{"id":"https://openalex.org/W1991938983","doi":"https://doi.org/10.1021/ci990064x","title":"Quasi-orthogonal Basis Sets of Molecular Graph Descriptors as a Chemical Diversity Measure","display_name":"Quasi-orthogonal Basis Sets of Molecular Graph Descriptors as a Chemical Diversity Measure","publication_year":1999,"publication_date":"1999-12-17","ids":{"openalex":"https://openalex.org/W1991938983","doi":"https://doi.org/10.1021/ci990064x","mag":"1991938983","pmid":"https://pubmed.ncbi.nlm.nih.gov/10661559"},"language":"en","primary_location":{"id":"doi:10.1021/ci990064x","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci990064x","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/A5006473765","display_name":"Ovidiu Ivanciuc","orcid":null},"institutions":[{"id":"https://openalex.org/I201841394","display_name":"Universit\u00e9 C\u00f4te d'Azur","ror":"https://ror.org/019tgvf94","country_code":"FR","type":"education","lineage":["https://openalex.org/I201841394"]}],"countries":["FR"],"is_corresponding":true,"raw_author_name":"Ovidiu Ivanciuc","raw_affiliation_strings":["Department of Organic Chemistry, Faculty of Chemical Technology, University \u201cPolitehnica\u201d of Bucharest, Oficiul 12 CP 243, 78100 Bucharest, Romania, and GRECFO-LARTIC, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France"],"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Faculty of Chemical Technology, University \u201cPolitehnica\u201d of Bucharest, Oficiul 12 CP 243, 78100 Bucharest, Romania, and GRECFO-LARTIC, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France","institution_ids":["https://openalex.org/I201841394"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5091406016","display_name":"Stavros Taraviras","orcid":"https://orcid.org/0000-0002-7455-647X"},"institutions":[{"id":"https://openalex.org/I201841394","display_name":"Universit\u00e9 C\u00f4te d'Azur","ror":"https://ror.org/019tgvf94","country_code":"FR","type":"education","lineage":["https://openalex.org/I201841394"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Stavros L. Taraviras","raw_affiliation_strings":["Department of Organic Chemistry, Faculty of Chemical Technology, University \u201cPolitehnica\u201d of Bucharest, Oficiul 12 CP 243, 78100 Bucharest, Romania, and GRECFO-LARTIC, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France"],"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Faculty of Chemical Technology, University \u201cPolitehnica\u201d of Bucharest, Oficiul 12 CP 243, 78100 Bucharest, Romania, and GRECFO-LARTIC, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France","institution_ids":["https://openalex.org/I201841394"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5040646066","display_name":"Daniel Cabrol\u2010Bass","orcid":null},"institutions":[{"id":"https://openalex.org/I201841394","display_name":"Universit\u00e9 C\u00f4te d'Azur","ror":"https://ror.org/019tgvf94","country_code":"FR","type":"education","lineage":["https://openalex.org/I201841394"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Daniel Cabrol-Bass","raw_affiliation_strings":["Department of Organic Chemistry, Faculty of Chemical Technology, University \u201cPolitehnica\u201d of Bucharest, Oficiul 12 CP 243, 78100 Bucharest, Romania, and GRECFO-LARTIC, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France"],"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Faculty of Chemical Technology, University \u201cPolitehnica\u201d of Bucharest, Oficiul 12 CP 243, 78100 Bucharest, Romania, and GRECFO-LARTIC, University of Nice-Sophia Antipolis, 28 Avenue Valrose, 06108 Nice Cedex 2, France","institution_ids":["https://openalex.org/I201841394"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5006473765"],"corresponding_institution_ids":["https://openalex.org/I201841394"],"apc_list":null,"apc_paid":null,"fwci":4.7078,"has_fulltext":false,"cited_by_count":34,"citation_normalized_percentile":{"value":0.94783613,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":99},"biblio":{"volume":"40","issue":"1","first_page":"126","last_page":"134"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9997000098228455,"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"}},"topics":[{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9997000098228455,"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"}},{"id":"https://openalex.org/T10908","display_name":"Analytical Chemistry and Chromatography","score":0.9789000153541565,"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/T11476","display_name":"Graph theory and applications","score":0.9624000191688538,"subfield":{"id":"https://openalex.org/subfields/2608","display_name":"Geometry and Topology"},"field":{"id":"https://openalex.org/fields/26","display_name":"Mathematics"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/pharmacophore","display_name":"Pharmacophore","score":0.7733867168426514},{"id":"https://openalex.org/keywords/measure","display_name":"Measure (data warehouse)","score":0.6249759793281555},{"id":"https://openalex.org/keywords/virtual-screening","display_name":"Virtual screening","score":0.6005979180335999},{"id":"https://openalex.org/keywords/molecular-descriptor","display_name":"Molecular descriptor","score":0.5971195101737976},{"id":"https://openalex.org/keywords/molecular-graph","display_name":"Molecular graph","score":0.5664281845092773},{"id":"https://openalex.org/keywords/computer-science","display_name":"Computer science","score":0.5076719522476196},{"id":"https://openalex.org/keywords/graph","display_name":"Graph","score":0.4968128502368927},{"id":"https://openalex.org/keywords/data-mining","display_name":"Data mining","score":0.4821833670139313},{"id":"https://openalex.org/keywords/pattern-recognition","display_name":"Pattern recognition (psychology)","score":0.4521971344947815},{"id":"https://openalex.org/keywords/basis","display_name":"Basis (linear algebra)","score":0.4484814703464508},{"id":"https://openalex.org/keywords/chemical-database","display_name":"Chemical database","score":0.4254942536354065},{"id":"https://openalex.org/keywords/artificial-intelligence","display_name":"Artificial intelligence","score":0.3723592162132263},{"id":"https://openalex.org/keywords/information-retrieval","display_name":"Information retrieval","score":0.32047563791275024},{"id":"https://openalex.org/keywords/mathematics","display_name":"Mathematics","score":0.3108512759208679},{"id":"https://openalex.org/keywords/machine-learning","display_name":"Machine learning","score":0.26547637581825256},{"id":"https://openalex.org/keywords/theoretical-computer-science","display_name":"Theoretical computer science","score":0.2594357132911682},{"id":"https://openalex.org/keywords/quantitative-structure\u2013activity-relationship","display_name":"Quantitative structure\u2013activity relationship","score":0.18507352471351624},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.1706365942955017},{"id":"https://openalex.org/keywords/bioinformatics","display_name":"Bioinformatics","score":0.1400233805179596},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"Stereochemistry","score":0.12025794386863708},{"id":"https://openalex.org/keywords/biology","display_name":"Biology","score":0.10125195980072021}],"concepts":[{"id":"https://openalex.org/C56173144","wikidata":"https://www.wikidata.org/wiki/Q1539893","display_name":"Pharmacophore","level":2,"score":0.7733867168426514},{"id":"https://openalex.org/C2780009758","wikidata":"https://www.wikidata.org/wiki/Q6804172","display_name":"Measure (data warehouse)","level":2,"score":0.6249759793281555},{"id":"https://openalex.org/C103697762","wikidata":"https://www.wikidata.org/wiki/Q4112105","display_name":"Virtual screening","level":3,"score":0.6005979180335999},{"id":"https://openalex.org/C164923092","wikidata":"https://www.wikidata.org/wiki/Q3705921","display_name":"Molecular descriptor","level":3,"score":0.5971195101737976},{"id":"https://openalex.org/C2780022179","wikidata":"https://www.wikidata.org/wiki/Q1986794","display_name":"Molecular graph","level":3,"score":0.5664281845092773},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.5076719522476196},{"id":"https://openalex.org/C132525143","wikidata":"https://www.wikidata.org/wiki/Q141488","display_name":"Graph","level":2,"score":0.4968128502368927},{"id":"https://openalex.org/C124101348","wikidata":"https://www.wikidata.org/wiki/Q172491","display_name":"Data mining","level":1,"score":0.4821833670139313},{"id":"https://openalex.org/C153180895","wikidata":"https://www.wikidata.org/wiki/Q7148389","display_name":"Pattern recognition (psychology)","level":2,"score":0.4521971344947815},{"id":"https://openalex.org/C12426560","wikidata":"https://www.wikidata.org/wiki/Q189569","display_name":"Basis (linear algebra)","level":2,"score":0.4484814703464508},{"id":"https://openalex.org/C203394866","wikidata":"https://www.wikidata.org/wiki/Q2881060","display_name":"Chemical database","level":2,"score":0.4254942536354065},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.3723592162132263},{"id":"https://openalex.org/C23123220","wikidata":"https://www.wikidata.org/wiki/Q816826","display_name":"Information retrieval","level":1,"score":0.32047563791275024},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.3108512759208679},{"id":"https://openalex.org/C119857082","wikidata":"https://www.wikidata.org/wiki/Q2539","display_name":"Machine learning","level":1,"score":0.26547637581825256},{"id":"https://openalex.org/C80444323","wikidata":"https://www.wikidata.org/wiki/Q2878974","display_name":"Theoretical computer science","level":1,"score":0.2594357132911682},{"id":"https://openalex.org/C164126121","wikidata":"https://www.wikidata.org/wiki/Q766383","display_name":"Quantitative structure\u2013activity relationship","level":2,"score":0.18507352471351624},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.1706365942955017},{"id":"https://openalex.org/C60644358","wikidata":"https://www.wikidata.org/wiki/Q128570","display_name":"Bioinformatics","level":1,"score":0.1400233805179596},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.12025794386863708},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.10125195980072021},{"id":"https://openalex.org/C2524010","wikidata":"https://www.wikidata.org/wiki/Q8087","display_name":"Geometry","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/ci990064x","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci990064x","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:10661559","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/10661559","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":[{"display_name":"Industry, innovation and infrastructure","id":"https://metadata.un.org/sdg/9","score":0.5099999904632568}],"awards":[],"funders":[{"id":"https://openalex.org/F4320322890","display_name":"Minist\u00e8re de l'Enseignement Sup\u00e9rieur et de la Recherche","ror":"https://ror.org/03sjk9a61"},{"id":"https://openalex.org/F4320322891","display_name":"Minist\u00e8re de l'Education Nationale, de l'Enseignement Sup\u00e9rieur et de la Recherche","ror":"https://ror.org/03sjk9a61"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":36,"referenced_works":["https://openalex.org/W623814603","https://openalex.org/W1488799823","https://openalex.org/W1585772109","https://openalex.org/W1597224949","https://openalex.org/W1977206301","https://openalex.org/W1977429173","https://openalex.org/W1980698230","https://openalex.org/W1980956598","https://openalex.org/W1984112688","https://openalex.org/W1997429492","https://openalex.org/W1999249079","https://openalex.org/W2000628228","https://openalex.org/W2006028730","https://openalex.org/W2011179145","https://openalex.org/W2016496752","https://openalex.org/W2021229217","https://openalex.org/W2021276449","https://openalex.org/W2022491718","https://openalex.org/W2024044281","https://openalex.org/W2025938043","https://openalex.org/W2031498906","https://openalex.org/W2034027234","https://openalex.org/W2052191215","https://openalex.org/W2052907531","https://openalex.org/W2053771837","https://openalex.org/W2062520309","https://openalex.org/W2067091680","https://openalex.org/W2076274021","https://openalex.org/W2090910911","https://openalex.org/W2094718848","https://openalex.org/W2122000960","https://openalex.org/W2283313207","https://openalex.org/W2530689365","https://openalex.org/W2949435151","https://openalex.org/W2996540004","https://openalex.org/W4285719527"],"related_works":["https://openalex.org/W2000397010","https://openalex.org/W2115078847","https://openalex.org/W2062768126","https://openalex.org/W2064186357","https://openalex.org/W2140268969","https://openalex.org/W2078463043","https://openalex.org/W2087663862","https://openalex.org/W2791553160","https://openalex.org/W2084858081","https://openalex.org/W2080207377"],"abstract_inverted_index":{"In":[0,27],"the":[1,4,37,57,70,78,91,101,104,128],"pharmaceutical":[2],"industry,":[3],"virtual":[5],"screening":[6],"of":[7,21,23,25,39,60,80,85,103,109,119],"combinatorial":[8],"libraries":[9],"is":[10],"used":[11,45,98],"to":[12,29,99,115,121],"rationally":[13],"select":[14],"compounds":[15,87],"for":[16,54,77,127],"biological":[17],"testing":[18],"from":[19,69,90],"databases":[20],"hundreds":[22],"thousands":[24],"compounds.":[26],"addition":[28],"structural":[30,42,75,111],"descriptors,":[31,123],"such":[32,61],"as":[33,73],"fingerprints":[34],"and":[35,52],"pharmacophores,":[36],"application":[38],"relatively":[40],"simple":[41],"descriptors":[43,76,112],"traditionally":[44],"in":[46],"quantitative":[47],"structure-activity":[48],"studies":[49],"offers":[50],"speed":[51],"efficiency":[53],"rapidly":[55],"measuring":[56],"molecular":[58,71,81],"diversity":[59],"collections.":[62],"We":[63],"explore":[64],"new":[65],"topological":[66],"indices":[67],"computed":[68],"graph":[72],"potential":[74],"characterization":[79],"diversity.":[82],"A":[83],"database":[84,96],"2000":[86],"randomly":[88],"selected":[89],"National":[92],"Cancer":[93],"Institute":[94],"AIDS":[95],"was":[97,113],"measure":[100],"intercorrelation":[102,130],"descriptors.":[105],"The":[106],"initial":[107],"collection":[108],"240":[110],"reduced":[114],"several":[116],"quasi-orthogonal":[117],"sets":[118],"up":[120],"9":[122],"using":[124],"different":[125],"thresholds":[126],"maximum":[129],"coefficient.":[131]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2016,"cited_by_count":2},{"year":2014,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2025-11-06T03:46:38.306776","created_date":"2016-06-24T00:00:00"}