{"id":"https://openalex.org/W2010933199","doi":"https://doi.org/10.1021/ci300274c","title":"Extending the Activity Cliff Concept: Structural Categorization of Activity Cliffs and Systematic Identification of Different Types of Cliffs in the ChEMBL Database","display_name":"Extending the Activity Cliff Concept: Structural Categorization of Activity Cliffs and Systematic Identification of Different Types of Cliffs in the ChEMBL Database","publication_year":2012,"publication_date":"2012-07-04","ids":{"openalex":"https://openalex.org/W2010933199","doi":"https://doi.org/10.1021/ci300274c","mag":"2010933199","pmid":"https://pubmed.ncbi.nlm.nih.gov/22758389"},"language":"en","primary_location":{"id":"doi:10.1021/ci300274c","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci300274c","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":null,"license_id":null,"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":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5101738041","display_name":"Ye Hu","orcid":"https://orcid.org/0000-0002-8620-2484"},"institutions":[{"id":"https://openalex.org/I135140700","display_name":"University of Bonn","ror":"https://ror.org/041nas322","country_code":"DE","type":"education","lineage":["https://openalex.org/I135140700"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Ye Hu","raw_affiliation_strings":["Department of Life Science Informatics, B-IT, LIMES\rProgram Unit Chemical Biology and Medicinal Chemistry, Rheinische\rFriedrich-Wilhelms-Universit\u00e4t, Dahlmannstr. 2, D-53113 Bonn,\rGermany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Life Science Informatics, B-IT, LIMES\rProgram Unit Chemical Biology and Medicinal Chemistry, Rheinische\rFriedrich-Wilhelms-Universit\u00e4t, Dahlmannstr. 2, D-53113 Bonn,\rGermany","institution_ids":["https://openalex.org/I135140700"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5039926688","display_name":"J\u00fcrgen Bajorath","orcid":"https://orcid.org/0000-0002-0557-5714"},"institutions":[{"id":"https://openalex.org/I135140700","display_name":"University of Bonn","ror":"https://ror.org/041nas322","country_code":"DE","type":"education","lineage":["https://openalex.org/I135140700"]}],"countries":["DE"],"is_corresponding":true,"raw_author_name":"J\u00fcrgen Bajorath","raw_affiliation_strings":["Department of Life Science Informatics, B-IT, LIMES\rProgram Unit Chemical Biology and Medicinal Chemistry, Rheinische\rFriedrich-Wilhelms-Universit\u00e4t, Dahlmannstr. 2, D-53113 Bonn,\rGermany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Life Science Informatics, B-IT, LIMES\rProgram Unit Chemical Biology and Medicinal Chemistry, Rheinische\rFriedrich-Wilhelms-Universit\u00e4t, Dahlmannstr. 2, D-53113 Bonn,\rGermany","institution_ids":["https://openalex.org/I135140700"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5039926688"],"corresponding_institution_ids":["https://openalex.org/I135140700"],"apc_list":null,"apc_paid":null,"fwci":7.8197,"has_fulltext":false,"cited_by_count":69,"citation_normalized_percentile":{"value":0.97912451,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":90,"max":99},"biblio":{"volume":"52","issue":"7","first_page":"1806","last_page":"1811"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":1.0,"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":1.0,"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/T10836","display_name":"Metabolomics and Mass Spectrometry Studies","score":0.9984999895095825,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T12748","display_name":"Molecular spectroscopy and chirality","score":0.9930999875068665,"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/chembl","display_name":"chEMBL","score":0.8848044872283936},{"id":"https://openalex.org/keywords/cliff","display_name":"Cliff","score":0.7972332239151001},{"id":"https://openalex.org/keywords/computer-science","display_name":"Computer science","score":0.5331608057022095},{"id":"https://openalex.org/keywords/identification","display_name":"Identification (biology)","score":0.5183640122413635},{"id":"https://openalex.org/keywords/similarity","display_name":"Similarity (geometry)","score":0.4726867973804474},{"id":"https://openalex.org/keywords/group","display_name":"Group (periodic table)","score":0.4414759576320648},{"id":"https://openalex.org/keywords/basis","display_name":"Basis (linear algebra)","score":0.4401724338531494},{"id":"https://openalex.org/keywords/information-retrieval","display_name":"Information retrieval","score":0.3392397165298462},{"id":"https://openalex.org/keywords/artificial-intelligence","display_name":"Artificial intelligence","score":0.33101987838745117},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.2856268286705017},{"id":"https://openalex.org/keywords/bioinformatics","display_name":"Bioinformatics","score":0.23775598406791687},{"id":"https://openalex.org/keywords/geography","display_name":"Geography","score":0.21319425106048584},{"id":"https://openalex.org/keywords/drug-discovery","display_name":"Drug discovery","score":0.20839250087738037},{"id":"https://openalex.org/keywords/mathematics","display_name":"Mathematics","score":0.19148367643356323},{"id":"https://openalex.org/keywords/biology","display_name":"Biology","score":0.17717349529266357},{"id":"https://openalex.org/keywords/ecology","display_name":"Ecology","score":0.12470608949661255},{"id":"https://openalex.org/keywords/archaeology","display_name":"Archaeology","score":0.08607879281044006}],"concepts":[{"id":"https://openalex.org/C63222358","wikidata":"https://www.wikidata.org/wiki/Q6120337","display_name":"chEMBL","level":3,"score":0.8848044872283936},{"id":"https://openalex.org/C164139821","wikidata":"https://www.wikidata.org/wiki/Q107679","display_name":"Cliff","level":2,"score":0.7972332239151001},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.5331608057022095},{"id":"https://openalex.org/C116834253","wikidata":"https://www.wikidata.org/wiki/Q2039217","display_name":"Identification (biology)","level":2,"score":0.5183640122413635},{"id":"https://openalex.org/C103278499","wikidata":"https://www.wikidata.org/wiki/Q254465","display_name":"Similarity (geometry)","level":3,"score":0.4726867973804474},{"id":"https://openalex.org/C2781311116","wikidata":"https://www.wikidata.org/wiki/Q83306","display_name":"Group (periodic table)","level":2,"score":0.4414759576320648},{"id":"https://openalex.org/C12426560","wikidata":"https://www.wikidata.org/wiki/Q189569","display_name":"Basis (linear algebra)","level":2,"score":0.4401724338531494},{"id":"https://openalex.org/C23123220","wikidata":"https://www.wikidata.org/wiki/Q816826","display_name":"Information retrieval","level":1,"score":0.3392397165298462},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.33101987838745117},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.2856268286705017},{"id":"https://openalex.org/C60644358","wikidata":"https://www.wikidata.org/wiki/Q128570","display_name":"Bioinformatics","level":1,"score":0.23775598406791687},{"id":"https://openalex.org/C205649164","wikidata":"https://www.wikidata.org/wiki/Q1071","display_name":"Geography","level":0,"score":0.21319425106048584},{"id":"https://openalex.org/C74187038","wikidata":"https://www.wikidata.org/wiki/Q1418791","display_name":"Drug discovery","level":2,"score":0.20839250087738037},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.19148367643356323},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.17717349529266357},{"id":"https://openalex.org/C18903297","wikidata":"https://www.wikidata.org/wiki/Q7150","display_name":"Ecology","level":1,"score":0.12470608949661255},{"id":"https://openalex.org/C166957645","wikidata":"https://www.wikidata.org/wiki/Q23498","display_name":"Archaeology","level":1,"score":0.08607879281044006},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.0},{"id":"https://openalex.org/C2524010","wikidata":"https://www.wikidata.org/wiki/Q8087","display_name":"Geometry","level":1,"score":0.0},{"id":"https://openalex.org/C115961682","wikidata":"https://www.wikidata.org/wiki/Q860623","display_name":"Image (mathematics)","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D055808","descriptor_name":"Drug Discovery","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D055808","descriptor_name":"Drug Discovery","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D055808","descriptor_name":"Drug Discovery","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D062126","descriptor_name":"Databases, Chemical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D062126","descriptor_name":"Databases, Chemical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D062126","descriptor_name":"Databases, Chemical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true}],"locations_count":2,"locations":[{"id":"doi:10.1021/ci300274c","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci300274c","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":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Chemical Information and Modeling","raw_type":"journal-article"},{"id":"pmid:22758389","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/22758389","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}],"best_oa_location":null,"sustainable_development_goals":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":19,"referenced_works":["https://openalex.org/W330953206","https://openalex.org/W1950002291","https://openalex.org/W1966570881","https://openalex.org/W1968685842","https://openalex.org/W1988037271","https://openalex.org/W1997176810","https://openalex.org/W2015558379","https://openalex.org/W2025556769","https://openalex.org/W2027376226","https://openalex.org/W2039609876","https://openalex.org/W2041625969","https://openalex.org/W2052922662","https://openalex.org/W2060531713","https://openalex.org/W2078877418","https://openalex.org/W2085379340","https://openalex.org/W2096541451","https://openalex.org/W2330150548","https://openalex.org/W2497748342","https://openalex.org/W2554073607"],"related_works":["https://openalex.org/W2800402488","https://openalex.org/W2155478691","https://openalex.org/W3005441379","https://openalex.org/W4296179769","https://openalex.org/W4233990179","https://openalex.org/W1552948952","https://openalex.org/W4388455891","https://openalex.org/W4310672789","https://openalex.org/W2513124405","https://openalex.org/W2767339031"],"abstract_inverted_index":{"Activity":[0,68],"cliffs":[1,21,62,69,110,128,163],"are":[2,70,82,102,129,141],"generally":[3],"understood":[4],"as":[5,119],"pairs":[6],"or":[7,93],"groups":[8],"of":[9,19,23,29,32,39,50,135,157,161,167],"similar":[10],"compounds":[11,81],"with":[12,112],"large":[13],"differences":[14],"in":[15,105],"potency.":[16],"The":[17],"study":[18],"activity":[20,30,61,148,162],"is":[22],"high":[24],"interest":[25],"for":[26,60,152],"the":[27,37,43,79,106,133,147,165],"characterization":[28],"landscapes":[31],"compound":[33],"data":[34],"sets":[35],"and":[36,63,96,126,172,179],"identification":[38],"SAR":[40],"determinants,":[41],"given":[42],"\"small":[44],"chemical":[45],"change(s)-large":[46],"potency":[47],"effect\"":[48],"phenotype":[49],"cliffs.":[51,181],"Herein,":[52],"we":[53],"introduce":[54,64],"a":[55],"new":[56,65],"structural":[57,169],"classification":[58,150],"scheme":[59],"cliff":[66,100,117,149],"types.":[67],"divided":[71],"into":[72],"five":[73],"different":[74],"classes":[75],"dependent":[76],"on":[77,132,164],"whether":[78],"participating":[80],"only":[83],"distinguished":[84],"by":[85],"chirality,":[86],"topology,":[87],"R-group":[88,97,109,127],"sets,":[89],"core":[90,94],"structures":[91,95],"(scaffolds),":[92],"topology.":[98],"All":[99],"types":[101],"frequently":[103],"detected":[104],"ChEMBL":[107],"database.":[108],"occur":[111],"higher":[113],"propensity":[114],"than":[115],"other":[116],"types,":[118],"one":[120],"might":[121],"expect.":[122],"However,":[123],"many":[124],"scaffold":[125],"not":[130],"identified":[131],"basis":[134,166],"whole-molecule":[136],"similarity":[137,158],"calculations,":[138],"although":[139],"they":[140],"often":[142],"chemically":[143],"intuitive.":[144],"This":[145],"makes":[146],"attractive":[151],"medicinal":[153],"chemistry":[154],"analysis,":[155],"independent":[156],"calculations.":[159],"Assignment":[160],"well-defined":[168],"criteria":[170],"complements":[171],"further":[173],"extends":[174],"current":[175],"approaches":[176],"to":[177],"identify":[178],"represent":[180]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":6},{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":7},{"year":2022,"cited_by_count":9},{"year":2021,"cited_by_count":2},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":7},{"year":2017,"cited_by_count":4},{"year":2016,"cited_by_count":4},{"year":2015,"cited_by_count":5},{"year":2014,"cited_by_count":7},{"year":2013,"cited_by_count":8},{"year":2012,"cited_by_count":3}],"updated_date":"2026-06-15T08:34:33.830935","created_date":"2025-10-10T00:00:00"}
