{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,24]],"date-time":"2026-03-24T18:15:49Z","timestamp":1774376149646,"version":"3.50.1"},"reference-count":45,"publisher":"American Chemical Society (ACS)","issue":"6","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Chem. Inf. Model."],"published-print":{"date-parts":[[2012,6,25]]},"DOI":"10.1021\/ci3001524","type":"journal-article","created":{"date-parts":[[2012,5,25]],"date-time":"2012-05-25T13:05:04Z","timestamp":1337951104000},"page":"1698-1712","source":"Crossref","is-referenced-by-count":31,"title":["2D SMARTCyp Reactivity-Based Site of Metabolism Prediction for Major Drug-Metabolizing Cytochrome P450 Enzymes"],"prefix":"10.1021","volume":"52","author":[{"given":"Ruifeng","family":"Liu","sequence":"first","affiliation":[{"name":"DoD Biotechnology High Performance Computing Software Applications Institute, Telemedicine and Advanced Technology Research Center, U.S. Army Medical Research and Material Command, Fort Detrick, Maryland 21702, United States"}]},{"given":"Jin","family":"Liu","sequence":"additional","affiliation":[{"name":"DoD Biotechnology High Performance Computing Software Applications Institute, Telemedicine and Advanced Technology Research Center, U.S. Army Medical Research and Material Command, Fort Detrick, Maryland 21702, United States"}]},{"given":"Greg","family":"Tawa","sequence":"additional","affiliation":[{"name":"DoD Biotechnology High Performance Computing Software Applications Institute, Telemedicine and Advanced Technology Research Center, U.S. Army Medical Research and Material Command, Fort Detrick, Maryland 21702, United States"}]},{"given":"Anders","family":"Wallqvist","sequence":"additional","affiliation":[{"name":"DoD Biotechnology High Performance Computing Software Applications Institute, Telemedicine and Advanced Technology Research Center, U.S. Army Medical Research and Material Command, Fort Detrick, Maryland 21702, United States"}]}],"member":"316","published-online":{"date-parts":[[2012,6,4]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"crossref","DOI":"10.1002\/9780470028155","volume-title":"The Ubiquitous Roles of Cytochrome P450 Proteins: Metal Ions in Life Sciences","volume":"3","author":"Sigel A.","year":"2007"},{"key":"ref2\/cit2","doi-asserted-by":"crossref","first-page":"561","DOI":"10.2174\/1389200023337054","volume":"3","author":"Danielson P. B.","year":"2002","journal-title":"Curr. Drug. Metab."},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"70","DOI":"10.1021\/tx700079z","volume":"21","author":"Guengerich F. P.","year":"2008","journal-title":"Chem. Res. Toxicol."},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"414","DOI":"10.1016\/S0022-3565(25)22379-5","volume":"270","author":"Shimada T.","year":"1994","journal-title":"J. Pharmacol. Exp. Ther."},{"key":"ref5\/cit5","first-page":"391","volume":"76","author":"Lynch T.","year":"2007","journal-title":"Am. Fam. Physician"},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"619","DOI":"10.1177\/106002809502900612","volume":"29","author":"Slaughter R. L.","year":"1995","journal-title":"Ann. Pharmacother."},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"2211","DOI":"10.1056\/NEJMra032424","volume":"352","author":"Wilkinson G. R.","year":"2005","journal-title":"New Engl. J. Med."},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"611","DOI":"10.1021\/tx0002583","volume":"14","author":"Guengerich F. P.","year":"2001","journal-title":"Chem. Res. Toxicol."},{"key":"ref9\/cit9","doi-asserted-by":"crossref","first-page":"2417","DOI":"10.1021\/jm0508538","volume":"49","author":"de Graaf C.","year":"2006","journal-title":"J. Med. Chem."},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"1515","DOI":"10.1021\/jm981118h","volume":"42","author":"de Groot M. J.","year":"1999","journal-title":"J. Med. Chem."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"1645","DOI":"10.1021\/jm020538a","volume":"46","author":"Park J. Y.","year":"2003","journal-title":"J. Med. Chem."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1021\/ci800371f","volume":"49","author":"Vasanthanathan P.","year":"2009","journal-title":"J. Chem. Inf. Model."},{"key":"ref13\/cit13","doi-asserted-by":"crossref","first-page":"149","DOI":"10.1002\/jmr.1077","volume":"24","author":"Yuriev E.","year":"2011","journal-title":"J. Mol. Recognit."},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"6098","DOI":"10.1021\/jm2006468","volume":"54","author":"Moors S. L.","year":"2011","journal-title":"J. Med. Chem."},{"key":"ref15\/cit15","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1080\/03602530600969374","volume":"39","author":"Afzelius L.","year":"2007","journal-title":"Drug Metab. Rev."},{"key":"ref16\/cit16","doi-asserted-by":"crossref","first-page":"1330","DOI":"10.1021\/jm020400s","volume":"46","author":"Singh S. B.","year":"2003","journal-title":"J. Med. Chem."},{"key":"ref17\/cit17","unstructured":"StarDrop, version 5.0;Optibrium Ltd.:Cambridge, United Kingdom, 2011."},{"key":"ref18\/cit18","doi-asserted-by":"crossref","first-page":"6970","DOI":"10.1021\/jm050529c","volume":"48","author":"Cruciani G.","year":"2005","journal-title":"J. Med. Chem."},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1021\/jm00145a002","volume":"28","author":"Goodford P. J.","year":"1985","journal-title":"J. Med. Chem."},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"976","DOI":"10.1124\/dmd.105.008631","volume":"34","author":"Zhou D.","year":"2006","journal-title":"Drug Metab. Dispos."},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"96","DOI":"10.1021\/ml100016x","volume":"1","author":"Rydberg P.","year":"2010","journal-title":"ACS Med. Chem. Lett."},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"811","DOI":"10.2174\/138620711796957170","volume":"14","author":"Shin Y. G.","year":"2011","journal-title":"Comb. Chem. High Throughput Screening"},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"69","DOI":"10.1021\/ml200246f","volume":"3","author":"Rydberg P.","year":"2012","journal-title":"ACS Med. Chem. Lett."},{"key":"ref24\/cit24","unstructured":"Daylight Chemical Information Systems, I., SMARTS - A language for describing molecular patterns,http:\/\/www.daylight.com\/dayhtml\/doc\/theory\/theory.smarts.html(accessed May 31, 2012)."},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"1245","DOI":"10.1021\/bi027085w","volume":"42","author":"Guengerich F. P.","year":"2003","journal-title":"Biochemistry"},{"key":"ref26\/cit26","first-page":"687","volume":"57","author":"Rowland-Yeo K.","year":"2004","journal-title":"Br. J. Clin. Pharmacol."},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"1201","DOI":"10.1124\/dmd.104.000794","volume":"32","author":"Williams J. A.","year":"2004","journal-title":"Drug Metab. Dispos."},{"key":"ref28\/cit28","first-page":"936","volume":"29","author":"Ekins S.","year":"2001","journal-title":"Drug Metab. Dispos."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"14348","DOI":"10.1074\/jbc.M611692200","volume":"282","author":"Sansen S.","year":"2007","journal-title":"J. Biol. Chem."},{"key":"ref30\/cit30","doi-asserted-by":"crossref","first-page":"406","DOI":"10.1016\/S1359-6446(97)01081-7","volume":"2","author":"Smith D. A.","year":"1997","journal-title":"Drug Discovery Today"},{"key":"ref31\/cit31","doi-asserted-by":"crossref","first-page":"479","DOI":"10.1016\/S1359-6446(97)01085-4","volume":"2","author":"Smith D. A.","year":"1997","journal-title":"Drug Discovery Today"},{"key":"ref32\/cit32","doi-asserted-by":"crossref","first-page":"2070","DOI":"10.1002\/cmdc.200900363","volume":"4","author":"Rydberg P.","year":"2009","journal-title":"ChemMedChem"},{"key":"ref33\/cit33","doi-asserted-by":"crossref","first-page":"2640","DOI":"10.1021\/bi062320m","volume":"46","author":"Prasad J. C.","year":"2007","journal-title":"Biochemistry"},{"key":"ref34\/cit34","doi-asserted-by":"crossref","first-page":"1992","DOI":"10.1124\/dmd.108.022186","volume":"36","author":"Tai G.","year":"2008","journal-title":"Drug Metab. Dispos."},{"key":"ref35\/cit35","doi-asserted-by":"crossref","first-page":"35630","DOI":"10.1074\/jbc.M405427200","volume":"279","author":"Wester M. R.","year":"2004","journal-title":"J. Biol. Chem."},{"key":"ref36\/cit36","doi-asserted-by":"crossref","first-page":"780","DOI":"10.1021\/jm7009793","volume":"51","author":"Sykes M. J.","year":"2008","journal-title":"J. Med. Chem."},{"key":"ref37\/cit37","doi-asserted-by":"crossref","first-page":"16270","DOI":"10.1021\/bi981704c","volume":"37","author":"Jung F.","year":"1998","journal-title":"Biochemistry"},{"key":"ref38\/cit38","doi-asserted-by":"crossref","first-page":"235","DOI":"10.1080\/004982598239542","volume":"28","author":"Lewis D. F.","year":"1998","journal-title":"Xenobiotica"},{"key":"ref39\/cit39","doi-asserted-by":"crossref","first-page":"323","DOI":"10.1093\/jb\/mvn070","volume":"144","author":"Wada Y.","year":"2008","journal-title":"J. Biochem."},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"12496","DOI":"10.1074\/jbc.271.21.12496","volume":"271","author":"Ibeanu G. C.","year":"1996","journal-title":"J. Biol. Chem."},{"key":"ref41\/cit41","doi-asserted-by":"crossref","first-page":"9497","DOI":"10.1074\/jbc.M312516200","volume":"279","author":"Schoch G. A.","year":"2004","journal-title":"J. Biol. Chem."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"13196","DOI":"10.1073\/pnas.2133986100","volume":"100","author":"Scott E. E.","year":"2003","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"121","DOI":"10.1016\/S1097-2765(00)80408-6","volume":"5","author":"Williams P. A.","year":"2000","journal-title":"Mol. Cell"},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"6768","DOI":"10.1021\/jm049605m","volume":"47","author":"Locuson C. W.","year":"2004","journal-title":"J. Med. Chem."},{"key":"ref45\/cit45","doi-asserted-by":"crossref","first-page":"D1035","DOI":"10.1093\/nar\/gkq1126","volume":"39","author":"Knox C.","year":"2011","journal-title":"Nucleic Acids Res."}],"container-title":["Journal of Chemical Information and Modeling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ci3001524","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,3,28]],"date-time":"2025-03-28T20:54:37Z","timestamp":1743195277000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ci3001524"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2012,6,4]]},"references-count":45,"journal-issue":{"issue":"6","published-print":{"date-parts":[[2012,6,25]]}},"alternative-id":["10.1021\/ci3001524"],"URL":"https:\/\/doi.org\/10.1021\/ci3001524","relation":{},"ISSN":["1549-9596","1549-960X"],"issn-type":[{"value":"1549-9596","type":"print"},{"value":"1549-960X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2012,6,4]]}}}