{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T05:18:15Z","timestamp":1790745495120,"version":"4.1.0"},"reference-count":36,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2024,12,20]],"date-time":"2024-12-20T00:00:00Z","timestamp":1734652800000},"content-version":"am","delay-in-days":323,"URL":"http:\/\/www.elsevier.com\/open-access\/userlicense\/1.0\/"},{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2024,2,1]],"date-time":"2024-02-01T00:00:00Z","timestamp":1706745600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic Chemistry"],"published-print":{"date-parts":[[2024,2]]},"DOI":"10.1016\/j.bioorg.2023.107032","type":"journal-article","created":{"date-parts":[[2023,12,12]],"date-time":"2023-12-12T02:08:25Z","timestamp":1702346905000},"page":"107032","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":7,"special_numbering":"C","title":["Exploring the plasticity of the InhA substrate-binding site using new diaryl ether inhibitors"],"prefix":"10.1016","volume":"143","author":[{"given":"Rasoul","family":"Tamhaev","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Emeline","family":"Grosjean","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hikmat","family":"Ahamed","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M\u00e9lina","family":"Chebaiki","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fr\u00e9d\u00e9ric","family":"Rodriguez","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Deborah","family":"Recchia","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Giulia","family":"Degiacomi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maria Rosalia","family":"Pasca","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Laurent","family":"Maveyraud","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lionel","family":"Mourey","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christian","family":"Lherbet","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bioorg.2023.107032_b0005","unstructured":"WHO, Global Tuberculosis Report 2022, World Health Organization, Geneva, 2022."},{"key":"10.1016\/j.bioorg.2023.107032_b0010","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/j.addr.2016.04.026","article-title":"New agents for the treatment of drug-resistant Mycobacterium tuberculosis","volume":"102","author":"Hoagland","year":"2016","journal-title":"Adv. Drug Deliv. Rev."},{"key":"10.1016\/j.bioorg.2023.107032_b0015","doi-asserted-by":"crossref","first-page":"4059","DOI":"10.1128\/JB.182.14.4059-4067.2000","article-title":"Inactivation of the inhA-encoded fatty acid synthase II (FASII) enoyl-acyl carrier protein reductase induces accumulation of the FASI end products and cell lysis of Mycobacterium smegmatis","volume":"182","author":"Vilcheze","year":"2000","journal-title":"J. Bacteriol."},{"key":"10.1016\/j.bioorg.2023.107032_b0020","doi-asserted-by":"crossref","first-page":"1442","DOI":"10.1111\/j.1365-2958.2007.05761.x","article-title":"The Mycobacterium tuberculosis FAS-II condensing enzymes: their role in mycolic acid biosynthesis, acid-fastness, pathogenesis and in future drug development","volume":"64","author":"Bhatt","year":"2007","journal-title":"Mol. Microbiol."},{"key":"10.1016\/j.bioorg.2023.107032_b0025","doi-asserted-by":"crossref","first-page":"328","DOI":"10.1016\/j.jsb.2015.04.008","article-title":"Crystal structure of the enoyl-ACP reductase of Mycobacterium tuberculosis (InhA) in the apo-form and in complex with the active metabolite of isoniazid pre-formed by a biomimetic approach","volume":"190","author":"Chollet","year":"2015","journal-title":"J. Struct. Biol."},{"key":"10.1016\/j.bioorg.2023.107032_b0030","doi-asserted-by":"crossref","first-page":"15582","DOI":"10.1074\/jbc.274.22.15582","article-title":"Crystal structure of the Mycobacterium tuberculosis enoyl-ACP reductase, InhA, in complex with NAD+ and a C16 fatty acyl substrate","volume":"274","author":"Rozwarski","year":"1999","journal-title":"J. Biol. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0035","doi-asserted-by":"crossref","first-page":"e42","DOI":"10.1038\/emi.2015.42","article-title":"Novel katG mutations causing isoniazid resistance in clinical M. tuberculosis isolates","volume":"4","author":"Torres","year":"2015","journal-title":"Emerg. Microbes Infect."},{"key":"10.1016\/j.bioorg.2023.107032_b0040","doi-asserted-by":"crossref","first-page":"318","DOI":"10.1016\/j.ejmech.2018.01.047","article-title":"An overview on crystal structures of InhA protein: Apo-form, in complex with its natural ligands and inhibitors","volume":"146","author":"Chollet","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0045","doi-asserted-by":"crossref","unstructured":"C.W. am Ende, S.E. Knudson, N. Liu, J. Childs, T.J. Sullivan, M. Boyne, H. Xu, Y. Gegina, D.L. Knudson, F. Johnson, C.A. Peloquin, R.A. Slayden, P.J. Tonge, Synthesis and in vitro antimycobacterial activity of B-ring modified diaryl ether InhA inhibitors, Bioorg. Med. Chem. Lett. 18 (2008) 3029\u20133033. http:\/\/dx.doi.org\/10.1016\/j.bmcl.2008.04.038.","DOI":"10.1016\/j.bmcl.2008.04.038"},{"key":"10.1016\/j.bioorg.2023.107032_b0050","doi-asserted-by":"crossref","unstructured":"M.E. Boyne, T.J. Sullivan, C.W. amEnde, H. Lu, V. Gruppo, D. Heaslip, A.G. Amin, D. Chatterjee, A. Lenaerts, P.J. Tonge, R.A. Slayden, Targeting fatty acid biosynthesis for the development of novel chemotherapeutics against Mycobacterium tuberculosis: evaluation of A-ring-modified diphenyl ethers as high-affinity InhA inhibitors, Antimicrob. Agents Chemother. 51 (2007) 3562\u20133567. http:\/\/dx.doi.org\/10.1128\/AAC.00383-07.","DOI":"10.1128\/AAC.00383-07"},{"key":"10.1016\/j.bioorg.2023.107032_b0055","doi-asserted-by":"crossref","first-page":"241","DOI":"10.1002\/cmdc.200800261","article-title":"Triclosan derivatives: towards potent inhibitors of drug-sensitive and drug-resistant Mycobacterium tuberculosis","volume":"4","author":"Freundlich","year":"2009","journal-title":"ChemMedChem"},{"key":"10.1016\/j.bioorg.2023.107032_b0060","doi-asserted-by":"crossref","first-page":"14330","DOI":"10.1074\/jbc.M109.090373","article-title":"A slow, tight binding inhibitor of InhA, the enoyl-acyl carrier protein reductase from Mycobacterium tuberculosis","volume":"285","author":"Luckner","year":"2010","journal-title":"J. Biol. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0065","doi-asserted-by":"crossref","first-page":"776","DOI":"10.1002\/cmdc.201300429","article-title":"Time-dependent diaryl ether inhibitors of InhA: structure-activity relationship studies of enzyme inhibition, antibacterial activity, and in vivo efficacy","volume":"9","author":"Pan","year":"2014","journal-title":"ChemMedChem"},{"key":"10.1016\/j.bioorg.2023.107032_b0070","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1021\/cb0500042","article-title":"High affinity InhA inhibitors with activity against drug-resistant strains of Mycobacterium tuberculosis","volume":"1","author":"Sullivan","year":"2006","journal-title":"ACS Chem. Biol."},{"key":"10.1016\/j.bioorg.2023.107032_b0075","doi-asserted-by":"crossref","first-page":"4749","DOI":"10.1021\/acs.jmedchem.0c00007","article-title":"Fragment-Based Design of Mycobacterium tuberculosis InhA Inhibitors","volume":"63","author":"Sabbah","year":"2020","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0080","doi-asserted-by":"crossref","first-page":"8533","DOI":"10.1021\/jm4012033","article-title":"Methyl-thiazoles: a novel mode of inhibition with the potential to develop novel inhibitors targeting InhA in Mycobacterium tuberculosis","volume":"56","author":"Shirude","year":"2013","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0085","doi-asserted-by":"crossref","first-page":"20851","DOI":"10.1074\/jbc.M211968200","article-title":"Targeting tuberculosis and malaria through inhibition of Enoyl reductase: compound activity and structural data","volume":"278","author":"Kuo","year":"2003","journal-title":"J. Biol. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0090","doi-asserted-by":"crossref","first-page":"103498","DOI":"10.1016\/j.bioorg.2019.103498","article-title":"First triclosan-based macrocyclic inhibitors of InhA enzyme","volume":"278","author":"Rodriguez","year":"2020","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0095","doi-asserted-by":"crossref","DOI":"10.1016\/j.bmc.2020.115744","article-title":"Inhibition of Mycobacterium tuberculosis InhA: Design, synthesis and evaluation of new di-triclosan derivatives","volume":"28","author":"Armstrong","year":"2020","journal-title":"Bioorganic & Medicinal Chemistry"},{"key":"10.1016\/j.bioorg.2023.107032_b0100","doi-asserted-by":"crossref","first-page":"361","DOI":"10.3390\/ph14040361","article-title":"New InhA inhibitors based on expanded triclosan and di-triclosan analogues to develop a new treatment for tuberculosis","volume":"14","author":"Chetty","year":"2021","journal-title":"Pharmaceuticals"},{"key":"10.1016\/j.bioorg.2023.107032_b0105","doi-asserted-by":"crossref","first-page":"3125","DOI":"10.3390\/molecules25143125","article-title":"In vitro antimycobacterial activity and physicochemical characterization of diaryl ether triclosan analogues as potential inhA reductase inhibitors","volume":"25","author":"Ibrahim","year":"2020","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2023.107032_b0110","doi-asserted-by":"crossref","DOI":"10.1016\/j.ejmech.2023.115646","article-title":"Discovery of new diaryl ether inhibitors against Mycobacterium tuberculosis targeting the minor portal of InhA","volume":"259","author":"Chebaiki","year":"2023","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0115","doi-asserted-by":"crossref","first-page":"986","DOI":"10.1021\/cb400896g","article-title":"A structural and energetic model for the slow-onset inhibition of the Mycobacterium tuberculosis enoyl-ACP reductase InhA","volume":"9","author":"Li","year":"2014","journal-title":"ACS Chem. Biol."},{"key":"10.1016\/j.bioorg.2023.107032_b0120","doi-asserted-by":"crossref","first-page":"112035","DOI":"10.1016\/j.ejmech.2020.112035","article-title":"Discovery of hydrazone containing thiadiazoles as Mycobacterium tuberculosis growth and enoyl acyl carrier protein reductase (InhA) inhibitors","volume":"188","author":"Do\u011fan","year":"2020","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0125","doi-asserted-by":"crossref","first-page":"2778","DOI":"10.1021\/ci200227u","article-title":"LigPlot+: multiple ligand-protein interaction diagrams for drug discovery","volume":"51","author":"Laskowski","year":"2011","journal-title":"J. Chem. Inf. Model."},{"key":"10.1016\/j.bioorg.2023.107032_b0130","doi-asserted-by":"crossref","first-page":"10906","DOI":"10.1002\/chem.201101550","article-title":"Unified syntheses of cavicularin and riccardin C: addressing the synthesis of an arene adopting a boat configuration","volume":"17","author":"Kostiuk","year":"2011","journal-title":"Chem. Eur. J."},{"key":"10.1016\/j.bioorg.2023.107032_b0135","doi-asserted-by":"crossref","first-page":"1138","DOI":"10.1002\/cmdc.201300050","article-title":"Modification of triclosan scaffold in search of improved inhibitors for enoyl-acyl carrier protein (ACP) reductase in Toxoplasma gondii","volume":"8","author":"Stec","year":"2013","journal-title":"ChemMedChem"},{"key":"10.1016\/j.bioorg.2023.107032_b0140","doi-asserted-by":"crossref","first-page":"2344","DOI":"10.1021\/jm0004547","article-title":"Synthesis and structure\u2212activity relationships of trisubstituted phenyl urea derivatives as neuropeptide Y5 receptor antagonists","volume":"44","author":"Fotsch","year":"2001","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2023.107032_b0160","doi-asserted-by":"crossref","first-page":"1249","DOI":"10.1107\/S1600577518007166","article-title":"ID30B - a versatile beamline for macromolecular crystallography experiments at the ESRF","volume":"25","author":"McCarthy","year":"2018","journal-title":"J. Synchrotron Radiat."},{"key":"10.1016\/j.bioorg.2023.107032_b0165","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1107\/S0907444911007773","article-title":"Data processing and analysis with the autoPROC toolbox","volume":"67","author":"Vonrhein","year":"2011","journal-title":"Acta Crystallogr. D Biol. Crystallogr."},{"key":"10.1016\/j.bioorg.2023.107032_b0170","doi-asserted-by":"crossref","unstructured":"W. Kabsch, XDS, Acta crystallogr. D Biol. crystallogr. 66 (2010) 125-32. http:\/\/dx.doi.org\/10.1107\/s0907444909047337.","DOI":"10.1107\/S0907444909047337"},{"key":"10.1016\/j.bioorg.2023.107032_b0175","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1107\/S0907444909042589","article-title":"Molecular replacement with MOLREP","volume":"66","author":"Vagin","year":"2010","journal-title":"Acta Crystallogr. D Biol. Crystallogr."},{"key":"10.1016\/j.bioorg.2023.107032_b0180","unstructured":"G. Bricogne, E. Blanc, M. Brandl, C. Flensburg, P. Keller, W. Paciorek, P. Roversi, A. Sharff, O.S. Smart, C. Vonrhein, T.O. Womack, BUSTER version 2.10.4. Cambridge, United Kingdom: Global Phasing Ltd, 2017."},{"key":"10.1016\/j.bioorg.2023.107032_b0185","first-page":"3","volume":"1","author":"Smart","year":"2021","journal-title":"Grade2 Version"},{"key":"10.1016\/j.bioorg.2023.107032_b0190","doi-asserted-by":"crossref","first-page":"2126","DOI":"10.1107\/S0907444904019158","article-title":"Coot: model-building tools for molecular graphics","volume":"60","author":"Emsley","year":"2004","journal-title":"Acta Crystallogr. D Biol. Crystallogr."},{"key":"10.1016\/j.bioorg.2023.107032_b0195","doi-asserted-by":"crossref","first-page":"2720","DOI":"10.1128\/AAC.46.8.2720-2722.2002","article-title":"Resazurin microtiter assay plate: simple and inexpensive method for detection of drug resistance in Mycobacterium tuberculosis","volume":"46","author":"Palomino","year":"2002","journal-title":"Antimicrob. Agents Chemother."}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206823006934?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206823006934?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,9,23]],"date-time":"2025-09-23T08:54:43Z","timestamp":1758617683000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0045206823006934"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,2]]},"references-count":36,"alternative-id":["S0045206823006934"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2023.107032","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2024,2]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Exploring the plasticity of the InhA substrate-binding site using new diaryl ether inhibitors","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2023.107032","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2023 Elsevier Inc. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"107032"}}