{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,14]],"date-time":"2026-04-14T11:28:54Z","timestamp":1776166134790,"version":"3.50.1"},"reference-count":64,"publisher":"American Chemical Society (ACS)","issue":"8","license":[{"start":{"date-parts":[[2026,4,14]],"date-time":"2026-04-14T00:00:00Z","timestamp":1776124800000},"content-version":"vor","delay-in-days":365,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","award":["JP24K15167"],"award-info":[{"award-number":["JP24K15167"]}],"id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Chem. Inf. Model."],"published-print":{"date-parts":[[2025,4,28]]},"DOI":"10.1021\/acs.jcim.5c00124","type":"journal-article","created":{"date-parts":[[2025,4,14]],"date-time":"2025-04-14T12:36:41Z","timestamp":1744634201000},"page":"4116-4127","source":"Crossref","is-referenced-by-count":0,"title":["Three-Dimensional CH\/\u03c0 and CH\/N Interactions from Quantum-Mechanical and Database Analyses"],"prefix":"10.1021","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1942-2492","authenticated-orcid":true,"given":"Daichi","family":"Hayakawa","sequence":"first","affiliation":[{"name":"Division of Biophysical Chemistry, Department of Pharmaceutical Sciences, Graduate School of Pharmacy, Showa University, 1-5-8, Hatanodai, Shinagawa-ku, Tokyo, 142-8555, Japan"}]},{"given":"Hiroaki","family":"Gouda","sequence":"additional","affiliation":[{"name":"Division of Biophysical Chemistry, Department of Pharmaceutical Sciences, Graduate School of Pharmacy, Showa University, 1-5-8, Hatanodai, Shinagawa-ku, Tokyo, 142-8555, Japan"}]}],"member":"316","published-online":{"date-parts":[[2025,4,14]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"crossref","DOI":"10.1093\/acprof:oso\/9780199672394.001.0001","volume-title":"The Theory of Intermolecular Forces","author":"Stone A.","year":"2013","edition":"2"},{"key":"ref2\/cit2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jmgm.2019.107515"},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.4c00896"},{"key":"ref4\/cit4","doi-asserted-by":"publisher","DOI":"10.1021\/jm00145a002"},{"key":"ref5\/cit5","doi-asserted-by":"publisher","DOI":"10.1002\/3527607676"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1021\/ja00226a005"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1021\/jm00050a010"},{"key":"ref8\/cit8","volume-title":"Application in Pharmacology and Toxicology","author":"Doucet J. P.","year":"2010"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)89185-7"},{"key":"ref10\/cit10","volume-title":"CH\u03c0 Interaction Evidence, Nature, and Consequences","author":"Nishio M.","year":"1998"},{"key":"ref11\/cit11","volume-title":"Chem. Biol.","author":"Desiraju G. R.","year":"1999"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1021\/cr100072x"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.1021\/ja01133a047"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.1021\/ja01307a002"},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.1021\/j150546a004"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1139\/v57-036"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1107\/S0365110X51001070"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1107\/S0365110X58001365"},{"key":"ref19\/cit19","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.71.1207"},{"key":"ref20\/cit20","doi-asserted-by":"publisher","DOI":"10.1021\/ja00383a012"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.1021\/ci00002a004"},{"key":"ref22\/cit22","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-2836(77)80200-3"},{"key":"ref23\/cit23","doi-asserted-by":"publisher","DOI":"10.1016\/S0968-0896(98)00002-9"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.1016\/S0968-0896(00)00197-8"},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.2000.4473"},{"key":"ref26\/cit26","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.21857"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2011.07.004"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.1021\/jm061038a"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.1c00235"},{"key":"ref30\/cit30","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.1c00975"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.1023\/A:1007934413448"},{"key":"ref32\/cit32","doi-asserted-by":"publisher","DOI":"10.1107\/S0108768102003324"},{"key":"ref33\/cit33","doi-asserted-by":"publisher","DOI":"10.1021\/ed200139t"},{"key":"ref34\/cit34","doi-asserted-by":"publisher","DOI":"10.1021\/ci5007118"},{"key":"ref35\/cit35","doi-asserted-by":"publisher","DOI":"10.1039\/D4CP03237C"},{"key":"ref36\/cit36","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.3c00300"},{"key":"ref37\/cit37","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.0c00005"},{"key":"ref38\/cit38","unstructured":"Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Petersson, G. A.; Nakatsuji, H.; Li, X.; Caricato, M.; Marenich, A. V.; Bloino, J.; Janesko, B. G.; Gomperts, R.; Mennucci, B.; Hratchian, H. P.; Ortiz, J. V.; Izmaylov, A. F.; Sonnenberg, J. L.; Williams-Young, D.; Ding, F.; Lipparini, F.; Egidi, F.; Goings, J.; Peng, B.; Petrone, A.; Henderson, T.; Ranasinghe, D.; Zakrzewski, V. G.; Gao, J.; Rega, N.; Zheng, G.; Liang, W.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Throssell, K.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.; Bearpark, M. J.; Heyd, J. J.; Brothers, E. N.; Kudin, K. N.; Staroverov, V. N.; Keith, T. A.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A. P.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Millam, J. M.; Klene, M.; Adamo, C.; Cammi, R.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Farkas, O.; Foresman, J. B.; Fox, D. J.\n                      Gaussian16\n                      , Revision C.01; Gaussian Inc.: Wallingford, CT, 2016."},{"key":"ref39\/cit39","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-007-0310-x"},{"key":"ref40\/cit40","doi-asserted-by":"publisher","DOI":"10.1080\/00268977000101561"},{"key":"ref41\/cit41","doi-asserted-by":"publisher","DOI":"10.1063\/1.5001028"},{"key":"ref42\/cit42","doi-asserted-by":"publisher","DOI":"10.1016\/0263-7855(96)00018-5"},{"key":"ref43\/cit43","doi-asserted-by":"publisher","DOI":"10.1021\/ja993972j"},{"key":"ref44\/cit44","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.74.2421"},{"key":"ref45\/cit45","doi-asserted-by":"publisher","DOI":"10.1016\/S0009-2614(03)01173-4"},{"key":"ref46\/cit46","doi-asserted-by":"publisher","DOI":"10.1021\/jp0511496"},{"key":"ref47\/cit47","doi-asserted-by":"publisher","DOI":"10.1021\/jp021520e"},{"key":"ref48\/cit48","doi-asserted-by":"publisher","DOI":"10.1021\/ja0105212"},{"key":"ref49\/cit49","first-page":"71","volume":"19","author":"Broto P.","year":"1984","journal-title":"Eur. J. Med. Chem."},{"key":"ref50\/cit50","doi-asserted-by":"publisher","DOI":"10.1016\/S0263-7855(98)80001-5"},{"key":"ref51\/cit51","doi-asserted-by":"publisher","DOI":"10.1016\/S0263-7855(98)80004-0"},{"key":"ref52\/cit52","doi-asserted-by":"publisher","DOI":"10.1007\/BF00135313"},{"key":"ref53\/cit53","doi-asserted-by":"publisher","DOI":"10.1007\/BF00119860"},{"key":"ref54\/cit54","doi-asserted-by":"publisher","DOI":"10.1023\/A:1016024005429"},{"key":"ref55\/cit55","doi-asserted-by":"publisher","DOI":"10.1007\/BF00125502"},{"key":"ref56\/cit56","doi-asserted-by":"publisher","DOI":"10.1021\/ci0004659"},{"key":"ref57\/cit57","doi-asserted-by":"publisher","DOI":"10.1248\/bpb.31.1552"},{"key":"ref58\/cit58","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.21299"},{"key":"ref59\/cit59","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.1999.2809"},{"key":"ref60\/cit60","doi-asserted-by":"publisher","DOI":"10.1023\/A:1008109717641"},{"key":"ref61\/cit61","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.2001.4452"},{"key":"ref62\/cit62","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.2001.4901"},{"key":"ref63\/cit63","doi-asserted-by":"publisher","DOI":"10.1021\/bi900685j"},{"key":"ref64\/cit64","doi-asserted-by":"publisher","DOI":"10.1021\/jm800382h"}],"container-title":["Journal of Chemical Information and Modeling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jcim.5c00124","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jcim.5c00124","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,4,14]],"date-time":"2026-04-14T10:09:14Z","timestamp":1776161354000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.jcim.5c00124"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,4,14]]},"references-count":64,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2025,4,28]]}},"alternative-id":["10.1021\/acs.jcim.5c00124"],"URL":"https:\/\/doi.org\/10.1021\/acs.jcim.5c00124","relation":{},"ISSN":["1549-9596","1549-960X"],"issn-type":[{"value":"1549-9596","type":"print"},{"value":"1549-960X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,4,14]]}}}