{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,7]],"date-time":"2026-05-07T22:22:09Z","timestamp":1778192529149,"version":"3.51.4"},"reference-count":44,"publisher":"American Chemical Society (ACS)","issue":"8","license":[{"start":{"date-parts":[[2013,7,18]],"date-time":"2013-07-18T00:00:00Z","timestamp":1374105600000},"content-version":"vor","delay-in-days":3,"URL":"http:\/\/pubs.acs.org\/page\/policy\/authorchoice_termsofuse.html"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Chem. Inf. Model."],"published-print":{"date-parts":[[2013,8,26]]},"DOI":"10.1021\/ci400213d","type":"journal-article","created":{"date-parts":[[2013,7,15]],"date-time":"2013-07-15T17:03:02Z","timestamp":1373907782000},"page":"1990-2000","source":"Crossref","is-referenced-by-count":56,"title":["Development of Dimethyl Sulfoxide Solubility Models Using 163\u2009000 Molecules: Using a Domain Applicability Metric to Select More Reliable Predictions"],"prefix":"10.1021","volume":"53","author":[{"given":"Igor V.","family":"Tetko","sequence":"first","affiliation":[{"name":"Helmholtz Zentrum M\u00fcnchen\u2014German Research Center for Environmental Health (GmbH), Ingolst\u00e4dter\rLandstra\u00dfe 1, D-85764 Neuherberg, Germany"},{"name":"Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589,\rSaudi Arabia"},{"name":"eADMET GmbH, Lichtenbergstra\u00dfe 8, D-85748 Garching,\rGermany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sergii","family":"Novotarskyi","sequence":"additional","affiliation":[{"name":"eADMET GmbH, Lichtenbergstra\u00dfe 8, D-85748 Garching,\rGermany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Iurii","family":"Sushko","sequence":"additional","affiliation":[{"name":"eADMET GmbH, Lichtenbergstra\u00dfe 8, D-85748 Garching,\rGermany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vladimir","family":"Ivanov","sequence":"additional","affiliation":[{"name":"Enamine Ltd., 23 Alexandra Matrosova Street, 01103 Kiev, Ukraine"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alexander E.","family":"Petrenko","sequence":"additional","affiliation":[{"name":"Enamine Ltd., 23 Alexandra Matrosova Street, 01103 Kiev, Ukraine"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Reiner","family":"Dieden","sequence":"additional","affiliation":[{"name":"UCB Pharma, Global Chemistry, Braine-l\u2019Alleud, Belgium"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Florence","family":"Lebon","sequence":"additional","affiliation":[{"name":"UCB Pharma, Global Chemistry, Braine-l\u2019Alleud, Belgium"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Benoit","family":"Mathieu","sequence":"additional","affiliation":[{"name":"UCB Pharma, Global Chemistry, Braine-l\u2019Alleud, Belgium"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"316","published-online":{"date-parts":[[2013,7,15]]},"reference":[{"key":"ref1\/cit1","first-page":"27","volume":"8","author":"Balakin K. V.","year":"2003","journal-title":"Curr. Drug Discovery"},{"key":"ref2\/cit2","doi-asserted-by":"crossref","first-page":"223","DOI":"10.2174\/092986706775197917","volume":"13","author":"Balakin K. V.","year":"2006","journal-title":"Curr. Med. Chem."},{"key":"ref3\/cit3","volume-title":"228th ACS National Meeting","author":"Lu J. J.","year":"2004"},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1177\/1087057103260006","volume":"9","author":"Balakin K. V.","year":"2004","journal-title":"J. Biomol. Screen."},{"key":"ref5\/cit5","first-page":"25","volume":"30","author":"Kotsiantis S. B.","year":"2006","journal-title":"Int. Trans. Comp. Sci. Eng"},{"key":"ref6\/cit6","unstructured":"ChemAxon Kft.http:\/\/www.chemaxon.com(accessed June 22, 2013) ."},{"key":"ref7\/cit7","unstructured":"eADMET On-line CHEmical database and Modelling environment (OCHEM).http:\/\/ochem.eu(accessed June 22, 2013) ."},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"533","DOI":"10.1007\/s10822-011-9440-2","volume":"25","author":"Sushko I.","year":"2011","journal-title":"J. Comput. Aided. Mol. Des."},{"key":"ref9\/cit9","first-page":"452","volume-title":"Name Reactions","author":"Li J. J.","year":"2009"},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"187","DOI":"10.1023\/A:1019903710291","volume":"16","author":"Tetko I. V.","year":"2002","journal-title":"Neur. Proc. Lett."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"717","DOI":"10.1021\/ci010379o","volume":"42","author":"Tetko I. V.","year":"2002","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"282","DOI":"10.1134\/S0012500807120026","volume":"417","author":"Zhokhova N. I.","year":"2007","journal-title":"Dokl. Chem."},{"key":"ref13\/cit13","first-page":"11","author":"Hall M.","year":"2009","journal-title":"SIGKDD Explorations"},{"key":"ref14\/cit14","unstructured":"eADMET Molecular Descriptors.http:\/\/wiki.ochem.eu\/w\/Category:Molecular_Descriptorstohttp:\/\/docs.eadmet.com\/display\/MAN\/Molecular+descriptors(accessed June 22, 2013) ."},{"key":"ref15\/cit15","doi-asserted-by":"crossref","first-page":"6429","DOI":"10.1021\/jm0608964","volume":"49","author":"Gasteiger J.","year":"2006","journal-title":"J. Med. Chem."},{"key":"ref16\/cit16","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1021\/ci025584y","volume":"43","author":"Steinbeck C.","year":"2003","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref17\/cit17","doi-asserted-by":"crossref","unstructured":"Todeschini, R.; Consonni, V.Handbook of Molecular Descriptors;WILEY-VCH:Weinheim, 2000; p667.","DOI":"10.1002\/9783527613106"},{"key":"ref18\/cit18","unstructured":"Kier, L. B.; Hall, L. H.Molecular Structure Description: The Electrotopological State.Academic Press:London, 1999; p245."},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"1039","DOI":"10.1021\/ci00028a014","volume":"35","author":"Hall L. H.","year":"1995","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"1136","DOI":"10.1021\/ci025515j","volume":"42","author":"Tetko I. V.","year":"2002","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"191","DOI":"10.2174\/157340908785747465","volume":"4","author":"Varnek A.","year":"2008","journal-title":"Cur. Comp.-Aid. Drug Des."},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"211","DOI":"10.1016\/S0166-1280(98)00467-9","volume":"466","author":"Stankevich I. V.","year":"1999","journal-title":"J. Mol. Struct."},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"1151","DOI":"10.1021\/ci980330r","volume":"38","author":"Cherkasov A.","year":"1998","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref24\/cit24","doi-asserted-by":"crossref","first-page":"21","DOI":"10.2174\/1573409052952288","volume":"1","author":"Cherkasov A.","year":"2005","journal-title":"Curr. Comp. Aid. Drug Des."},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"155","DOI":"10.1007\/s10947-007-0023-y","volume":"48","author":"Potemkin V. A.","year":"2007","journal-title":"J. Struct. Chem."},{"key":"ref26\/cit26","doi-asserted-by":"crossref","first-page":"5674","DOI":"10.1021\/jm030242k","volume":"46","author":"Zauhar R. J.","year":"2003","journal-title":"J. Med. Chem."},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"P7","DOI":"10.1186\/1758-2946-3-S1-P7","volume":"3","author":"Thijs G.","year":"2011","journal-title":"J. Cheminform."},{"key":"ref28\/cit28","doi-asserted-by":"crossref","first-page":"742","DOI":"10.1021\/ci100050t","volume":"50","author":"Rogers D.","year":"2010","journal-title":"J. Chem. Inf. Model."},{"key":"ref29\/cit29","first-page":"123","volume":"24","author":"Breiman L.","year":"1996","journal-title":"Machine Learn."},{"key":"ref30\/cit30","doi-asserted-by":"crossref","first-page":"2094","DOI":"10.1021\/ci100253r","volume":"50","author":"Sushko I.","year":"2010","journal-title":"J. Chem. Inf. Model."},{"key":"ref31\/cit31","doi-asserted-by":"crossref","first-page":"1733","DOI":"10.1021\/ci800151m","volume":"48","author":"Tetko I. V.","year":"2008","journal-title":"J. Chem. Inf. Model."},{"key":"ref32\/cit32","doi-asserted-by":"crossref","first-page":"700","DOI":"10.1016\/j.drudis.2006.06.013","volume":"11","author":"Tetko I. V.","year":"2006","journal-title":"Drug Discov. Today"},{"key":"ref33\/cit33","volume-title":"Applicability domain of QSAR models","author":"Sushko I.","year":"2011"},{"key":"ref34\/cit34","first-page":"131","volume-title":"Proceedings of the 2003 International Chemical Information Conference","author":"Stein E. P.","year":"2003"},{"key":"ref35\/cit35","doi-asserted-by":"crossref","first-page":"1000","DOI":"10.1021\/ci034243x","volume":"44","author":"Delaney J. S.","year":"2004","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref36\/cit36","doi-asserted-by":"crossref","first-page":"497","DOI":"10.1023\/A:1015103914543","volume":"19","author":"Gao H.","year":"2002","journal-title":"Pharm. Res."},{"key":"ref37\/cit37","doi-asserted-by":"crossref","first-page":"2310","DOI":"10.1021\/ci300245q","volume":"52","author":"Sushko I.","year":"2012","journal-title":"J. Chem. Inf. Model."},{"key":"ref38\/cit38","doi-asserted-by":"crossref","first-page":"5079","DOI":"10.3390\/molecules15085079","volume":"15","author":"Haider N.","year":"2010","journal-title":"Molecules"},{"key":"ref39\/cit39","unstructured":"eADMET Models for solubilty in DMSO.http:\/\/ochem.eu\/article\/33409(accessed June 22, 2013) ."},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"581","DOI":"10.1038\/nchembio.187","volume":"5","author":"Wetzel S.","year":"2009","journal-title":"Nat. Chem. Biol."},{"key":"ref41\/cit41","doi-asserted-by":"crossref","first-page":"1271","DOI":"10.1021\/ci200091h","volume":"51","author":"Novotarskyi S.","year":"2011","journal-title":"J. Chem. Inf. Model."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"202","DOI":"10.1002\/cem.1296","volume":"24","author":"Sushko I.","year":"2010","journal-title":"J. Chemom."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"766","DOI":"10.1021\/ci700443v","volume":"48","author":"Zhu H.","year":"2008","journal-title":"J. Chem. Inf. Model."},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"135","DOI":"10.1007\/s10822-011-9513-2","volume":"26","author":"Tetko I. V.","year":"2012","journal-title":"J. Comput.-Aided. Mol. Des."}],"container-title":["Journal of Chemical Information and Modeling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ci400213d","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,4,16]],"date-time":"2023-04-16T10:43:25Z","timestamp":1681641805000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ci400213d"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2013,7,15]]},"references-count":44,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2013,8,26]]}},"alternative-id":["10.1021\/ci400213d"],"URL":"https:\/\/doi.org\/10.1021\/ci400213d","relation":{},"ISSN":["1549-9596","1549-960X"],"issn-type":[{"value":"1549-9596","type":"print"},{"value":"1549-960X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2013,7,15]]}}}