Zhao J, Zhou Q, Chen Z, et al. Protein kinase Cdelta mediates retinoic acid and phorbol myristate acetate-induced phospholipid scramblase 1 gene expression: its role in leukemic cell differentiation. <span><span class="ref-journal">Blood. </span>2004;<span class="ref-vol">104</span>:3731–3738.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15308560" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15308560</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>6.</dt><dd><div class="bk_ref" id="ml237.r6">DiMauro Erin F, Buchanan John L, Cheng Alan, Emkey Renee, Hitchcock Stephen A, Huang Liyue, Huang Ming Y, Janosky Brett, Lee Josie H, Li Xingwen, Martin Matthew W, Tomlinson Susan A, White Ryan D, Zheng Xiao Mei, Patel Vinod F, Fremeau Robert T Jr. Structural modifications of N-arylamide oxadiazoles: Identification of N-arylpiperidine oxadiazoles as potent and selective agonists of CB2. <span><span class="ref-journal">Bioorg Med Chem Lett. </span>2008;<span class="ref-vol">18</span>:4267–4274.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/18640038" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18640038</span></a>]</div></dd></dl></dl></div><div id="ml237.s30"><h2 id="_ml237_s30_">6. Supplementary Information</h2><div id="ml237.s31"><h3>6.1. Assay Details</h3><div id="ml237.s32"><h4>NF-κB B-Cell Primary Assay and Dose Response Protocol</h4><div id="ml237.s33"><h5>Assay materials</h5><ol><li class="half_rhythm"><div>697 NF-kB-Luc cell line obtained from Dr. Reed’s lab</div></li><li class="half_rhythm"><div>RPMI phenol red (−), Mediatech Car # 17105CV</div></li><li class="half_rhythm"><div>Fetal Bovine Serum, Hyclone cat # SH30396.03HI</div></li><li class="half_rhythm"><div>L-glutamine. Omega Scientific cat # GS-60</div></li><li class="half_rhythm"><div>Na-pyruvate, Sigma cat # S8636-100M</div></li><li class="half_rhythm"><div>Penn/Strep, Omega Scientific cat # PS-20</div></li><li class="half_rhythm"><div>PMA, Calbiochem cat # 524400</div></li><li class="half_rhythm"><div>Ionomycin, Calbiochem cat # 407950</div></li><li class="half_rhythm"><div>SteadyGlo, Promega cat # E2550</div></li></ol><div id="ml237.s34"><h5>Day 1 Procedure</h5><ol><li class="half_rhythm"><div>Harvest 697 NF-κB-Luc at 2,000,000 cells/mL density. Spin, re-suspend in assay media, count.</div></li><li class="half_rhythm"><div>Seed 15000 cells/well in 3 μL/well 697 NF-kB-Luc to full plate- Aurora 1536 low base white plate # 00029846 plate or non-TC-treated equivalent.</div></li><li class="half_rhythm"><div>Plate with Kalypsys dispenser</div></li><li class="half_rhythm"><div>Spin down plates @ 500 RPM for 1 min.</div></li><li class="half_rhythm"><div>Dispense 10 nL 100% DMSO compounds (col 5–48) & 10nL 100% DMSO controls (col 1–4) to plates with Echo 555 (Labcyte) acoustic dispenser (For dose response assays, the appropriate volume and concentration of 10 mM test compounds is transferred to assay plate to achieve desired final assay concentration and range. Wells are backfilled with DMSO to equalize DMSO concentrations between wells)</div></li><li class="half_rhythm"><div>Incubate plate for 1 hour in 37°C 5% CO<sub>2</sub>.</div></li><li class="half_rhythm"><div>Add 2μL PMA/Ionomycin working dilution (6.5 ng/mL PMA/3.25 ng/mL Ionomycin) in assay media to col 3–48 and no agonist media to col 1 and 2 with Kalypsys dispenser.</div></li><li class="half_rhythm"><div>Spin down plates @ 1000 RPM for 1 min.</div></li><li class="half_rhythm"><div>Lid plates with Kalypsys plate lids.</div></li><li class="half_rhythm"><div>Incubate plate overnight (16 hours) in 37°C 5% CO<sub>2</sub> incubator.</div></li></ol></div><div id="ml237.s35"><h5>Day 2 Procedure</h5><ol><li class="half_rhythm"><div>Remove lid and incubate plate for 10 min in at room temp.</div></li><li class="half_rhythm"><div>Add 3 μL/well SteadyGlo with Kalypsys dispenser</div></li><li class="half_rhythm"><div>Spin plates @ 2000 RPM for 2 min, lid plate and incubate for 10 min at room temp.</div></li><li class="half_rhythm"><div>Read luminescence on Envision Ultra sensitive Luminescent protocol for white Aurora 1536 low base white plate # 00029846</div></li></ol></div></div></div><div id="ml237.s36"><h4>NF-κB T-Cell Primary Assay and Dose Response Protocol</h4><div id="ml237.s37"><h5>Assay materials</h5><ol><li class="half_rhythm"><div>Jurkat NF-kB cell line obtained from Dr. Reed’s lab</div></li><li class="half_rhythm"><div>RPMI phenol red (−), Mediatech Car # 17105CV</div></li><li class="half_rhythm"><div>Fetal Bovine Serum, Hyclone cat # SH30396.03HI</div></li><li class="half_rhythm"><div>L-glutamine. Omega Scientific cat # GS-60</div></li><li class="half_rhythm"><div>Na-pyruvate, Sigma cat # S8636-100M</div></li><li class="half_rhythm"><div>Penn/Strep, Omega Scientific cat # PS-20</div></li><li class="half_rhythm"><div>PMA, Calbiochem cat # 524400</div></li><li class="half_rhythm"><div>Ionomycin, Calbiochem cat # 407950</div></li><li class="half_rhythm"><div>SteadyGlo, Promega cat # E2550</div></li></ol><div id="ml237.s38"><h5>Day 1 Procedure</h5><ol><li class="half_rhythm"><div>Harvest Jurkat NF-κB-Luc at 1000,000 cells/mL density. Spin, resuspend in assay media, count.</div></li><li class="half_rhythm"><div>Seed 8000 cells/well in 3 μL/well to full plate Jurkat NF-κB -Luc to white Aurora 1536 low base white plate # 00029846 plate or non-TC-treated equivalent.</div></li><li class="half_rhythm"><div>Plate with Kalypsys dispenser</div></li><li class="half_rhythm"><div>Spin down plates @ 500 RPM for 1 min.</div></li><li class="half_rhythm"><div>Dispense 10nL 100% DMSO compounds (col 5–48) & 10 nL 100% DMSO controls (col 1–4) to plates with Echo 555 (Labcyte) acoustic dispenser (For dose response assays, the appropriate volume and concentration of 10 mM test compounds is transferred to assay plate to achieve desired final assay concentration and range. Wells are backfilled with DMSO to equalize DMSO concentrations between wells)</div></li><li class="half_rhythm"><div>Incubate plate for 1 hour in 37°C 5% CO<sub>2</sub>.</div></li><li class="half_rhythm"><div>Add 2μL PMA/Ionomycin working dilution (7.5 ng/mL PMA/3.75 ng/mL Ionomycin) in assay media to col 3–48 and no agonist media to col 1 and 2 with Kalypsys dispenser.</div></li><li class="half_rhythm"><div>Spin down plates @ 1000 RPM for 1 min.</div></li><li class="half_rhythm"><div>Lid plates with Kalypsys plate lids.</div></li><li class="half_rhythm"><div>Incubate plate overnight (16 hours) in 37°C 5% CO<sub>2</sub> incubator.</div></li></ol></div><div id="ml237.s39"><h5>Day 2 Procedure</h5><ol><li class="half_rhythm"><div>Remove lid and incubate plate for 10 min in at room temp.</div></li><li class="half_rhythm"><div>Add 3μL/well SteadyGlo with Kalypsys dispenser</div></li><li class="half_rhythm"><div>Spin plates @ 2000 RPM for 2 min, lid plate and incubate for 10 min at room temp.</div></li><li class="half_rhythm"><div>Read luminescence on Envision Ultra sensitive Luminescent protocol for white Aurora 1536 low base white plate # 00029846</div></li></ol></div></div></div><div id="ml237.s40"><h4>TNF-a NF-κB induction Assay: Dose Response</h4><div id="ml237.s41"><h5>Assay materials</h5><ol><li class="half_rhythm"><div>HEK-293-T NF-κB-Luc cell line obtained from Dr. Reed’s lab’s laboratory</div></li><li class="half_rhythm"><div>Assay Media: DMEM with no phenol red (Gibco 31053 or Hyclone SH30585.02), 2mM L-glutamine (omega sci GS-60 200mM), 1mM Na-pyruvate (Sigma S8636-100ML 100mM), 50IU/ml Penn/Strep(omega scientific PS-20 5000 IU/mL)</div></li><li class="half_rhythm"><div>Recombinant Human TNF-alpha, CF, (R&D Systems 210-TA-010/CF)</div></li><li class="half_rhythm"><div>SteadyGlo (Promega E2550)</div></li><li class="half_rhythm"><div>Assay plate: 1536-well, TC-treated, black plate (Corning 3893)</div></li></ol><div id="ml237.s42"><h5>Day 1 Procedure</h5><ol><li class="half_rhythm"><div>Harvest HEK-293-T NF-κB-Luc at 100% confluency</div></li><li class="half_rhythm"><div>Make cells suspension at 1X for final seeding density of 6000 cells/well in 5μL well volume.</div></li><li class="half_rhythm"><div>Add TNF-a to 1X cell suspension at 0.1 ng/mL.</div></li><li class="half_rhythm"><div>Dispense 6000 cells/well in 5 μL of assay media into col. 5–48 of assay plate</div></li><li class="half_rhythm"><div>Dispense 5 μL/well of assay media into col. 1–4 of assay plate</div></li><li class="half_rhythm"><div>Spin down plates at 1000 rpm for 1 min in an Eppendorf 5810 centrifuge</div></li><li class="half_rhythm"><div>With LabCyte Echo, dispense varying volumes of test compounds in DMSO into assay plate wells (Col. 5–44) to achieve appropriate dose response concentrations and range. Backfill test compound wells with DMSO to equilibrate DMSO concentrations. Transfer equal volumes of DMSO to control wells (Col. 1–4, 45–48). Maximum concentration of DMSO should be 1%.</div></li><li class="half_rhythm"><div>Lid Plates. Sandwich 4 plates between 2 lidded 384 plates filled with H<sub>2</sub>O</div></li><li class="half_rhythm"><div>Wrap plates securely in single layer of Plastic Wrap (Saran Wrap PVDC version).</div></li><li class="half_rhythm"><div>Incubate overnight (14 hours) in 37°C 5% CO<sub>2</sub> incubator</div></li></ol></div><div id="ml237.s43"><h5>Day 2 Procedure</h5><ol><li class="half_rhythm"><div>Add 3 μL/well SteadyGlo to each well with Multidrop.</div></li><li class="half_rhythm"><div>Spin plates at 1000 rpm for 1 minute on Eppendorf 5810 centrifuge</div></li><li class="half_rhythm"><div>Read luminescence on Perkin-Elmer EnVision</div></li></ol></div></div></div><div id="ml237.s44"><h4>Cytotoxicity Assay: Dose Response</h4><div id="ml237.s45"><h5>Assay materials</h5><ol><li class="half_rhythm"><div>HEK-293-T NF-κB-Luc cell line obtained from Dr. Reed’s lab’s laboratory</div></li><li class="half_rhythm"><div>Assay Media: DMEM with no phenol red (Gibco 31053 or Hyclone SH30585.02), 2mM L-glutamine (omega sci GS-60 200mM), 1mM Na-pyruvate (Sigma S8636-100ML 100mM), 50IU/ml Penn/Strep(omega scientific PS-20 5000 IU/mL)</div></li><li class="half_rhythm"><div>Resazurin (Sigma-Aldrich R7017)</div></li><li class="half_rhythm"><div>Assay plate: 1536-well, TC-treated, black plate (Corning 3893)</div></li></ol><div id="ml237.s46"><h5>Day 1 Procedure</h5><ol><li class="half_rhythm"><div>Harvest HEK-293-T NF-κB-Luc at 100% confluency</div></li><li class="half_rhythm"><div>Make cells suspension at 1X for final seeding density of 6000 cells/well in 5μL well volume.</div></li><li class="half_rhythm"><div>Dispense 6000 cells/well in 5 μL of assay media into col. 5–48 of assay plate</div></li><li class="half_rhythm"><div>Dispense 5 μL/well of assay media into col. 1–4 of assay plate as positive control.</div></li><li class="half_rhythm"><div>Spin down plates at 1000 rpm for 1 min in an Eppendorf 5810 centrifuge</div></li><li class="half_rhythm"><div>With LabCyte Echo, dispense varying volumes of test compounds in DMSO into assay plate wells (Col. 5–44) to achieve appropriate dose response concentrations and range. Backfill test compound wells with DMSO to equilibrate DMSO concentrations. Transfer equal volumes of DMSO to control wells (Col. 1–4, 44–48). Maximum concentration of DMSO should be 1%.</div></li><li class="half_rhythm"><div>Lid Plates. Sandwich 4 plates between 2 lidded 384 plates filled with H<sub>2</sub>O</div></li><li class="half_rhythm"><div>Wrap plates securely in single layer of Plastic Wrap (Saran Wrap PVDC version).</div></li><li class="half_rhythm"><div>Incubate overnight (14 hours) in 37°C 5% CO<sub>2</sub> incubator</div></li></ol></div><div id="ml237.s47"><h5>Day 2 Procedure</h5><ol><li class="half_rhythm"><div>Dispense 20nL of 2mM Resazarin in DMSO (FAC is 8uM) with LabCyte Echo to all wells of assay plate</div></li><li class="half_rhythm"><div>Lid Plates. Sandwich 4 plates between 2 lidded 384 plates filled with H<sub>2</sub>O</div></li><li class="half_rhythm"><div>Wrap plates securely in single layer of Plastic Wrap (Saran Wrap PVDC version).</div></li><li class="half_rhythm"><div>Incubate for 1 hour in 37°C 5% CO<sub>2</sub> incubator</div></li><li class="half_rhythm"><div>Top read Fluorescence Intensity (Ex. 531, Em. 595nm) on Perkin-Elmer EnVision</div></li></ol></div></div></div></div><div id="ml237.s48"><h3>6.2. Critical Path Flowchart for NF-κB B-cell Inhibitors</h3><p>The critical path for the selection of the probe and intended further studies for the probe are shown below. The actual assay was conducted as comparative screen for each cell type and the differential activities were used to define whether a compound was B-, T- or B & T-cell dual selective.</p><div id="ml237.fu5" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Critical%20Path%20Flowchart%20for%20NF-%003BAB%20B-Cell%20Inhibitors.&p=BOOKS&id=126176_ml237fu12.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/NBK126176/bin/ml237fu12.jpg" alt="Critical Path Flowchart for NF-κB B-Cell Inhibitors." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title">Critical Path Flowchart for NF-κB B-Cell Inhibitors</span></h3></div></div><div id="ml237.s49"><h3>6.3. Supplementary Information for Probe Characterization</h3><p id="ml237.fu6"><a href="/books/NBK126176/figure/ml237.fu6/?report=objectonly" target="object" rid-ob="figobml237fu6" class="figpopup"><sup>1</sup>H & <sup>13</sup>C NMR Spectra and LC/MS Data for ML236</a></p><p id="ml237.fu7"><a href="/books/NBK126176/figure/ml237.fu7/?report=objectonly" target="object" rid-ob="figobml237fu7" class="figpopup"><sup>1</sup>H & <sup>13</sup>C NMR Spectra and LC/MS Data for ML237</a></p></div></div><div id="bk_toc_contnr"></div></div></div><div class="fm-sec"><h2 id="_NBK126176_pubdet_">Publication Details</h2><h3>Author Information and Affiliations</h3><p class="contrib-group"><h4>Authors</h4><span itemprop="author">Jun Pu</span>, <span itemprop="author">Michael Hedrick</span>, <span itemprop="author">Paul Diaz</span>, <span itemprop="author">Daniela Divlianska</span>, <span itemprop="author">Mahesh Peddibhotla</span>, <span itemprop="author">Paul Hershberger</span>, <span itemprop="author">Palak Gosalia</span>, <span itemprop="author">Monika Milewski</span>, <span itemprop="author">Linda Li</span>, <span itemprop="author">Brock Brown</span>, <span itemprop="author">Gavin Magnuson</span>, <span itemprop="author">Gregory P Roth</span>, <span itemprop="author">Eduard Sergienko</span>, <span itemprop="author">Eigo Suyama</span>, <span itemprop="author">Eliot Sugarman</span>, <span itemprop="author">Kevin Nguyen</span>, <span itemprop="author">Alka Mehta</span>, <span itemprop="author">Stefan Vasile</span>, <span itemprop="author">Ying Su</span>, <span itemprop="author">Shenghua Shi</span>, <span itemprop="author">Derek Stonich</span>, <span itemprop="author">Hung Nguyen</span>, <span itemprop="author">Fu-Yue Zeng</span>, <span itemprop="author">Arianna Mangravita Novo</span>, <span itemprop="author">Michael Vicchiarelli</span>, <span itemprop="author">Jena Diwan</span>, <span itemprop="author">Thomas DY Chung</span>, <span itemprop="author">Carina Wimer</span>, <span itemprop="author">Ricardo G Correa</span>, <span itemprop="author">Anthony B Pinkerton</span>, and <span itemprop="author">John C Reed</span>.</p><h3>Publication History</h3><p class="small">Received: <span itemprop="datePublished">March 31, 2011</span>; Last Update: <span itemprop="dateModified">November 21, 2011</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>Pu J, Hedrick M, Diaz P, et al. B-cell Specific Inhibitors of NF-κB Activation. 2011 Mar 31 [Updated 2011 Nov 21]. 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/ml238/?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/ml233/?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="figobml237fu1"><div id="ml237.fu1" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu1.jpg" alt="ML236." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></span></h3></div></article><article data-type="fig" id="figobml237fu2"><div id="ml237.fu2" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu2.jpg" alt="ML237." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></div></article><article data-type="table-wrap" id="figobml237tu1"><div id="ml237.tu1" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.tu1/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.tu1_lrgtbl__"><table><thead><tr><th id="hd_h_ml237.tu1_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID/ML#</th><th id="hd_h_ml237.tu1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Target Name</th><th id="hd_h_ml237.tu1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">IC<sub>50</sub> (nM) [SID, AID]</th><th id="hd_h_ml237.tu1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Anti-target Name(s)</th><th id="hd_h_ml237.tu1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">IC<sub>50</sub> (μM) (selectivity) [SID, AID]</th></tr><tr><th headers="hd_h_ml237.tu1_1_1_1_1 hd_h_ml237.tu1_1_1_1_2 hd_h_ml237.tu1_1_1_1_3 hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_1_5" id="hd_h_ml237.tu1_1_1_2_1" colspan="5" rowspan="1" style="text-align:center;vertical-align:top;">
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<span class="hr"></span></th></tr></thead><tbody><tr><td headers="hd_h_ml237.tu1_1_1_1_1 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID665654<br /><b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b></td><td headers="hd_h_ml237.tu1_1_1_1_2 hd_h_ml237.tu1_1_1_2_1" rowspan="3" colspan="1" style="text-align:center;vertical-align:top;">NF-κB activation in B-cells</td><td headers="hd_h_ml237.tu1_1_1_1_3 hd_h_ml237.tu1_1_1_2_1" rowspan="3" colspan="1" style="text-align:center;vertical-align:top;">34.9 nM<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061970" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061970</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504485" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504485</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504487" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504487</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504489" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504489</a></td><td headers="hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NF-κB activation in T-cells</td><td headers="hd_h_ml237.tu1_1_1_1_5 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79 μM (>2263X)<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061970" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061970</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504512" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504512</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504514" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504514</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504516" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504516</a></td></tr><tr><td headers="hd_h_ml237.tu1_1_1_1_1 hd_h_ml237.tu1_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;"><i>Oxadiazole</i></td><td headers="hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNFα-mediated NF-κB activation</td><td headers="hd_h_ml237.tu1_1_1_1_5 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">53.2 μM (>1524X)<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061970" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061970</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504506" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504506</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504517" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504517</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504518" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504518</a></td></tr><tr><td headers="hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotoxicity</td><td headers="hd_h_ml237.tu1_1_1_1_5 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79 μM<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061970" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061970</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493251" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID493251</a></td></tr><tr><td headers="hd_h_ml237.tu1_1_1_1_1 hd_h_ml237.tu1_1_1_2_1 hd_h_ml237.tu1_1_1_1_2 hd_h_ml237.tu1_1_1_1_3 hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_1_5" colspan="5" rowspan="1" style="text-align:center;vertical-align:top;">
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<span class="hr"></span></td></tr><tr><td headers="hd_h_ml237.tu1_1_1_1_1 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID4174238<br /><b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b></td><td headers="hd_h_ml237.tu1_1_1_1_2 hd_h_ml237.tu1_1_1_2_1" rowspan="3" colspan="1" style="text-align:center;vertical-align:top;">NF-κB activation in B-cells</td><td headers="hd_h_ml237.tu1_1_1_1_3 hd_h_ml237.tu1_1_1_2_1" rowspan="3" colspan="1" style="text-align:center;vertical-align:top;">190 nM<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061890</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504485" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504485</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504487" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504487</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504489" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504489</a></td><td headers="hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">NF-κB activation in T-cells</td><td headers="hd_h_ml237.tu1_1_1_1_5 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79 μM (>379X)<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061890</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504512" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504512</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504514" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504514</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504516" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504516</a></td></tr><tr><td headers="hd_h_ml237.tu1_1_1_1_1 hd_h_ml237.tu1_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;"><i>oxazole</i></td><td headers="hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNFα-mediated NF-κB activation</td><td headers="hd_h_ml237.tu1_1_1_1_5 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79 μM (>379X)<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061890</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504506" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID504506</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504517" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504517</a>, <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504518" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504518</a></td></tr><tr><td headers="hd_h_ml237.tu1_1_1_1_4 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotoxicity</td><td headers="hd_h_ml237.tu1_1_1_1_5 hd_h_ml237.tu1_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79 μM<br /><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">SID103061890</a><br /><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493251" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">AID493251</a></td></tr></tbody></table></div></div></article><article data-type="table-wrap" id="figobml237t1"><div id="ml237.t1" class="table"><h3><span class="label">Table 1</span><span class="title">Summary of Assays and AIDs</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t1/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t1_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">PubChemBioAssay Name</th><th id="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">AIDs</th><th id="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Probe Type</th><th id="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Assay Type</th><th id="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Assay Format</th><th id="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Assay Detection & well format</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Summary assay for the identification of chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation.[Summary]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/435025" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">435025</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Summary</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">N/A</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">N/A</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">uHTS luminescence assay for the identification of chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation [Primary Screening]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/435022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">435022</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Primary</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Single concentration confirmation of chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation [Primary Screening]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/449746" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">449746</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Confirmatory (Cherry Pick)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Dose response confirmation of uHTS of chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation in a 697B cell line using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489023" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">489023</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Confirmatory (DMSO Dose Response)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">SAR Analysis of small molecule inhibitors of B-cell specific antigen receptor-induced NF-κB activation in a 697B cell line using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504485" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504485</a>; <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504508" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504508</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Confirmatory (Dry Powder)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Dose response cytotoxicity of uHTS chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation in a HEK-293T cell line using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489021" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">489021</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary (DMSO DR)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Fluorescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">SAR analysis of small molecule cytotoxicity in HEK293 cells for activators of NF-kappaB using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/493251" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">493251</a>; <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504528" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504528</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary (Dry Powder)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Fluorescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Dose response counterscreen of uHTS chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation in a HEK-293T cell line using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489022" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">489022</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary (DMSO DR)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">SAR Analysis of small molecule inhibitors of B-cell specific antigen receptor-induced NF-κB activation in a HEK-293T cell line using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504518" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504518</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary (Dry Powder)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Dose Response selectivity of uHTS chemical inhibitors of B-cell specific antigen receptor-induced NF-κB activation in Jurkat cells using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/489006" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">489006</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary (DMSO DR)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr><tr><td headers="hd_h_ml237.t1_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">SAR Analysis of small molecule inhibitors of B-cell specific antigen receptor-induced NF-κB activation in a Jurkat cell line using a luminescence assay [Confirmatory]</td><td headers="hd_h_ml237.t1_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504516" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504516</a>; <a href="https://pubchem.ncbi.nlm.nih.gov/bioassay/504515" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">504515</a></td><td headers="hd_h_ml237.t1_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Inhibitor</td><td headers="hd_h_ml237.t1_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Secondary (Dry Powder)</td><td headers="hd_h_ml237.t1_1_1_1_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cell-based</td><td headers="hd_h_ml237.t1_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Luminescence & 1536 well</td></tr></tbody></table></div></div></article><article data-type="fig" id="figobml237fu3"><div id="ml237.fu3" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu3.jpg" alt="ML236." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></span></h3></div></article><article data-type="fig" id="figobml237fu4"><div id="ml237.fu4" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu4.jpg" alt="ML237." /></div><h3><span class="title"><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></div></article><article data-type="fig" id="figobml237f6"><div id="ml237.f6" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f6.jpg" alt="Scheme 1. Synthesis of ML236, conditions." /></div><h3><span class="label">Scheme 1</span><span class="title">Synthesis of <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a>, conditions</span></h3><div class="caption"><p>a. Hydroxylamine hydrochloride, triethylamine, methanol, 80 °C, 30 minutes; b. succinic anhydride, DMF, 120 °C, overnight, 47% for two steps; c. thionyl chloride, methylene chloride, 0 °C to room temperature, 3 hours; d. methylamine, methylene chloride, 0 °C to room temperature, overnight, 85% for two steps.</p></div></div></article><article data-type="fig" id="figobml237f7"><div id="ml237.f7" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f7.jpg" alt="Scheme 2. Synthesis of ML237, conditions." /></div><h3><span class="label">Scheme 2</span><span class="title">Synthesis of <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a>, conditions</span></h3><div class="caption"><p>a. acetic acid, hydrochloric acid (aq), 0 °C, 3 hours, 23%; b. POCl<sub>3</sub>, chloroform, refluxing, 2 hours, 80%; c. thioglycolic acid, sodium hydroxide, methanol, 65 °C, 2 hours, 79%; d. cyclopropylamine, EDCI, HOBt, diisopropylethylamine, methylene chloride, 0 °C to room temperature, overnight, 80%.</p></div></div></article><article data-type="table-wrap" id="figobml237t3a"><div id="ml237.t3a" class="table"><h3><span class="label">Table 3a</span><span class="title">Probe and Analog Submissions to MLSMR (BioFocus DPI) for B-cell Specific Inhibitors of NF-κBActivation</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t3a/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t3a_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml237.t3a_1_1_1_1" colspan="8" rowspan="1" style="text-align:center;vertical-align:middle;">Probe <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML 236</a>-CID665654</th></tr><tr><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Probe/Analog</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">MLS_ID (SBCCG)</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">MLS_ID (MLSMR)</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SID</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Source (vendor or SBCCG syn)</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Amt (mg)</th><th headers="hd_h_ml237.t3a_1_1_1_1" id="hd_h_ml237.t3a_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Date ordered/submitted</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Probe<br /><b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b></td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0016382</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448165</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">665654</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061876" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061876</a></td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">46.9</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 1</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0013618</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448166</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">665747</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061878" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061878</a></td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.4</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 2</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0454558</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448167</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50898042</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067520" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067520</a></td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.9</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 3</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0454559</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448168</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">18148563</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067521" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067521</a></td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">29.6</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 4</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0454562</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448169</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50898027</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067523" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067523</a></td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.9</td><td headers="hd_h_ml237.t3a_1_1_1_1 hd_h_ml237.t3a_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr></tbody></table></div></div></article><article data-type="table-wrap" id="figobml237t3b"><div id="ml237.t3b" class="table"><h3><span class="label">Table 3b</span><span class="title">Probe and Analog Submissions to MLSMR (BioFocus DPI) for B-cell Specific Inhibitors of NF-κBActivation</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t3b/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t3b_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml237.t3b_1_1_1_1" colspan="8" rowspan="1" style="text-align:center;vertical-align:middle;">Probe <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML 237</a>-CID4174238</th></tr><tr><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Probe/Analog</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">MLS_ID (SBCCG)</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">MLS_ID (MLSMR)</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SID</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Source (vendor or SBCCG syn)</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Amt (mg)</th><th headers="hd_h_ml237.t3b_1_1_1_1" id="hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Date ordered/submitted</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Probe<br /><b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0368278</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448159</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">4174238</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061890</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">29.2</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 1</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0362296</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448160</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">6622243</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061885" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061885</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">23.0</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 2</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0052895</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448161</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3237327</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061891" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061891</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.1</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 3</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0454588</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448162</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50898056</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067550" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067550</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.8</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 4</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0454602</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448163</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50898021</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067564" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067564</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">23.2</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 5</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0454577</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448164</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">50898054</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067539" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067539</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">21.1</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr><tr><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">Analog 5</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">0445868</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">003448170</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">49787124</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061879" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061879</a></td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">SBCCG syn</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">20.5</td><td headers="hd_h_ml237.t3b_1_1_1_1 hd_h_ml237.t3b_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">3/23/2011</td></tr></tbody></table></div></div></article><article data-type="fig" id="figobml237f1"><div id="ml237.f1" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f1.jpg" alt="Figure 1. Stability of ML236 and ML237 in PBS." /></div><h3><span class="label">Figure 1</span><span class="title">Stability of <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> and <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a> in PBS</span></h3></div></article><article data-type="table-wrap" id="figobml237tu2"><div id="ml237.tu2" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.tu2/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.tu2_lrgtbl__"><table><thead><tr><th id="hd_h_ml237.tu2_1_1_1_1" rowspan="3" colspan="1" headers="hd_h_ml237.tu2_1_1_1_1" style="text-align:right;vertical-align:top;">Time (hr)</th><th id="hd_h_ml237.tu2_1_1_1_2" colspan="2" rowspan="1" style="text-align:center;vertical-align:bottom;">% Remaining</th></tr><tr><th headers="hd_h_ml237.tu2_1_1_1_2" id="hd_h_ml237.tu2_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:bottom;"><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></th><th headers="hd_h_ml237.tu2_1_1_1_2" id="hd_h_ml237.tu2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:bottom;"><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></th></tr><tr><th headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1" id="hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:bottom;"><a href="/protein/814057825/?report=GenPept" class="bk_tag" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=genpept">CID65654</a></th><th headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2" id="hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:bottom;">CID4174238</th></tr></thead><tbody><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;"></td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS-016382</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS-0368278</td></tr><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td></tr><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">3</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">95.16</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">95.28</td></tr><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">6</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td></tr><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">24</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">93.5</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">99.9</td></tr><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">28</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">90.38</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td></tr><tr><td headers="hd_h_ml237.tu2_1_1_1_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">48</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_1 hd_h_ml237.tu2_1_1_3_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">79.5</td><td headers="hd_h_ml237.tu2_1_1_1_2 hd_h_ml237.tu2_1_1_2_2 hd_h_ml237.tu2_1_1_3_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td></tr></tbody></table></div></div></article><article data-type="table-wrap" id="figobml237t2"><div id="ml237.t2" class="table"><h3><span class="label">Table 2</span><span class="title">Calculated Probe Properties for <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> & <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t2/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t2_lrgtbl__"><table class="no_top_margin"><thead><tr><th id="hd_h_ml237.t2_1_1_1_1" rowspan="2" colspan="1" headers="hd_h_ml237.t2_1_1_1_1" style="text-align:left;vertical-align:middle;">Calculated Property</th><th id="hd_h_ml237.t2_1_1_1_2" colspan="2" rowspan="1" style="text-align:center;vertical-align:bottom;">Value</th></tr><tr><th headers="hd_h_ml237.t2_1_1_1_2" id="hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:bottom;"><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a><br />CID665654</th><th headers="hd_h_ml237.t2_1_1_1_2" id="hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:bottom;"><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a><br />CID4174238</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Molecular Weight [g/mol]</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">287.3568</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">346.4439</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Molecular Formula</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">C<sub>16</sub>H<sub>21</sub>N<sub>3</sub>O<sub>2</sub></td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">C<sub>18</sub>H<sub>22</sub>N<sub>2</sub>O<sub>3</sub>S</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">XLogP3-AA</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">3</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">3.1</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">H-Bond Donor</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">1</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">1</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">H-Bond Acceptor</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">4</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">4</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Rotatable Bond Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">5</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">8</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Tautomer Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">6</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">2</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Exact Mass</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">287.1634</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">346.1351</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">MonoIsotopic Mass</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">287.1634</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">346.1351</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Topological Polar Surface Area</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">68</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">89.7</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Heavy Atom Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">21</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">24</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Formal Charge</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Complexity</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">346</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">411</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Isotope Atom Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Defined Atom StereoCenter Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Undefined Atom StereoCenter Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Defined Bond StereoCenter Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Undefined Bond StereoCenter Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">0</td></tr><tr><td headers="hd_h_ml237.t2_1_1_1_1" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Covalently-Bonded Unit Count</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_1" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">1</td><td headers="hd_h_ml237.t2_1_1_1_2 hd_h_ml237.t2_1_1_2_2" rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">1</td></tr></tbody></table></div></div></article><article data-type="fig" id="figobml237f2"><div id="ml237.f2" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f2.jpg" alt="Figure 2. Screening results and Hit validation." /></div><h3><span class="label">Figure 2</span><span class="title">Screening results and Hit validation</span></h3></div></article><article data-type="fig" id="figobml237f3"><div id="ml237.f3" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f3.jpg" alt="Figure 3. Dose response curves for ML236 and ML237." /></div><h3><span class="label">Figure 3</span><span class="title">Dose response curves for <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> and <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></div></article><article data-type="table-wrap" id="figobml237t4"><div id="ml237.t4" class="table"><h3><span class="label">Table 4</span><span class="title">SAR Analysis of B-cell Specific Inhibitors of NF-κB Activation: Oxadiazoles</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t4/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t4_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml237.t4_1_1_1_1" colspan="7" rowspan="1" style="text-align:center;vertical-align:middle;">
|
|
<div class="graphic"><img src="/books/NBK126176/bin/ml237fu5.jpg" alt="Image ml237fu5.jpg" /></div></th><th id="hd_h_ml237.t4_1_1_1_2" colspan="4" rowspan="1" style="text-align:center;vertical-align:top;">Potency (μM)<br />Ave. ± <i>S.E.M.</i> (stdv/sqrt (n))<br />(n = 4)<br /><i>if number of replicates is different than the default it is noted in parentheses</i></th></tr><tr><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Entry</th><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID</th><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">SID</th><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS</th><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S/P</th><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>1</sub></th><th headers="hd_h_ml237.t4_1_1_1_1" id="hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>2</sub></th><th headers="hd_h_ml237.t4_1_1_1_2" id="hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">B Cell</th><th headers="hd_h_ml237.t4_1_1_1_2" id="hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">T Cell</th><th headers="hd_h_ml237.t4_1_1_1_2" id="hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNF-α</th><th headers="hd_h_ml237.t4_1_1_1_2" id="hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotox</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">1</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">3159503</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061895" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061895</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">0445876</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061904" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061904</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159505</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061892" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061892</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445873</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9210155</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067527" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067527</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454567</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898022</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067515" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067515</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454500</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">s-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">5</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2025988</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067526" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067526</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454565</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">6</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">666941</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061877" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061877</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">0047254</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.19 ± 0.00 (2), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.78 ± 0.36 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061973" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061973</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.55 (1), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.26 ± 0.04 (2), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.48 ± 0.18 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">7</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">665654</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061876" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061876</a> screen hit</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">0016382</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">66.80 ± 4.72 (2),</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061970" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061970</a> Probe</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">0.03 ± 0.01 (4), <0.16 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">53.20 ± 2.57 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">8</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">665747</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061878" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061878</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0013618</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.03 ± 0.01 (4), <0.16 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">35.80 ± 4.02 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">76.1 (1), >679 (3)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061972" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061972</a>screen hit</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">34.00 ± 5.90 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">79.3 (1), >79 (3)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">9</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">665578</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061889" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061889</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">0016303</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">dimethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">41.50 ± 26.16 (2), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">71.30 ± 3.84 (2), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">42.20 ± 1.73 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061969" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061969</a> screen hit</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">6.56 ± 3.17 (3), >79 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">48.60 ± 2.20 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">10</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">3760469</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061883" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061883</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">0445871</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="2" colspan="1" style="text-align:center;vertical-align:top;">diethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">58.40 (1), >79 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16.40 ± 4.59 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16.80 ± 1.65 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">54.70 ± 4.93 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061914" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061914</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">60.10 (1), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">47.80 ± 4.63 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">19.70 ± 3.95 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">51.50 ± 3.61 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">11</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">17101446</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061908" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061908</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445884</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.19 ± 0.02 (2), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9.18 ± 3.96 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">12</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3150510</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061911" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061911</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445887</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">i-propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.29 ± 0.05 (3), <0.16 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">29.20 ± 13.05 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">13.50 ± 3.74 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">13</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">49787124</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061879" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061879</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0445868</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">c-propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.06 ± 0.04 (5), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">58.70 (1), >79 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">12.00 ± 5.43 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">14</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2982953</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061964" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061964</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445943</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">allyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.19 (1), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">25.21 ± 24.89 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">5.30 ± 2.69 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">15</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">23605402</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061909" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061909</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445886</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">14.60 (1), >79 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">14.50 ± 4.04 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3792005</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061913" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061913</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445889</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">i-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.25 (1), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.96 ± 2.38 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.51 ± 0.58 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">17</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898048</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067514" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067514</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454325</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">s-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.49 ± 0.15 (3), <0.16 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3.00 ± 0.20 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">18</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1994219</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061910" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061910</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445886</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.50 ± 0.79 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.77 ± 1.60 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.18 ± 0.12 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">19</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898046</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067516" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067516</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454501</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.41 ± 0.08 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.94 ± 0.40 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.18 ± 0.12 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2037423</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061963" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061963</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445942</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-pentyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.36 ± 0.06 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.48 ± 0.31 (2), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.78 ± 0.25 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">21</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1943900</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061912" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061912</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445888</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-hexyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.40 ± 0.07 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">19.90 ± 13.90 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.68 ± 1.61 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">22</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159504</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061971" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061971</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0075925</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">(tetrahydrofuran-2-yl) methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.59 ± 0.21 (2), <0.16 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">11.00 ± 10.68 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.54 ± 0.54 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">70.90 ± 2.57 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">23</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1828296</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103062016" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103062016</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0252236</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furan-2-ylmethanyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.20 ± 0.01 (3), <0.16 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.39 ± 1.08 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49.20 ± 5.25 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">24</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1994282</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061905" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061905</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445881</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">phenyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.47 (1), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.24 ± 0.01 (2), <0.16 (1), >79 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">25</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159506</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061906" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061906</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445882</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-methoxy phenyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.66 ± 0.19 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.48 ± 0.07 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">56.00 ± 5.66 (3). >79 (1)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">26</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1828585</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061915" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061915</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445890</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-ethoxy phenyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.02 ± 0.26 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.26 ± 0.05 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">27</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159507</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061907" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061907</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445883</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-methoxy phenyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.42 (1), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.24 ± 0.01 (2), <0.16 (1), <0.79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">28</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2026055</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061968" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061968</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445955</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-nitro phenyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">55.7 (1), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3.73 ± 0.77 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">22.10 ± 1.45 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">29</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1991339</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103062017" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103062017</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0354914</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-pyridinyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.16 (1), <0.16 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.435 (1), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.47 ± 0.04 (3), >80 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20.50 ± 1.12 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">30</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159502</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061903" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061903</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445880</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Piperidinyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">30.30 ± 8.05 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">12.20 ± 2.52 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">17.40 ± 1.02 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">39.70 ± 2.96 (4)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">31</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159501</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103062015" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103062015</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0251479</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Morpholinyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">24.30 (1), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">46.70 ± 2.26 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">25.00 ± 2.14 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">69.20 ± 4.18 (3)</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">32</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">18150765</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067532" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067532</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454572</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">33</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898026</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067524" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067524</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454563</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">65.30 ± 0.91 (2), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">34</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16619151</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067536" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067536</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454574</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">21.10 ± 2.27 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">35</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898057</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067534" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067534</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454573</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">s-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">14.10 ± 1.19 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">36</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">30780782</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067530" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067530</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454571</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">22.00 ± 2.86 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">37</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">18148563</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067521" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067521</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0454559</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-i-propyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.21 ± 0.04 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">56.90 ± 4.17 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">38</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">50898042</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067520" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067520</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0454558</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-i-propyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.32 ± 0.08 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">21.30 ± 1.54 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">39</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">18150898</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067529" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067529</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454569</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-i-propyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.25 ± 0.04 (6), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3.11 ± 0.21 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">40</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">46521828</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067522" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067522</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454560</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-i-propyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">s-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">7.96 (1), >79 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3.48 ± 0.18 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">41</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898051</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067528" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067528</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454568</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-i-propyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">26.90 ± 9.00 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">15.20 ± 4.02 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.98 ± 0.09 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">42</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898024</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067540" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067540</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454578</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-n-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.14 ± 0.03 (6), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.98 ± 0.09 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">43</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">50898027</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067523" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067523</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0454562</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-n-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.16 ± 0.03 (6), <0.16 (2)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.78 ± 0.10 (6)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">44</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898049</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067544" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067544</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454582</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-n-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">c-propyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.21 ± 0.01 (3), <0.16 (1)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.26 ± 0.55 (3)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.55 ± 0.05 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898039</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067542" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067542</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454580</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-n-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">s-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.67 ± 0.11 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.41 ± 0.09 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.51 ± 0.05 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">46</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898044</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067538" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067538</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454576</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-n-butyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">t-butyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.31 ± 0.30 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.62 ± 0.57 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.66 ± 0.03 (4)</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">47</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2023414</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061901" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061901</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445878</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">48</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1991416</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067525" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067525</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454564</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-methyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4364818</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067548" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067548</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454586</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-methyl</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3159497</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061902" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061902</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445879</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methoxy</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">51</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3767515</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067547" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067547</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454585</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-methoxy</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">52</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">40012444</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061977" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061977</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445959</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethoxy</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">53</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">30830543</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061887" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061887</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445872</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethoxy</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">54</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1988119</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061979" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061979</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445961</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-fluoro</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">55</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898029</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067546" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067546</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454584</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-fluoro</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">56</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2041545</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061916" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061916</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445891</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-chloro</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">57</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2016268</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067549" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067549</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454587</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-chloro</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">58</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898033</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067519" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067519</a></td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454557</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2,6-dichloro</td><td headers="hd_h_ml237.t4_1_1_1_1 hd_h_ml237.t4_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">ethyl</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t4_1_1_1_2 hd_h_ml237.t4_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</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="ml237.tfn1"><p class="no_margin">S = Synthesized P = purchased</p></div></dd></dl><dl class="bkr_refwrap"><dt></dt><dd><div id="ml237.tfn2"><p class="no_margin">
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<span class="graphic"><img src="/books/NBK126176/bin/ml237fu6.jpg" alt="Image ml237fu6.jpg" /></span></p></div></dd></dl><dl class="bkr_refwrap"><dt></dt><dd><div id="ml237.tfn3"><p class="no_margin">
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<span class="graphic"><img src="/books/NBK126176/bin/ml237fu7.jpg" alt="Image ml237fu7.jpg" /></span></p></div></dd></dl></dl></div></div></div></article><article data-type="fig" id="figobml237f4"><div id="ml237.f4" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f4.jpg" alt="Figure 4. General SAR strategy around oxadiazole scaffold." /></div><h3><span class="label">Figure 4</span><span class="title">General SAR strategy around oxadiazole scaffold</span></h3></div></article><article data-type="table-wrap" id="figobml237t5"><div id="ml237.t5" class="table"><h3><span class="label">Table 5</span><span class="title">SAR Analysis of B-cell Specific Inhibitors of NF-κB Activation: Oxadiazoles</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t5/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t5_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml237.t5_1_1_1_1" colspan="7" rowspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK126176/bin/ml237fu8.jpg" alt="Image ml237fu8.jpg" /></div></th><th id="hd_h_ml237.t5_1_1_1_2" colspan="4" rowspan="1" style="text-align:center;vertical-align:top;">Potency (μM)<br />Ave. ± <i>S.E.M.</i> (stdv/sqrt (n))<br />(n = 4)<br /><i>if number of replicates is different than the default it is noted in parentheses</i></th></tr><tr><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Entry</th><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID</th><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">SID</th><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS</th><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S/P</th><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>1</sub></th><th headers="hd_h_ml237.t5_1_1_1_1" id="hd_h_ml237.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>2</sub></th><th headers="hd_h_ml237.t5_1_1_1_2" id="hd_h_ml237.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">B Cell</th><th headers="hd_h_ml237.t5_1_1_1_2" id="hd_h_ml237.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">T Cell</th><th headers="hd_h_ml237.t5_1_1_1_2" id="hd_h_ml237.t5_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNF-α</th><th headers="hd_h_ml237.t5_1_1_1_2" id="hd_h_ml237.t5_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotox</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">59</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">665968</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061888" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061888</a> screen hit</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0016358</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">60</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">23008005</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061875" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061875</a></td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445867</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.19 (1), <0.16 (3)</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.20 (1), <0.16 (3)</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.29 (1), <0.16 (1),</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">61</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49787126</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061881" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061881</a></td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445870</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-t-butyl</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">methyl</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><0.16</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.22 (1), <0.16 (1)</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">62</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">5307115</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061882" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061882</a></td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0063814</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethoxy phenyl</td><td headers="hd_h_ml237.t5_1_1_1_1 hd_h_ml237.t5_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">34.00 ± 11.49 (3), >79 (1)</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9.25 ± 2.07</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">10.60 ± 4.22 (3)</td><td headers="hd_h_ml237.t5_1_1_1_2 hd_h_ml237.t5_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</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="ml237.tfn4"><p class="no_margin">S = Synthesized P = purchased</p></div></dd></dl></dl></div></div></div></article><article data-type="fig" id="figobml237f5"><div id="ml237.f5" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237f5.jpg" alt="Figure 5. General SAR strategy around oxazole scaffold." /></div><h3><span class="label">Figure 5</span><span class="title">General SAR strategy around oxazole scaffold</span></h3></div></article><article data-type="table-wrap" id="figobml237t6"><div id="ml237.t6" class="table"><h3><span class="label">Table 6</span><span class="title">SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t6/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t6_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml237.t6_1_1_1_1" colspan="7" rowspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK126176/bin/ml237fu9.jpg" alt="Image ml237fu9.jpg" /></div></th><th id="hd_h_ml237.t6_1_1_1_2" colspan="4" rowspan="1" style="text-align:center;vertical-align:top;">Potency (μM)<br />Ave. ± <i>S.E.M.</i> (stdv/sqrt (n))<br />(n = 4)<br /><i>if number of replicates is different than the default it is noted in parentheses</i></th></tr><tr><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Entry</th><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID</th><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">SID</th><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS</th><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S/P</th><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>1</sub></th><th headers="hd_h_ml237.t6_1_1_1_1" id="hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>2</sub></th><th headers="hd_h_ml237.t6_1_1_1_2" id="hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">B Cell</th><th headers="hd_h_ml237.t6_1_1_1_2" id="hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">T Cell</th><th headers="hd_h_ml237.t6_1_1_1_2" id="hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNF-α</th><th headers="hd_h_ml237.t6_1_1_1_2" id="hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotox</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">63</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49787127</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061893" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061893</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445874</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">phenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">64</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">6622243</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061885" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061885</a> screen hit</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0362296</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-ethylphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.48 ± 0.05 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">42.20 ± 7.10 (3)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">65</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20860198</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061899" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061899</a> screen hit</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0361727</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-thiomethylphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.36 ± 0.37 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49.70 ± 4.56 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">66</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">4174238</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061922" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061922</a> screen hit</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">0368278</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">4-ethoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="2" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">0.21 ± 0.03 (3), <0.16 (1)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061890" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061890</a> Probe</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">0.19 ± 0.05 (7), <0.02 (2), <0.16 (1)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="background-color:#CFF2AC;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">67</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">44159142</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061880" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061880</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445869</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">29.2 (1), >79 (3)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">68</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">6622103</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067517" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067517</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454502</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methylphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16.25 ± 3.15 (2), >79 (2)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">71.10 ± 2.60 (2), >79 (2)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">69</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898043</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067568" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067568</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454606</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-trifluoromethylphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">15.68 ± 6.26 (3), >79 (1)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">24.40 ± 3.60 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">70</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898028</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067569" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067569</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454605</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-trifluoromethoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.23 ± 0.70 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">27.90 ± 2.27 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">71</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898034</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067543" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067543</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454581</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-ethoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">72</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898031</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067545" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067545</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454583</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-ethoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">73</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">50898056</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067550" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067550</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0454588</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">4-<i>n</i>-propoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.09 ± 0.03 (4), <0.16 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">31.50 ± 1.38 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">74</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898023</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067551" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067551</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454589</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-<i>n</i>-butoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.24 ± 0.01 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">11.10 ± 0.68 (4)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">75</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898028</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067569" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067569</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454607</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethoxyphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Ph</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">54.60 ± 4.52 (2), >79 (2)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">76</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898038</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067560" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067560</a></td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454598</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethylphenyl</td><td headers="hd_h_ml237.t6_1_1_1_1 hd_h_ml237.t6_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Ph</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">72.80 ± 1.97 (2), >79 (2)</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t6_1_1_1_2 hd_h_ml237.t6_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</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="ml237.tfn5"><p class="no_margin">S = Synthesized P = purchased</p></div></dd></dl><dl class="bkr_refwrap"><dt></dt><dd><div id="ml237.tfn6"><p class="no_margin">
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<span class="graphic"><img src="/books/NBK126176/bin/ml237fu6.jpg" alt="Image ml237fu6.jpg" /></span></p></div></dd></dl><dl class="bkr_refwrap"><dt></dt><dd><div id="ml237.tfn7"><p class="no_margin">
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<span class="graphic"><img src="/books/NBK126176/bin/ml237fu7.jpg" alt="Image ml237fu7.jpg" /></span></p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml237t7"><div id="ml237.t7" class="table"><h3><span class="label">Table 7</span><span class="title">SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t7/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t7_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml237.t7_1_1_1_1" colspan="6" rowspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK126176/bin/ml237fu10.jpg" alt="Image ml237fu10.jpg" /></div></th><th id="hd_h_ml237.t7_1_1_1_2" colspan="4" rowspan="1" style="text-align:center;vertical-align:top;">Potency (μM)<br />Ave. ± <i>S.E.M.</i> (stdv/sqrt (n))<br />(n = 4)<br /><i>if number of replicates is different than the default it is noted in parentheses</i></th></tr><tr><th headers="hd_h_ml237.t7_1_1_1_1" id="hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Entry</th><th headers="hd_h_ml237.t7_1_1_1_1" id="hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID</th><th headers="hd_h_ml237.t7_1_1_1_1" id="hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">SID</th><th headers="hd_h_ml237.t7_1_1_1_1" id="hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS</th><th headers="hd_h_ml237.t7_1_1_1_1" id="hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S/P</th><th headers="hd_h_ml237.t7_1_1_1_1" id="hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>1</sub></th><th headers="hd_h_ml237.t7_1_1_1_2" id="hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">B Cell</th><th headers="hd_h_ml237.t7_1_1_1_2" id="hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">T Cell</th><th headers="hd_h_ml237.t7_1_1_1_2" id="hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNF-α</th><th headers="hd_h_ml237.t7_1_1_1_2" id="hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotox</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">77</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174353</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061931" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061931</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445904</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">isopropyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.24 ± 0.16 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">61.70 ± 3.48 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">78</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4638993</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061919" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061919</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445894</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">propyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.51 ± 0.28 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">74.70 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">79</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174343</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061924" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061924</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445898</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><i>n</i>-butyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">8.64 ± 4.42 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">38.80 ± 2.06 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">75.30 ± 1.05 (2), >79 (2)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">80</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4638992</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061918" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061918</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445893</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">isobutyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">46.90 ± 10.57 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">35.70 ± 1.51 (3), >79 (1)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">74.60 ± 3.39 (2), >79 (2)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">81</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4187316</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061937" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061937</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445909</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Methoxymethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.31 ± 0.11 (9), <0.16 (1)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">82</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20968920</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061935" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061935</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445907</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3-ethoxypropyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">10.30 ± 2.84 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">51.9 (1), >79 (2)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">83</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174237</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061921" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061921</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445896</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">cyclopentyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">25.70 ± 10.30 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">37.60 ± 4.00 (2), >79 (1)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">26.40 ± 0.56 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">64.20 ± 4.18 (2), >79 (2)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">84</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4175771</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061936" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061936</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445908</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">pyrrolidin-1-yl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">46.60 ± 1.68 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">85</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20968913</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061920" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061920</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445895</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-(pyrrolidin-1-yl)ethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">12.10 ± 2.95 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4.44</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">28.40 ± 3.05 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">86</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4187317</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061938" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061938</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445910</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methylpiperidin-1-yl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">70.40 ± 3.01 (2), >79 (1)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">32.6 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9.88 ± 0.75 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">30.00 ± 2.76 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">87</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4175769</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061934" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061934</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445906</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2,3-dimethylcyclohexyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">39.40 ± 14.38 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">8.81 ± 1.52 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">38.90 ± 1.72 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">88</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174347</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061928" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061928</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445901</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-cyclohexenylethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">36.50 ± 10.91 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9.14 ± 1.92 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">17.70 ± 1.27 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">42.40 ± 6.95 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">89</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4175693</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061932" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061932</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0365210</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Tetrahydrofuran-2-yl) methyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">7.84 ± 1.64 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">67.70 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">90</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">3237327</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061891" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061891</a> screen hit</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0052895</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="2" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.21 ± 0.02 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">25.40 ± 1.56 (2), >79 (2)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">21.40 ± 4.06 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">54.40 ± 4.72 (3), >79 (1)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061925" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061925</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.29 ± 0.02 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">25.20 ± 3.67 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">53.10 ± 7.30 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">91</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174349</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061929" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061929</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445902</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">thiophen-2-ylmethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.65 ± 0.18 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">24.30 ± 0.87 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">34.80 ± 3.56 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">92</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174342</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061923" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061923</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445897</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">pyridin-3-ylmethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.38 ± 0.38 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">72.60 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">24.20 ± 3.12 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">65.00 ± 4.06 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">93</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4638990</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061917" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061917</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445892</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">benzyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">6.75 ± 2.49 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">21.60 ± 0.42 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49.30 ± 6.30 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">94</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174346</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061927" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061927</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445900</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methylbenzyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2.77 ± 0.65 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">45.90 ± 4.99 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">95</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174345</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061926" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061926</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445899</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">phenethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3.56 ± 1.67 (2)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">55.00 ± 13.28 (3), >79 (1)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">22.90 ± 1.05 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">35.60 ± 3.96 (4)</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">96</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4174351</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061930" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061930</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445903</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methylphenethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">9.49 ± 7.26 (3), <0.16 (1)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">54.80 ± 10.74 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">40.2 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">97</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4175766</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061933" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061933</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445905</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-chlorophenethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">63.80 (1), >79 (2)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">98</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898036</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067558" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067558</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454596</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Me</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.33 ± 0.04 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">99</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898058</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067559" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067559</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454597</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">dimethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">78.50 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">100</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898050</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067561" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067561</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454599</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">H</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.08 ± 0.01 (4), <0.16 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">101</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20967165</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067562" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067562</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454600</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CO<sub>2</sub>H (in place of amide)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.05 ± 0.00 (4), <0.16 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.03 ± 0.00 (3), <0.16 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0.04 ± 0.01 (4), <0.16 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">102</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898025</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067563" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067563</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454601</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><i>t</i>-butyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">60.50 (1), >79 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">10.80 ± 2.76 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">37.70 ± 1.42 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">103</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">50898021</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067564" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067564</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0454602</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">cyclobutyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">3.23 ± 0.38 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">26.40 ± 2.12 (3)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">38.70 ± 3.11 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">104</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898055</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067541" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067541</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454579</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cyclopropylmethyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">1.32 ± 0.28 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20.90 +2.25 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">55.40 ± 3.63 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">105</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4175770</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067537" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067537</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454575</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">morpholine</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">64.60 ± 5.80 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_1" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">106</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_2" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">50898054</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_3" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067539" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067539</a></td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_4" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0454577</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_5" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t7_1_1_1_1 hd_h_ml237.t7_1_1_2_6" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">propargyl</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_7" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">0.06 ± 0.01 (4), <0.16 (4)</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_8" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_9" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</td><td headers="hd_h_ml237.t7_1_1_1_2 hd_h_ml237.t7_1_1_2_10" rowspan="1" colspan="1" style="background-color:#C4C1F5;text-align:center;vertical-align:top;">>79</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="ml237.tfn8"><p class="no_margin">S = Synthesized P = purchased</p></div></dd></dl><dl class="bkr_refwrap"><dt></dt><dd><div id="ml237.tfn9"><p class="no_margin">
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<span class="graphic"><img src="/books/NBK126176/bin/ml237fu6.jpg" alt="Image ml237fu6.jpg" /></span></p></div></dd></dl><dl class="bkr_refwrap"><dt></dt><dd><div id="ml237.tfn10"><p class="no_margin">
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<span class="graphic"><img src="/books/NBK126176/bin/ml237fu7.jpg" alt="Image ml237fu7.jpg" /></span></p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml237t8"><div id="ml237.t8" class="table"><h3><span class="label">Table 8</span><span class="title">SAR Analysis of B-cell Specific Inhibitors of NF-κBActivation: Oxazoles</span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t8/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t8_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml237.t8_1_1_1_1" colspan="7" rowspan="1" style="text-align:center;vertical-align:middle;">
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<div class="graphic"><img src="/books/NBK126176/bin/ml237fu11.jpg" alt="Image ml237fu11.jpg" /></div></th><th id="hd_h_ml237.t8_1_1_1_2" colspan="4" rowspan="1" style="text-align:center;vertical-align:top;">Potency (μM)<br />Ave. ± <i>S.E.M.</i> (stdv/sqrt (n))<br />(n = 4)<br /><i>if number of replicates is different than the default it is noted in parentheses</i></th></tr><tr><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Entry</th><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CID</th><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">SID</th><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">MLS</th><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S/P</th><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>1</sub></th><th headers="hd_h_ml237.t8_1_1_1_1" id="hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">R<sub>2</sub></th><th headers="hd_h_ml237.t8_1_1_1_2" id="hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">B Cell</th><th headers="hd_h_ml237.t8_1_1_1_2" id="hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">T Cell</th><th headers="hd_h_ml237.t8_1_1_1_2" id="hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">TNF-α</th><th headers="hd_h_ml237.t8_1_1_1_2" id="hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Cytotox</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">107</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">49787125</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061894" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061894</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0445875</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">phenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">108</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">3240944</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061884" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061884</a> screen hit</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0049119</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methoxphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">29.5 (1), >79 (3)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">35.80 ± 4.60 (3)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">67.10 ± 8.70 (2), >79 (2)</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">109</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16193680</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061886" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061886</a> screen hit</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0237348</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-ethylphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">49.40 ± 14.49</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">110</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">16193646</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/103061898" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">103061898</a> screen hit</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0237244</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">P</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><i>n</i>-propyl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">42.50 ± 4.04 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">111</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">20860316</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067518" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067518</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454503</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-methylphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">33.60 ± 1.81 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">112</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898053</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067565" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067565</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454603</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-trifluoromethylphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CO<sub>2</sub>H (in place of amide)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.97 ± 0.13 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.52 ± 0.08 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.38 ± 0.03 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">113</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898047</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067566" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067566</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454604</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-trifluorometoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CO<sub>2</sub>H (in place of amide)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.21 ± 0.02 (7), <0.16 (1)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.27 ± 0.11 (6), <0.16 (2)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.11 ± 0.00 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">114</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898040</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067552" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067552</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454590</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-<i>n</i>-propoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.11 ± 0.02 (5), <0.16 (3)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">9.74 ± 0.46 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">59.80 ± 0.44 (2), >79 (2)</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">115</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898045</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067553" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067553</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454591</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-<i>n</i>-butoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">furfuryl</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.26 ± 0.04 (3), <0.16 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">13.10 ± 0.73 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">116</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898020</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067554" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067554</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454592</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">2-ethoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CO<sub>2</sub>H (in place of amide)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">117</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898037</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067555" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067555</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454593</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-<i>n</i>-propoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CO<sub>2</sub>H (in place of amide)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.04 ± 0.01 (4), <0.16 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.03 ± 0.00 (3), <0.16 (3),</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.03 ± 0.01 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</td></tr><tr><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">118</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">50898041</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;"><a href="https://pubchem.ncbi.nlm.nih.gov/substance/110067556" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem">110067556</a></td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">0454594</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_5" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">S</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">4-<i>n</i>-butoxyphenyl</td><td headers="hd_h_ml237.t8_1_1_1_1 hd_h_ml237.t8_1_1_2_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">CO<sub>2</sub>H (in place of amide)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_8" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.12 ± 0.02 (7), <0.16 (1)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_9" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.07 ± 0.01 (3), <0.16 (3),</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_10" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">0.04 ± 0.01 (4)</td><td headers="hd_h_ml237.t8_1_1_1_2 hd_h_ml237.t8_1_1_2_11" rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">>79</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="ml237.tfn11"><p class="no_margin">S = Synthesized P = purchased</p></div></dd></dl></dl></div></div></div></article><article data-type="table-wrap" id="figobml237t9"><div id="ml237.t9" class="table"><h3><span class="label">Table 9</span><span class="title">Summary of in vitro ADME Properties of B-cell Specific Inhibitors of NF-κBActivation Probes <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a> and <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK126176/table/ml237.t9/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ml237.t9_lrgtbl__"><table class="no_margin"><thead><tr><th id="hd_h_ml237.t9_1_1_1_1" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_1" style="text-align:center;vertical-align:top;">Probe<br />Probe ML#<br />SBCCG MLS-#</th><th id="hd_h_ml237.t9_1_1_1_2" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_2" style="text-align:center;vertical-align:top;">Aqueous Solubility μg/mL <i>[μM]</i><sup>a</sup><br />@pH5.0/6.2/7.4</th><th id="hd_h_ml237.t9_1_1_1_3" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_3" style="text-align:center;vertical-align:top;">Aqueous Solubility in 1×PBS (μg/mL) <i>[μM]</i><sup>a</sup><br />pH 7.4</th><th id="hd_h_ml237.t9_1_1_1_4" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_4" style="text-align:center;vertical-align:top;">PAMPA Pe (×10<sup>−6</sup> cm/s)<br />Donor pH: 5.0/6.2/7.4<br />Acceptor pH: 7.4</th><th id="hd_h_ml237.t9_1_1_1_5" colspan="2" rowspan="1" style="text-align:center;vertical-align:top;">Plasma Protein Binding (% Bound)</th><th id="hd_h_ml237.t9_1_1_1_6" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_6" style="text-align:center;vertical-align:top;">Plasma Stability (%Remaining @3hrs)<br />Human/Mouse<br />Plasma:1× PBS, pH 7.4, 1:1<br />1× PBS, pH 7.4</th><th id="hd_h_ml237.t9_1_1_1_7" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_7" style="text-align:center;vertical-align:top;">Hepatic Microsome Stability<br />Human/Mouse</th><th id="hd_h_ml237.t9_1_1_1_8" rowspan="2" colspan="1" headers="hd_h_ml237.t9_1_1_1_8" style="text-align:center;vertical-align:top;">Hepatic Toxicity<br />LC<sub>50</sub> (μM)</th></tr><tr><th headers="hd_h_ml237.t9_1_1_1_5" id="hd_h_ml237.t9_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Human 1μM/10μM</th><th headers="hd_h_ml237.t9_1_1_1_5" id="hd_h_ml237.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:top;">Mouse 1μM/10μM</th></tr></thead><tbody><tr><td headers="hd_h_ml237.t9_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID665654<br /><b><a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></b><br />MLS-0016382</td><td headers="hd_h_ml237.t9_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">26.4/29.0/29.6 <i>
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<span style="color:blue">[96.3/106/108]</span></i></td><td headers="hd_h_ml237.t9_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">
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<span style="color:blue">23.4 <i>[85.4]</i></span></td><td headers="hd_h_ml237.t9_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">751/755/746</td><td headers="hd_h_ml237.t9_1_1_1_5 hd_h_ml237.t9_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">94.54/90.40</td><td headers="hd_h_ml237.t9_1_1_1_5 hd_h_ml237.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">94.13/89.95</td><td headers="hd_h_ml237.t9_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">100/100<br />87.22/81.41</td><td headers="hd_h_ml237.t9_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">100/4.97</td><td headers="hd_h_ml237.t9_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">>50</td></tr><tr><td headers="hd_h_ml237.t9_1_1_1_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">CID4174238<br /><b><a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></b><br />MLS-0368278</td><td headers="hd_h_ml237.t9_1_1_1_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">38.7/45.9/55.3 <i>
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<span style="color:blue">[114/183/220]</span></i></td><td headers="hd_h_ml237.t9_1_1_1_3" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">39.5 <i>
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<span style="color:blue">[157]</span></i></td><td headers="hd_h_ml237.t9_1_1_1_4" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">513/541/559</td><td headers="hd_h_ml237.t9_1_1_1_5 hd_h_ml237.t9_1_1_2_1" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">96.18/74.24</td><td headers="hd_h_ml237.t9_1_1_1_5 hd_h_ml237.t9_1_1_2_2" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">91.17/76.00</td><td headers="hd_h_ml237.t9_1_1_1_6" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">98.32/94.06<br />82.02/85.21</td><td headers="hd_h_ml237.t9_1_1_1_7" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">22.72/0</td><td headers="hd_h_ml237.t9_1_1_1_8" rowspan="1" colspan="1" style="text-align:center;vertical-align:middle;">>50</td></tr></tbody></table></div><div class="tblwrap-foot"><div><dl class="temp-labeled-list small"><dl class="bkr_refwrap"><dt>a</dt><dd><div id="ml237.tfn12"><p class="no_margin">Solubility also expressed in molar units (μM) as indicated in <i>italicized [bracketed values],</i> in addition to more traditional μg/mL units.</p></div></dd></dl></dl></div></div></div></article><article data-type="fig" id="figobml237fu5"><div id="ml237.fu5" class="figure bk_fig"><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=Critical%20Path%20Flowchart%20for%20NF-%003BAB%20B-Cell%20Inhibitors.&p=BOOKS&id=126176_ml237fu12.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/NBK126176/bin/ml237fu12.jpg" alt="Critical Path Flowchart for NF-κB B-Cell Inhibitors." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title">Critical Path Flowchart for NF-κB B-Cell Inhibitors</span></h3></div></article><article data-type="fig" id="figobml237fu6"><div id="ml237.fu6" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu13a.jpg" alt="1H & 13C NMR Spectra and LC/MS Data for ML236." /></div><div class="graphic"><a href="/core/lw/2.0/html/tileshop_pmc/tileshop_pmc_inline.html?title=1H%20%26%2013C%20NMR%20Spectra%20and%20LC%2FMS%20Data%20for%20ML236.&p=BOOKS&id=126176_ml237fu13b.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/NBK126176/bin/ml237fu13b.jpg" alt="1H & 13C NMR Spectra and LC/MS Data for ML236." class="tileshop" title="Click on image to zoom" /></a></div><h3><span class="title"><sup>1</sup>H & <sup>13</sup>C NMR Spectra and LC/MS Data for <a href="/pcsubstance/?term=ML236[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML236</a></span></h3></div></article><article data-type="fig" id="figobml237fu7"><div id="ml237.fu7" class="figure bk_fig"><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu14a.jpg" alt="1H & 13C NMR Spectra and LC/MS Data for ML237." /></div><div class="graphic"><img data-src="/books/NBK126176/bin/ml237fu14b.jpg" alt="1H & 13C NMR Spectra and LC/MS Data for ML237." /></div><h3><span class="title"><sup>1</sup>H & <sup>13</sup>C NMR Spectra and LC/MS Data for <a href="/pcsubstance/?term=ML237[synonym]" ref="pagearea=body&targetsite=entrez&targetcat=term&targettype=pubchem">ML237</a></span></h3></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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