{"id":"https://openalex.org/W1982253368","doi":"https://doi.org/10.1021/ci000125n","title":"New Description of Molecular Chirality and Its Application to the Prediction of the Preferred Enantiomer in Stereoselective Reactions","display_name":"New Description of Molecular Chirality and Its Application to the Prediction of the Preferred Enantiomer in Stereoselective Reactions","publication_year":2001,"publication_date":"2001-02-23","ids":{"openalex":"https://openalex.org/W1982253368","doi":"https://doi.org/10.1021/ci000125n","mag":"1982253368","pmid":"https://pubmed.ncbi.nlm.nih.gov/11277725"},"language":"en","primary_location":{"id":"doi:10.1021/ci000125n","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci000125n","pdf_url":null,"source":{"id":"https://openalex.org/S171559003","display_name":"Journal of Chemical Information and Computer Sciences","issn_l":"0095-2338","issn":["0095-2338","1520-5142"],"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":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Computer Sciences","raw_type":"journal-article"},"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5082918380","display_name":"Jo\u00e3o Aires\u2010de\u2010Sousa","orcid":"https://orcid.org/0000-0002-5887-2966"},"institutions":[{"id":"https://openalex.org/I83558840","display_name":"Universidade Nova de Lisboa","ror":"https://ror.org/02xankh89","country_code":"PT","type":"education","lineage":["https://openalex.org/I83558840"]}],"countries":["PT"],"is_corresponding":false,"raw_author_name":"Jo\u00e3o Aires-de-Sousa","raw_affiliation_strings":["Sec\u00e7\u00e3o de Qu\u00edmica Org\u00e2nica Aplicada, Departamento de Qu\u00edmica, Centro de Qu\u00edmica Fina e Biotecnologia, campus Faculdade de Ci\u00eancias e Tecnologia, Universidade Nova de Lisboa, Quinta da Torre, 2825-114 Monte de Caparica, Portugal, and Computer-Chemie-Centrum, Institute for Organic Chemistry, University of Erlangen-N\u00fcrnberg, N\u00e4gelsbachstrasse 25, D-91052 Erlangen, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Sec\u00e7\u00e3o de Qu\u00edmica Org\u00e2nica Aplicada, Departamento de Qu\u00edmica, Centro de Qu\u00edmica Fina e Biotecnologia, campus Faculdade de Ci\u00eancias e Tecnologia, Universidade Nova de Lisboa, Quinta da Torre, 2825-114 Monte de Caparica, Portugal, and Computer-Chemie-Centrum, Institute for Organic Chemistry, University of Erlangen-N\u00fcrnberg, N\u00e4gelsbachstrasse 25, D-91052 Erlangen, Germany","institution_ids":["https://openalex.org/I83558840"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5038599370","display_name":"Johann Gasteiger","orcid":"https://orcid.org/0000-0003-2036-7144"},"institutions":[{"id":"https://openalex.org/I83558840","display_name":"Universidade Nova de Lisboa","ror":"https://ror.org/02xankh89","country_code":"PT","type":"education","lineage":["https://openalex.org/I83558840"]}],"countries":["PT"],"is_corresponding":false,"raw_author_name":"Johann Gasteiger","raw_affiliation_strings":["Sec\u00e7\u00e3o de Qu\u00edmica Org\u00e2nica Aplicada, Departamento de Qu\u00edmica, Centro de Qu\u00edmica Fina e Biotecnologia, campus Faculdade de Ci\u00eancias e Tecnologia, Universidade Nova de Lisboa, Quinta da Torre, 2825-114 Monte de Caparica, Portugal, and Computer-Chemie-Centrum, Institute for Organic Chemistry, University of Erlangen-N\u00fcrnberg, N\u00e4gelsbachstrasse 25, D-91052 Erlangen, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Sec\u00e7\u00e3o de Qu\u00edmica Org\u00e2nica Aplicada, Departamento de Qu\u00edmica, Centro de Qu\u00edmica Fina e Biotecnologia, campus Faculdade de Ci\u00eancias e Tecnologia, Universidade Nova de Lisboa, Quinta da Torre, 2825-114 Monte de Caparica, Portugal, and Computer-Chemie-Centrum, Institute for Organic Chemistry, University of Erlangen-N\u00fcrnberg, N\u00e4gelsbachstrasse 25, D-91052 Erlangen, Germany","institution_ids":["https://openalex.org/I83558840"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":1.6246,"has_fulltext":false,"cited_by_count":62,"citation_normalized_percentile":{"value":0.81239517,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":90,"max":98},"biblio":{"volume":"41","issue":"2","first_page":"369","last_page":"375"},"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/T10908","display_name":"Analytical Chemistry and Chromatography","score":0.9987000226974487,"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/T10211","display_name":"Computational Drug Discovery Methods","score":0.9902999997138977,"subfield":{"id":"https://openalex.org/subfields/1703","display_name":"Computational Theory and Mathematics"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/chirality","display_name":"Chirality (physics)","score":0.8635479211807251},{"id":"https://openalex.org/keywords/enantiomer","display_name":"Enantiomer","score":0.8357889652252197},{"id":"https://openalex.org/keywords/stereoselectivity","display_name":"Stereoselectivity","score":0.7397903203964233},{"id":"https://openalex.org/keywords/stereoisomerism","display_name":"Stereoisomerism","score":0.5537291765213013},{"id":"https://openalex.org/keywords/enantioselective-synthesis","display_name":"Enantioselective synthesis","score":0.5515470504760742},{"id":"https://openalex.org/keywords/catalysis","display_name":"Catalysis","score":0.5272582769393921},{"id":"https://openalex.org/keywords/representation","display_name":"Representation (politics)","score":0.41722372174263},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.4081486761569977},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"Stereochemistry","score":0.4065692722797394},{"id":"https://openalex.org/keywords/physics","display_name":"Physics","score":0.1976921260356903},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.1637260913848877}],"concepts":[{"id":"https://openalex.org/C124668440","wikidata":"https://www.wikidata.org/wiki/Q2305173","display_name":"Chirality (physics)","level":5,"score":0.8635479211807251},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.8357889652252197},{"id":"https://openalex.org/C181647583","wikidata":"https://www.wikidata.org/wiki/Q903429","display_name":"Stereoselectivity","level":3,"score":0.7397903203964233},{"id":"https://openalex.org/C129694887","wikidata":"https://www.wikidata.org/wiki/Q47455153","display_name":"Stereoisomerism","level":3,"score":0.5537291765213013},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.5515470504760742},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.5272582769393921},{"id":"https://openalex.org/C2776359362","wikidata":"https://www.wikidata.org/wiki/Q2145286","display_name":"Representation (politics)","level":3,"score":0.41722372174263},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.4081486761569977},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4065692722797394},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.1976921260356903},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.1637260913848877},{"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/C17744445","wikidata":"https://www.wikidata.org/wiki/Q36442","display_name":"Political science","level":0,"score":0.0},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"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/C20621625","wikidata":"https://www.wikidata.org/wiki/Q6961432","display_name":"Nambu\u2013Jona-Lasinio model","level":4,"score":0.0},{"id":"https://openalex.org/C52703039","wikidata":"https://www.wikidata.org/wiki/Q5101837","display_name":"Chiral symmetry breaking","level":3,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/ci000125n","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci000125n","pdf_url":null,"source":{"id":"https://openalex.org/S171559003","display_name":"Journal of Chemical Information and Computer Sciences","issn_l":"0095-2338","issn":["0095-2338","1520-5142"],"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":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Computer Sciences","raw_type":"journal-article"},{"id":"pmid:11277725","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11277725","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 computer sciences","raw_type":null}],"best_oa_location":null,"sustainable_development_goals":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320318613","display_name":"Fonds der Chemischen Industrie","ror":null},{"id":"https://openalex.org/F4320321114","display_name":"Bundesministerium f\u00fcr Bildung und Forschung","ror":"https://ror.org/04pz7b180"},{"id":"https://openalex.org/F4320334779","display_name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","ror":"https://ror.org/00snfqn58"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":22,"referenced_works":["https://openalex.org/W1598114763","https://openalex.org/W1991848143","https://openalex.org/W1998228029","https://openalex.org/W1999118725","https://openalex.org/W2008517160","https://openalex.org/W2023431325","https://openalex.org/W2033293438","https://openalex.org/W2043026140","https://openalex.org/W2049266690","https://openalex.org/W2051594443","https://openalex.org/W2052696550","https://openalex.org/W2061873115","https://openalex.org/W2090563045","https://openalex.org/W2092070385","https://openalex.org/W2095142854","https://openalex.org/W2118550317","https://openalex.org/W2137766225","https://openalex.org/W2330383299","https://openalex.org/W2949945026","https://openalex.org/W2951024884","https://openalex.org/W2951581420","https://openalex.org/W2953269726"],"related_works":["https://openalex.org/W2047865529","https://openalex.org/W1606504381","https://openalex.org/W3023849277","https://openalex.org/W2082278226","https://openalex.org/W2069999813","https://openalex.org/W2102978189","https://openalex.org/W3210430612","https://openalex.org/W2090600837","https://openalex.org/W2014700314","https://openalex.org/W930647718"],"abstract_inverted_index":{"A":[0],"new":[1],"representation":[2],"of":[3,25,51,66,82,87,108,116],"molecular":[4],"chirality":[5,64],"as":[6,37],"a":[7,52,60],"fixed-length":[8],"code":[9,13],"is":[10,28],"introduced.":[11],"This":[12],"describes":[14],"chiral":[15],"carbon":[16],"atoms":[17],"using":[18],"atomic":[19],"properties":[20],"and":[21,27,69,89,112],"geometrical":[22],"features":[23],"independent":[24],"conformation":[26],"able":[29],"to":[30,39],"distinguish":[31],"between":[32,62],"enantiomers.":[33],"It":[34],"was":[35],"used":[36],"input":[38],"counterpropagation":[40],"(CPG)":[41],"neural":[42,101],"networks":[43],"in":[44],"two":[45],"different":[46,94],"applications.":[47],"In":[48,77],"the":[49,56,63,67,70,75,78,99,109,113,117],"case":[50],"catalytic":[53],"enantioselective":[54],"reaction":[55],"CPG":[57,100],"network":[58,102],"established":[59],"correlation":[61],"codes":[65],"catalysts":[68],"major":[71,88,118],"enantiomer":[72],"obtained":[73],"by":[74,84,98],"reaction.":[76],"second":[79],"application-enantioselective":[80],"reduction":[81],"ketones":[83],"DIP-chloride-the":[85],"series":[86],"minor":[90,110],"enantiomers":[91],"produced":[92],"from":[93],"substrates":[95],"were":[96],"clustered":[97],"into":[103],"separate":[104],"regions,":[105],"one":[106],"characteristic":[107,115],"products":[111],"other":[114],"products.":[119]},"counts_by_year":[{"year":2025,"cited_by_count":3},{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":3},{"year":2021,"cited_by_count":3},{"year":2020,"cited_by_count":2},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2013,"cited_by_count":4},{"year":2012,"cited_by_count":4}],"updated_date":"2026-06-16T07:32:37.131356","created_date":"2025-10-10T00:00:00"}