{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T14:15:05Z","timestamp":1782915305063,"version":"3.54.5"},"reference-count":47,"publisher":"American Chemical Society (ACS)","issue":"11","license":[{"start":{"date-parts":[[2015,2,18]],"date-time":"2015-02-18T00:00:00Z","timestamp":1424217600000},"content-version":"vor","delay-in-days":839,"URL":"http:\/\/pubs.acs.org\/page\/policy\/authorchoice_ccby_termsofuse.html"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Chem. Inf. Model."],"published-print":{"date-parts":[[2012,11,26]]},"DOI":"10.1021\/ci300415d","type":"journal-article","created":{"date-parts":[[2012,10,22]],"date-time":"2012-10-22T23:06:32Z","timestamp":1350947192000},"page":"2864-2875","source":"Crossref","is-referenced-by-count":1268,"title":["Enumeration of 166 Billion Organic Small Molecules in the Chemical Universe Database GDB-17"],"prefix":"10.1021","volume":"52","author":[{"given":"Lars","family":"Ruddigkeit","sequence":"first","affiliation":[{"name":"Department\rof Chemistry and Biochemistry, NCCR TransCure, University of Berne, Freiestrasse 3, 3012 Berne, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ruud","family":"van Deursen","sequence":"additional","affiliation":[{"name":"Biomolecular Screening Facility,\rNCCR Chemical Biology, School of Life Sciences, Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne, 1015\rLausanne, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lorenz C.","family":"Blum","sequence":"additional","affiliation":[{"name":"Department\rof Chemistry and Biochemistry, NCCR TransCure, University of Berne, Freiestrasse 3, 3012 Berne, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean-Louis","family":"Reymond","sequence":"additional","affiliation":[{"name":"Department\rof Chemistry and Biochemistry, NCCR TransCure, University of Berne, Freiestrasse 3, 3012 Berne, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2012,11,1]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"crossref","first-page":"4443","DOI":"10.1021\/jo8001276","volume":"73","author":"Lipkus A. H.","year":"2008","journal-title":"J. Org. Chem."},{"key":"ref2\/cit2","first-page":"38","volume":"89","author":"ACS NEWS","year":"2011","journal-title":"Chem. Eng. News"},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"369","DOI":"10.1038\/nrd1086","volume":"2","author":"Bleicher K. H.","year":"2003","journal-title":"Nat. Rev. Drug Discovery"},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"64","DOI":"10.1038\/nchembio0705-64","volume":"1","author":"Schreiber S. L.","year":"2005","journal-title":"Nat. Chem. Biol."},{"key":"ref5\/cit5","doi-asserted-by":"crossref","first-page":"580","DOI":"10.1016\/j.coph.2009.08.004","volume":"9","author":"Mayr L. M.","year":"2009","journal-title":"Curr. Opin. Pharmacol."},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"751","DOI":"10.4155\/fmc.11.15","volume":"3","author":"Renner S.","year":"2011","journal-title":"Future Med. Chem"},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"711","DOI":"10.1038\/nrd1470","volume":"3","author":"Kola I.","year":"2004","journal-title":"Nat. Rev. Drug Discovery"},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"349","DOI":"10.1039\/C1MD00017A","volume":"2","author":"Hann M. M.","year":"2011","journal-title":"MedChemComm"},{"key":"ref9\/cit9","doi-asserted-by":"crossref","first-page":"649","DOI":"10.1038\/nrd1799","volume":"4","author":"Schneider G.","year":"2005","journal-title":"Nat. Rev. Drug Discovery"},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"724","DOI":"10.1021\/ar800236t","volume":"42","author":"Jorgensen W. L.","year":"2009","journal-title":"Acc. Chem. Res."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"30","DOI":"10.1039\/c0md00020e","volume":"1","author":"Reymond J. L.","year":"2010","journal-title":"MedChemComm"},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"299","DOI":"10.1007\/978-1-60761-839-3_12","volume":"672","author":"Hartenfeller M.","year":"2011","journal-title":"Methods Mol. Biol."},{"key":"ref13\/cit13","doi-asserted-by":"crossref","first-page":"580","DOI":"10.1016\/j.drudis.2006.05.012","volume":"11","author":"Klebe G.","year":"2006","journal-title":"Drug Discovery Today"},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"429","DOI":"10.1016\/j.copbio.2009.08.003","volume":"20","author":"Kolb P.","year":"2009","journal-title":"Curr. Opin. Biotechnol."},{"key":"ref15\/cit15","doi-asserted-by":"crossref","first-page":"205","DOI":"10.1021\/ci900419k","volume":"50","author":"Geppert H.","year":"2010","journal-title":"J. Chem. Inf. Model."},{"key":"ref16\/cit16","doi-asserted-by":"crossref","first-page":"1056","DOI":"10.1002\/cber.18750080252","volume":"8","author":"Cayley E.","year":"1875","journal-title":"Chem. Ber."},{"key":"ref17\/cit17","doi-asserted-by":"crossref","first-page":"2973","DOI":"10.1021\/ja01039a025","volume":"91","author":"Lederberg J.","year":"1969","journal-title":"J. Am. Chem. Soc."},{"key":"ref18\/cit18","doi-asserted-by":"crossref","first-page":"512","DOI":"10.1039\/b400678j","volume":"21","author":"Steinbeck C.","year":"2004","journal-title":"Nat. Prod. Rep."},{"key":"ref19\/cit19","first-page":"717","volume":"2","author":"Reymond J. L.","year":"2012","journal-title":"Wiley Interdiscip. Rev.: Comput. Mol. Sci."},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"1504","DOI":"10.1002\/anie.200462457","volume":"44","author":"Fink T.","year":"2005","journal-title":"Angew. Chem., Int. Ed. Engl."},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"342","DOI":"10.1021\/ci600423u","volume":"47","author":"Fink T.","year":"2007","journal-title":"J. Chem. Inf. Model."},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"8732","DOI":"10.1021\/ja902302h","volume":"131","author":"Blum L. C.","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"637","DOI":"10.1007\/s10822-011-9436-y","volume":"25","author":"Blum L. C.","year":"2011","journal-title":"J. Comput.-Aided Mol. Des."},{"key":"ref24\/cit24","doi-asserted-by":"crossref","first-page":"1520","DOI":"10.1002\/cmdc.200800198","volume":"3","author":"Nguyen K. T.","year":"2008","journal-title":"ChemMedChem"},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"3832","DOI":"10.1016\/j.bmcl.2009.04.021","volume":"19","author":"Nguyen K. T.","year":"2009","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref26\/cit26","doi-asserted-by":"crossref","first-page":"422","DOI":"10.1021\/ml100125f","volume":"1","author":"Garcia-Delgado N.","year":"2010","journal-title":"ACS Med. Chem. Lett."},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"7236","DOI":"10.1021\/jm100959g","volume":"53","author":"Luethi E.","year":"2010","journal-title":"J. Med. Chem."},{"key":"ref28\/cit28","doi-asserted-by":"crossref","first-page":"3105","DOI":"10.1021\/ci200410u","volume":"51","author":"Blum L. C.","year":"2011","journal-title":"J. Chem. Inf. Model."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"4605","DOI":"10.1021\/jm300030r","volume":"55","author":"Brethous L.","year":"2012","journal-title":"J. Med. Chem."},{"key":"ref30\/cit30","doi-asserted-by":"crossref","first-page":"649","DOI":"10.1021\/cn3000422","volume":"3","author":"Reymond J. L.","year":"2012","journal-title":"ACS Chem. Neurosci."},{"key":"ref31\/cit31","doi-asserted-by":"crossref","first-page":"1111","DOI":"10.4155\/fmc.11.46","volume":"3","author":"Foloppe N.","year":"2011","journal-title":"Future Med. Chem."},{"key":"ref32\/cit32","doi-asserted-by":"crossref","first-page":"3743","DOI":"10.1002\/(SICI)1521-3773(19991216)38:24<3743::AID-ANIE3743>3.0.CO;2-U","volume":"38","author":"Teague S. J.","year":"1999","journal-title":"Angew. Chem., Int. Ed. Engl."},{"key":"ref33\/cit33","doi-asserted-by":"crossref","first-page":"W623","DOI":"10.1093\/nar\/gkp456","volume":"37","author":"Wang Y.","year":"2009","journal-title":"Nucleic Acids Res."},{"key":"ref34\/cit34","doi-asserted-by":"crossref","first-page":"D1100","DOI":"10.1093\/nar\/gkr777","volume":"40","author":"Gaulton A.","year":"2012","journal-title":"Nucleic Acids Res."},{"key":"ref35\/cit35","doi-asserted-by":"crossref","first-page":"D1035","DOI":"10.1093\/nar\/gkq1126","volume":"39","author":"Knox C.","year":"2011","journal-title":"Nucleic Acids Res."},{"key":"ref36\/cit36","first-page":"45","volume":"30","author":"McKay B. D.","year":"1981","journal-title":"Congressus Numerantium"},{"key":"ref37\/cit37","doi-asserted-by":"crossref","first-page":"382","DOI":"10.1016\/S1359-6446(97)01083-0","volume":"2","author":"Rishton G. M.","year":"1997","journal-title":"Drug Discovery Today"},{"key":"ref38\/cit38","doi-asserted-by":"crossref","first-page":"86","DOI":"10.1016\/S1359644602025722","volume":"8","author":"Rishton G. M.","year":"2003","journal-title":"Drug Discovery Today"},{"key":"ref39\/cit39","doi-asserted-by":"crossref","first-page":"1489","DOI":"10.1021\/jm040163o","volume":"48","author":"Rush T. S.","year":"2005","journal-title":"J. Med. Chem."},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"3862","DOI":"10.1021\/jm900818s","volume":"53","author":"Nicholls A.","year":"2010","journal-title":"J. Med. Chem."},{"key":"ref41\/cit41","doi-asserted-by":"crossref","first-page":"987","DOI":"10.1021\/ci025599w","volume":"43","author":"Sauer W. H.","year":"2003","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"6752","DOI":"10.1021\/jm901241e","volume":"52","author":"Lovering F.","year":"2009","journal-title":"J. Med. Chem."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"164","DOI":"10.1016\/j.drudis.2010.11.014","volume":"16","author":"Ritchie T. J.","year":"2011","journal-title":"Drug Discovery Today"},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"18787","DOI":"10.1073\/pnas.1012741107","volume":"107","author":"Clemons P. A.","year":"2010","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"ref45\/cit45","doi-asserted-by":"crossref","first-page":"6817","DOI":"10.1073\/pnas.1015024108","volume":"108","author":"Clemons P. A.","year":"2011","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"ref46\/cit46","doi-asserted-by":"crossref","first-page":"2567","DOI":"10.1021\/cr00023a012","volume":"93","author":"Sadowski J.","year":"1993","journal-title":"Chem. Rev."},{"key":"ref47\/cit47","doi-asserted-by":"crossref","first-page":"2887","DOI":"10.1021\/jm9602928","volume":"39","author":"Bemis G. W.","year":"1996","journal-title":"J. Med. Chem."}],"container-title":["Journal of Chemical Information and Modeling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ci300415d","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,4,3]],"date-time":"2023-04-03T19:12:50Z","timestamp":1680549170000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ci300415d"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2012,11,1]]},"references-count":47,"journal-issue":{"issue":"11","published-print":{"date-parts":[[2012,11,26]]}},"alternative-id":["10.1021\/ci300415d"],"URL":"https:\/\/doi.org\/10.1021\/ci300415d","relation":{},"ISSN":["1549-9596","1549-960X"],"issn-type":[{"value":"1549-9596","type":"print"},{"value":"1549-960X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2012,11,1]]}}}