{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,13]],"date-time":"2026-10-13T07:36:37Z","timestamp":1791876997933,"version":"4.3.4"},"reference-count":60,"publisher":"American Chemical Society (ACS)","issue":"22","license":[{"start":{"date-parts":[[2025,11,13]],"date-time":"2025-11-13T00:00:00Z","timestamp":1762992000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2025,11,13]],"date-time":"2025-11-13T00:00:00Z","timestamp":1762992000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2025,11,13]],"date-time":"2025-11-13T00:00:00Z","timestamp":1762992000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/100004334","name":"Merck","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100004334","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Chem. Inf. Model."],"published-print":{"date-parts":[[2025,11,24]]},"DOI":"10.1021\/acs.jcim.5c01600","type":"journal-article","created":{"date-parts":[[2025,11,13]],"date-time":"2025-11-13T17:15:27Z","timestamp":1763054127000},"page":"12563-12578","source":"Crossref","is-referenced-by-count":1,"title":["Enhancing Permeability Prediction of Heterobifunctional Degraders Using Machine Learning and Metadynamics-Informed 3D Molecular Descriptors"],"prefix":"10.1021","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2128-7066","authenticated-orcid":true,"given":"Bryant","family":"Kim","sequence":"first","affiliation":[{"name":"Modeling and Informatics, Merck & Co., Inc.","place":["Rahway, United States"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6549-1635","authenticated-orcid":true,"given":"Robert P.","family":"Sheridan","sequence":"additional","affiliation":[{"name":"Modeling and Informatics, Merck & Co., Inc.","place":["Rahway, United States"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ruibo","family":"Zhang","sequence":"additional","affiliation":[{"name":"Modeling and Informatics, Merck & Co., Inc.","place":["Rahway, United States"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9755-260X","authenticated-orcid":true,"given":"Emilia P.","family":"Barros","sequence":"additional","affiliation":[{"name":"MSD R&D Innovation Centre, 120 Moorgate, London EC2M 6UR, U.K."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3582-9567","authenticated-orcid":true,"given":"Jennifer","family":"Johnston","sequence":"additional","affiliation":[{"name":"Modeling and Informatics, Merck & Co., Inc.","place":["Rahway, United States"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Li","family":"Xiao","sequence":"additional","affiliation":[{"name":"Modeling and Informatics, Merck & Co., Inc.","place":["Rahway, United States"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2025,11,13]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"publisher","DOI":"10.1038\/s41573-021-00371-6"},{"key":"ref2\/cit2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c00324"},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.1038\/s41571-023-00736-3"},{"key":"ref4\/cit4","doi-asserted-by":"publisher","DOI":"10.1038\/s41573-023-00652-2"},{"key":"ref5\/cit5","doi-asserted-by":"publisher","DOI":"10.1038\/s41580-024-00729-9"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1186\/s43556-022-00112-0"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkae768"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2019.04.030"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2023.115793"},{"key":"ref10\/cit10","doi-asserted-by":"publisher","DOI":"10.4155\/fmc-2021-0208"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.0c00556"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2014.08.013"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c00201"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2021.672267"},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.1038\/s42256-022-00527-y"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1016\/j.xphs.2020.10.052"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c07717"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201905599"},{"key":"ref19\/cit19","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.2c01093"},{"key":"ref20\/cit20","doi-asserted-by":"publisher","DOI":"10.1021\/ja063076p"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c00774"},{"key":"ref22\/cit22","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.8b00347"},{"key":"ref23\/cit23","doi-asserted-by":"publisher","DOI":"10.1016\/j.addr.2016.03.013"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.5599\/admet.2334"},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.4c02492"},{"key":"ref26\/cit26","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2017.09.009"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202116782"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2018.03.071"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.1101\/2025.03.18.643966"},{"key":"ref30\/cit30","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.5c00068"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevLett.100.020603"},{"key":"ref32\/cit32","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c03536"},{"key":"ref33\/cit33","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c00877"},{"key":"ref34\/cit34","doi-asserted-by":"publisher","DOI":"10.1515\/ntrev-2016-0074"},{"key":"ref35\/cit35","doi-asserted-by":"publisher","DOI":"10.1023\/A:1010933404324"},{"key":"ref36\/cit36","doi-asserted-by":"publisher","DOI":"10.18637\/jss.v018.i02"},{"key":"ref37\/cit37","first-page":"1871","volume":"9","author":"Fan R. E.","year":"2008","journal-title":"J. Mac. Learn. Res."},{"key":"ref38\/cit38","unstructured":"Landrum, G. RDKit: Open-source cheminformatics\n                      Zenodo\n                      2006."},{"key":"ref39\/cit39","unstructured":"Molecular Operating Environment (MOE)\n                      , Chemical\nComputing Group ULC, 2022, https:\/\/www.chemcomp.com\/."},{"key":"ref40\/cit40","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.21707"},{"key":"ref41\/cit41","doi-asserted-by":"publisher","DOI":"10.1186\/1758-2946-3-33"},{"key":"ref42\/cit42","doi-asserted-by":"publisher","DOI":"10.1021\/jm0603365"},{"key":"ref43\/cit43","doi-asserted-by":"publisher","DOI":"10.1007\/s10822-007-9133-z"},{"key":"ref44\/cit44","unstructured":"OMEGA\n                      , Version 4.1.0; OpenEye Scientific\nSoftware: Santa Fe, NM, 2023 https:\/\/www.eyesopen.com\/omega."},{"key":"ref45\/cit45","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.5c00871"},{"key":"ref46\/cit46","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.3c00289"},{"key":"ref47\/cit47","doi-asserted-by":"publisher","DOI":"10.1016\/j.cpc.2013.09.018"},{"key":"ref48\/cit48","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-019-10827-4"},{"key":"ref49\/cit49","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.0c00121"},{"key":"ref50\/cit50","doi-asserted-by":"publisher","DOI":"10.1039\/c1md00093d"},{"key":"ref51\/cit51","doi-asserted-by":"publisher","DOI":"10.1021\/jm000942e"},{"key":"ref52\/cit52","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.3c00189"},{"key":"ref53\/cit53","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.8b00507"},{"key":"ref54\/cit54","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.0c00280"},{"key":"ref55\/cit55","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-020-73681-1"},{"key":"ref56\/cit56","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.6b00367"},{"key":"ref57\/cit57","doi-asserted-by":"publisher","DOI":"10.1021\/ci500747n"},{"key":"ref58\/cit58","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.1c00126"},{"key":"ref59\/cit59","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.2c00809"},{"key":"ref60\/cit60","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2017.10.010"}],"container-title":["Journal of Chemical Information and Modeling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jcim.5c01600","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jcim.5c01600","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,11,24]],"date-time":"2025-11-24T09:11:20Z","timestamp":1763975480000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.jcim.5c01600"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,11,13]]},"references-count":60,"journal-issue":{"issue":"22","published-print":{"date-parts":[[2025,11,24]]}},"alternative-id":["10.1021\/acs.jcim.5c01600"],"URL":"https:\/\/doi.org\/10.1021\/acs.jcim.5c01600","relation":{},"ISSN":["1549-9596","1549-960X"],"issn-type":[{"value":"1549-9596","type":"print"},{"value":"1549-960X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,11,13]]}}}