{"id":"https://openalex.org/W4409987653","doi":"https://doi.org/10.1021/acs.jcim.4c02374","title":"Machine Learning Classification of Chirality and Optical Rotation Using a Simple One-Hot Encoded Cartesian Coordinate Molecular Representation","display_name":"Machine Learning Classification of Chirality and Optical Rotation Using a Simple One-Hot Encoded Cartesian Coordinate Molecular Representation","publication_year":2025,"publication_date":"2025-05-01","ids":{"openalex":"https://openalex.org/W4409987653","doi":"https://doi.org/10.1021/acs.jcim.4c02374","pmid":"https://pubmed.ncbi.nlm.nih.gov/40311114"},"language":"en","primary_location":{"id":"doi:10.1021/acs.jcim.4c02374","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.jcim.4c02374","pdf_url":null,"source":{"id":"https://openalex.org/S167262187","display_name":"Journal of Chemical Information and Modeling","issn_l":"1549-9596","issn":["1549-9596","1549-960X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Modeling","raw_type":"journal-article"},"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"hybrid","oa_url":"https://doi.org/10.1021/acs.jcim.4c02374","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5100703770","display_name":"Yue Zhou","orcid":null},"institutions":[{"id":"https://openalex.org/I5388228","display_name":"University of Rochester","ror":"https://ror.org/022kthw22","country_code":"US","type":"education","lineage":["https://openalex.org/I5388228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Yilin Zhou","raw_affiliation_strings":["Center for Integrated Research Computing","University of Rochester"],"affiliations":[{"raw_affiliation_string":"Center for Integrated Research Computing","institution_ids":[]},{"raw_affiliation_string":"University of Rochester","institution_ids":["https://openalex.org/I5388228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5102383550","display_name":"Haoran Zhu","orcid":null},"institutions":[{"id":"https://openalex.org/I5388228","display_name":"University of Rochester","ror":"https://ror.org/022kthw22","country_code":"US","type":"education","lineage":["https://openalex.org/I5388228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Haoran Zhu","raw_affiliation_strings":["Center for Integrated Research Computing","University of Rochester"],"affiliations":[{"raw_affiliation_string":"Center for Integrated Research Computing","institution_ids":[]},{"raw_affiliation_string":"University of Rochester","institution_ids":["https://openalex.org/I5388228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5024899663","display_name":"Yijie Yuan","orcid":null},"institutions":[{"id":"https://openalex.org/I5388228","display_name":"University of Rochester","ror":"https://ror.org/022kthw22","country_code":"US","type":"education","lineage":["https://openalex.org/I5388228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Yijie Yuan","raw_affiliation_strings":["Center for Integrated Research Computing","University of Rochester"],"affiliations":[{"raw_affiliation_string":"Center for Integrated Research Computing","institution_ids":[]},{"raw_affiliation_string":"University of Rochester","institution_ids":["https://openalex.org/I5388228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5113969249","display_name":"Ziyu Song","orcid":null},"institutions":[{"id":"https://openalex.org/I5388228","display_name":"University of Rochester","ror":"https://ror.org/022kthw22","country_code":"US","type":"education","lineage":["https://openalex.org/I5388228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Ziyu Song","raw_affiliation_strings":["Center for Integrated Research Computing","University of Rochester"],"affiliations":[{"raw_affiliation_string":"Center for Integrated Research Computing","institution_ids":[]},{"raw_affiliation_string":"University of Rochester","institution_ids":["https://openalex.org/I5388228"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5065930532","display_name":"Brendan C. Mort","orcid":"https://orcid.org/0000-0001-5084-8091"},"institutions":[{"id":"https://openalex.org/I5388228","display_name":"University of Rochester","ror":"https://ror.org/022kthw22","country_code":"US","type":"education","lineage":["https://openalex.org/I5388228"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Brendan C. Mort","raw_affiliation_strings":["Center for Integrated Research Computing","University of Rochester"],"affiliations":[{"raw_affiliation_string":"Center for Integrated Research Computing","institution_ids":[]},{"raw_affiliation_string":"University of Rochester","institution_ids":["https://openalex.org/I5388228"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":5,"corresponding_author_ids":["https://openalex.org/A5065930532"],"corresponding_institution_ids":["https://openalex.org/I5388228"],"apc_list":null,"apc_paid":null,"fwci":1.6324,"has_fulltext":false,"cited_by_count":2,"citation_normalized_percentile":{"value":0.82309912,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":91,"max":99},"biblio":{"volume":"65","issue":"9","first_page":"4281","last_page":"4292"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12748","display_name":"Molecular spectroscopy and chirality","score":0.9998000264167786,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T12748","display_name":"Molecular spectroscopy and chirality","score":0.9998000264167786,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12327","display_name":"Various Chemistry Research Topics","score":0.9933000206947327,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10908","display_name":"Analytical Chemistry and Chromatography","score":0.9911999702453613,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/cartesian-coordinate-system","display_name":"Cartesian coordinate system","score":0.7973890900611877},{"id":"https://openalex.org/keywords/representation","display_name":"Representation (politics)","score":0.6775096654891968},{"id":"https://openalex.org/keywords/rotation","display_name":"Rotation (mathematics)","score":0.6517223119735718},{"id":"https://openalex.org/keywords/simple","display_name":"Simple (philosophy)","score":0.6221228837966919},{"id":"https://openalex.org/keywords/chirality","display_name":"Chirality (physics)","score":0.6165140271186829},{"id":"https://openalex.org/keywords/optical-rotation","display_name":"Optical rotation","score":0.4978501796722412},{"id":"https://openalex.org/keywords/artificial-intelligence","display_name":"Artificial intelligence","score":0.48386895656585693},{"id":"https://openalex.org/keywords/coordinate-system","display_name":"Coordinate system","score":0.46392783522605896},{"id":"https://openalex.org/keywords/computer-science","display_name":"Computer science","score":0.44155943393707275},{"id":"https://openalex.org/keywords/physics","display_name":"Physics","score":0.3808700442314148},{"id":"https://openalex.org/keywords/pattern-recognition","display_name":"Pattern recognition (psychology)","score":0.3539564311504364},{"id":"https://openalex.org/keywords/mathematics","display_name":"Mathematics","score":0.35127002000808716},{"id":"https://openalex.org/keywords/geometry","display_name":"Geometry","score":0.25581830739974976},{"id":"https://openalex.org/keywords/optics","display_name":"Optics","score":0.21882647275924683},{"id":"https://openalex.org/keywords/quantum-mechanics","display_name":"Quantum mechanics","score":0.13119003176689148},{"id":"https://openalex.org/keywords/philosophy","display_name":"Philosophy","score":0.06348031759262085}],"concepts":[{"id":"https://openalex.org/C16038011","wikidata":"https://www.wikidata.org/wiki/Q62912","display_name":"Cartesian coordinate system","level":2,"score":0.7973890900611877},{"id":"https://openalex.org/C2776359362","wikidata":"https://www.wikidata.org/wiki/Q2145286","display_name":"Representation (politics)","level":3,"score":0.6775096654891968},{"id":"https://openalex.org/C74050887","wikidata":"https://www.wikidata.org/wiki/Q848368","display_name":"Rotation (mathematics)","level":2,"score":0.6517223119735718},{"id":"https://openalex.org/C2780586882","wikidata":"https://www.wikidata.org/wiki/Q7520643","display_name":"Simple (philosophy)","level":2,"score":0.6221228837966919},{"id":"https://openalex.org/C124668440","wikidata":"https://www.wikidata.org/wiki/Q2305173","display_name":"Chirality (physics)","level":5,"score":0.6165140271186829},{"id":"https://openalex.org/C79650220","wikidata":"https://www.wikidata.org/wiki/Q530648","display_name":"Optical rotation","level":2,"score":0.4978501796722412},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.48386895656585693},{"id":"https://openalex.org/C80551277","wikidata":"https://www.wikidata.org/wiki/Q11210","display_name":"Coordinate system","level":2,"score":0.46392783522605896},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.44155943393707275},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.3808700442314148},{"id":"https://openalex.org/C153180895","wikidata":"https://www.wikidata.org/wiki/Q7148389","display_name":"Pattern recognition (psychology)","level":2,"score":0.3539564311504364},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.35127002000808716},{"id":"https://openalex.org/C2524010","wikidata":"https://www.wikidata.org/wiki/Q8087","display_name":"Geometry","level":1,"score":0.25581830739974976},{"id":"https://openalex.org/C120665830","wikidata":"https://www.wikidata.org/wiki/Q14620","display_name":"Optics","level":1,"score":0.21882647275924683},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.13119003176689148},{"id":"https://openalex.org/C138885662","wikidata":"https://www.wikidata.org/wiki/Q5891","display_name":"Philosophy","level":0,"score":0.06348031759262085},{"id":"https://openalex.org/C52703039","wikidata":"https://www.wikidata.org/wiki/Q5101837","display_name":"Chiral symmetry breaking","level":3,"score":0.0},{"id":"https://openalex.org/C17744445","wikidata":"https://www.wikidata.org/wiki/Q36442","display_name":"Political science","level":0,"score":0.0},{"id":"https://openalex.org/C199539241","wikidata":"https://www.wikidata.org/wiki/Q7748","display_name":"Law","level":1,"score":0.0},{"id":"https://openalex.org/C111472728","wikidata":"https://www.wikidata.org/wiki/Q9471","display_name":"Epistemology","level":1,"score":0.0},{"id":"https://openalex.org/C94625758","wikidata":"https://www.wikidata.org/wiki/Q7163","display_name":"Politics","level":2,"score":0.0},{"id":"https://openalex.org/C7602139","wikidata":"https://www.wikidata.org/wiki/Q6718","display_name":"Quark","level":2,"score":0.0},{"id":"https://openalex.org/C20621625","wikidata":"https://www.wikidata.org/wiki/Q6961432","display_name":"Nambu\u2013Jona-Lasinio model","level":4,"score":0.0}],"mesh":[{"descriptor_ui":"D000069550","descriptor_name":"Machine Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000069550","descriptor_name":"Machine Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000069550","descriptor_name":"Machine Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000069550","descriptor_name":"Machine Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000465","descriptor_name":"Algorithms","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000465","descriptor_name":"Algorithms","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000465","descriptor_name":"Algorithms","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000465","descriptor_name":"Algorithms","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009904","descriptor_name":"Optical Rotation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009904","descriptor_name":"Optical Rotation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009904","descriptor_name":"Optical Rotation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009904","descriptor_name":"Optical Rotation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011789","descriptor_name":"Quantum Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011789","descriptor_name":"Quantum Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011789","descriptor_name":"Quantum Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011789","descriptor_name":"Quantum Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":3,"locations":[{"id":"doi:10.1021/acs.jcim.4c02374","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.jcim.4c02374","pdf_url":null,"source":{"id":"https://openalex.org/S167262187","display_name":"Journal of Chemical Information and Modeling","issn_l":"1549-9596","issn":["1549-9596","1549-960X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Modeling","raw_type":"journal-article"},{"id":"pmid:40311114","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/40311114","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of chemical information and modeling","raw_type":null},{"id":"pmh:oai:pubmedcentral.nih.gov:12076508","is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/12076508","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"J Chem Inf Model","raw_type":"Text"}],"best_oa_location":{"id":"doi:10.1021/acs.jcim.4c02374","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.jcim.4c02374","pdf_url":null,"source":{"id":"https://openalex.org/S167262187","display_name":"Journal of Chemical Information and Modeling","issn_l":"1549-9596","issn":["1549-9596","1549-960X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Modeling","raw_type":"journal-article"},"sustainable_development_goals":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":47,"referenced_works":["https://openalex.org/W1508697289","https://openalex.org/W1967177826","https://openalex.org/W1975147762","https://openalex.org/W1995341919","https://openalex.org/W2023271753","https://openalex.org/W2034908207","https://openalex.org/W2038533471","https://openalex.org/W2042343562","https://openalex.org/W2043289059","https://openalex.org/W2046412723","https://openalex.org/W2051408340","https://openalex.org/W2053032227","https://openalex.org/W2056688822","https://openalex.org/W2058363175","https://openalex.org/W2062852634","https://openalex.org/W2077182652","https://openalex.org/W2078296075","https://openalex.org/W2080635178","https://openalex.org/W2087563523","https://openalex.org/W2094642658","https://openalex.org/W2104489082","https://openalex.org/W2118978333","https://openalex.org/W2143981217","https://openalex.org/W2144692952","https://openalex.org/W2148284063","https://openalex.org/W2168222317","https://openalex.org/W2295598076","https://openalex.org/W2492581364","https://openalex.org/W2520504420","https://openalex.org/W2753962198","https://openalex.org/W2884443195","https://openalex.org/W2911964244","https://openalex.org/W2914836620","https://openalex.org/W2923537029","https://openalex.org/W2973114758","https://openalex.org/W2984234582","https://openalex.org/W3020638658","https://openalex.org/W3104098743","https://openalex.org/W3104850868","https://openalex.org/W3114450122","https://openalex.org/W3193988690","https://openalex.org/W3200707343","https://openalex.org/W4205565317","https://openalex.org/W4327905502","https://openalex.org/W4382317956","https://openalex.org/W4384030028","https://openalex.org/W6930576366"],"related_works":["https://openalex.org/W2112736455","https://openalex.org/W1020620338","https://openalex.org/W1036286070","https://openalex.org/W2077299274","https://openalex.org/W2372486955","https://openalex.org/W2138013202","https://openalex.org/W4385733071","https://openalex.org/W2247326821","https://openalex.org/W2966740236","https://openalex.org/W4212946320"],"abstract_inverted_index":{"Absolute":[0],"stereochemical":[1,88],"configurations":[2],"and":[3,34,50,56,72],"optical":[4,59],"rotations":[5,60],"were":[6,48],"computed":[7],"for":[8,25,42,83],"121,416":[9],"molecular":[10],"structures":[11],"from":[12],"the":[13,26,54,73,87],"QM9":[14],"quantum":[15],"chemistry":[16],"data":[17],"set":[18],"using":[19,30,61],"density":[20],"functional":[21],"theory.":[22],"A":[23],"representation":[24],"molecules":[27],"was":[28],"developed":[29,49],"Cartesian":[31],"coordinate":[32],"geometries":[33],"encoded":[35],"atom":[36],"types":[37],"to":[38,52],"serve":[39],"as":[40],"input":[41],"various":[43],"machine":[44,65,77],"learning":[45,66,78],"algorithms.":[46],"Classifiers":[47],"trained":[51],"predict":[53],"chirality":[55],"signs":[57],"of":[58,64,86,90],"a":[62,80],"variety":[63],"methods.":[67],"These":[68],"methods":[69],"are":[70],"compared,":[71],"results":[74],"demonstrate":[75],"that":[76],"is":[79],"viable":[81],"tool":[82],"making":[84],"predictions":[85],"properties":[89],"molecules.":[91]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":1}],"updated_date":"2025-11-06T03:46:38.306776","created_date":"2025-10-10T00:00:00"}
