{"id":"https://openalex.org/W2396930286","doi":"https://doi.org/10.1002/cmdc.201600182","title":"A BOILED\u2010Egg To Predict Gastrointestinal Absorption and Brain Penetration of Small Molecules","display_name":"A BOILED\u2010Egg To Predict Gastrointestinal Absorption and Brain Penetration of Small Molecules","publication_year":2016,"publication_date":"2016-05-24","ids":{"openalex":"https://openalex.org/W2396930286","doi":"https://doi.org/10.1002/cmdc.201600182","mag":"2396930286","pmid":"https://pubmed.ncbi.nlm.nih.gov/27218427","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/5089604"},"language":"en","primary_location":{"id":"doi:10.1002/cmdc.201600182","doi":"https://doi.org/10.1002/cmdc.201600182","is_oa":true,"landing_page_url":"https://doi.org/10.1002/cmdc.201600182","pdf_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/cmdc.201600182","source":{"id":"https://openalex.org/S136164820","display_name":"ChemMedChem","issn_l":"1860-7179","issn":["1860-7179","1860-7187"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ChemMedChem","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"hybrid","oa_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/cmdc.201600182","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5088300158","display_name":"Antoine Daina","orcid":"https://orcid.org/0000-0002-0074-7601","observed_orcids":["https://orcid.org/0000-0002-0074-7601"]},"institutions":[{"id":"https://openalex.org/I12708293","display_name":"SIB Swiss Institute of Bioinformatics","ror":"https://ror.org/002n09z45","country_code":"CH","type":"nonprofit","lineage":["https://openalex.org/I12708293"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Antoine Daina","raw_affiliation_strings":["SIB Swiss Institute of Bioinformatics Molecular Modeling Group  Quartier Sorge, B\u00e2timent G\u00e9nopode 1015 Lausanne Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"SIB Swiss Institute of Bioinformatics Molecular Modeling Group  Quartier Sorge, B\u00e2timent G\u00e9nopode 1015 Lausanne Switzerland","institution_ids":["https://openalex.org/I12708293"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5049236772","display_name":"Vincent Zoete","orcid":"https://orcid.org/0000-0002-2336-6537","observed_orcids":["https://orcid.org/0000-0002-2336-6537"]},"institutions":[{"id":"https://openalex.org/I12708293","display_name":"SIB Swiss Institute of Bioinformatics","ror":"https://ror.org/002n09z45","country_code":"CH","type":"nonprofit","lineage":["https://openalex.org/I12708293"]}],"countries":["CH"],"is_corresponding":true,"raw_author_name":"Vincent Zoete","raw_affiliation_strings":["SIB Swiss Institute of Bioinformatics Molecular Modeling Group  Quartier Sorge, B\u00e2timent G\u00e9nopode 1015 Lausanne Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"SIB Swiss Institute of Bioinformatics Molecular Modeling Group  Quartier Sorge, B\u00e2timent G\u00e9nopode 1015 Lausanne Switzerland","institution_ids":["https://openalex.org/I12708293"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5049236772"],"corresponding_institution_ids":["https://openalex.org/I12708293"],"apc_list":{"value":4150,"currency":"USD","value_usd":4150},"apc_paid":{"value":4150,"currency":"USD","value_usd":4150},"fwci":29.7803,"has_fulltext":true,"cited_by_count":2637,"citation_normalized_percentile":{"value":0.99855687,"is_in_top_1_percent":true,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":100},"biblio":{"volume":"11","issue":"11","first_page":"1117","last_page":"1121"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9907000064849854,"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":0.9907000064849854,"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/T10256","display_name":"Drug Solubulity and Delivery Systems","score":0.0044999998062849045,"subfield":{"id":"https://openalex.org/subfields/3003","display_name":"Pharmaceutical Science"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T11872","display_name":"Barrier Structure and Function Studies","score":0.0010000000474974513,"subfield":{"id":"https://openalex.org/subfields/2808","display_name":"Neurology"},"field":{"id":"https://openalex.org/fields/28","display_name":"Neuroscience"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/boiled-eggs","display_name":"boiled eggs","score":0.8899999856948853},{"id":"https://openalex.org/keywords/gastrointestinal-absorption","display_name":"gastrointestinal absorption","score":0.6100000143051147},{"id":"https://openalex.org/keywords/brain-penetration","display_name":"brain penetration","score":0.9670000076293945},{"id":"https://openalex.org/keywords/intestinal-permeation","display_name":"intestinal permeation","score":0.8820000290870667},{"id":"https://openalex.org/keywords/lipophilicity","display_name":"lipophilicity","score":0.7689999938011169},{"id":"https://openalex.org/keywords/polarity","display_name":"polarity","score":0.7599999904632568},{"id":"https://openalex.org/keywords/physicochemical-descriptors","display_name":"physicochemical descriptors","score":0.824999988079071},{"id":"https://openalex.org/keywords/pharmacokinetics","display_name":"pharmacokinetics","score":0.6690000295639038},{"id":"https://openalex.org/keywords/bioavailability","display_name":"bioavailability","score":0.8889999985694885},{"id":"https://openalex.org/keywords/drug-likeness-prediction","display_name":"drug-likeness prediction","score":0.621999979019165},{"id":"https://openalex.org/keywords/molecular-design","display_name":"molecular design","score":0.5860000252723694},{"id":"https://openalex.org/keywords/drug-discovery","display_name":"drug discovery","score":0.527999997138977}],"concepts":[{"id":"https://openalex.org/C15708023","wikidata":"https://www.wikidata.org/wiki/Q80083","display_name":"Humanities","level":1,"score":0.3296068608760834},{"id":"https://openalex.org/C142362112","wikidata":"https://www.wikidata.org/wiki/Q735","display_name":"Art","level":0,"score":0.3170548677444458}],"mesh":[{"descriptor_ui":"D001682","descriptor_name":"Biological Availability","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001814","descriptor_name":"Blood-Testis Barrier","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D001921","descriptor_name":"Brain","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D004364","descriptor_name":"Pharmaceutical Preparations","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008962","descriptor_name":"Models, Theoretical","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D015195","descriptor_name":"Drug Design","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D041981","descriptor_name":"Gastrointestinal Tract","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D054852","descriptor_name":"Small Molecule Libraries","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D054852","descriptor_name":"Small Molecule Libraries","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":5,"locations":[{"id":"doi:10.1002/cmdc.201600182","doi":"https://doi.org/10.1002/cmdc.201600182","is_oa":true,"landing_page_url":"https://doi.org/10.1002/cmdc.201600182","pdf_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/cmdc.201600182","source":{"id":"https://openalex.org/S136164820","display_name":"ChemMedChem","issn_l":"1860-7179","issn":["1860-7179","1860-7187"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ChemMedChem","raw_type":"journal-article"},{"id":"pmh:oai:pubmedcentral.nih.gov:5089604","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/5089604","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"is_in_doaj":false,"is_core":false,"listed_in":[],"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-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ChemMedChem","raw_type":"Text"},{"id":"pmid:27218427","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/27218427","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,"listed_in":[],"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":"ChemMedChem","raw_type":"Journal Article"},{"id":"pmh:oai:serval.unil.ch:BIB_F9348D9BBF74","doi":null,"is_oa":true,"landing_page_url":"https://serval.unil.ch/notice/serval:BIB_F9348D9BBF74","pdf_url":null,"source":{"id":"https://openalex.org/S4306401797","display_name":"SERVAL (Universit\u00e9 de Lausanne)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4210093590","host_organization_name":"Swiss School of Archaeology in Greece","host_organization_lineage":["https://openalex.org/I4210093590"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ChemMedChem, vol. 11, no. 11, pp. 1117-1121","raw_type":"info:eu-repo/semantics/article"},{"id":"pmh:oai:iris.unil.ch:iris/259731","doi":null,"is_oa":true,"landing_page_url":"https://iris.unil.ch/handle/iris/259731","pdf_url":"https://iris.unil.ch/bitstreams/b5f5e9a7-f55f-43c4-b0ad-3b3cbe6efa4c/download","source":{"id":"https://openalex.org/S7407055444","display_name":"IRIS","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"journal article"}],"best_oa_location":{"id":"doi:10.1002/cmdc.201600182","doi":"https://doi.org/10.1002/cmdc.201600182","is_oa":true,"landing_page_url":"https://doi.org/10.1002/cmdc.201600182","pdf_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/cmdc.201600182","source":{"id":"https://openalex.org/S136164820","display_name":"ChemMedChem","issn_l":"1860-7179","issn":["1860-7179","1860-7187"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"ChemMedChem","raw_type":"journal-article"},"sustainable_development_goals":[{"id":"https://metadata.un.org/sdg/3","score":0.5683000087738037,"display_name":"Good health and well-being"}],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320331322","display_name":"Swiss Institute of Bioinformatics","ror":"https://ror.org/002n09z45"}],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2396930286.pdf","grobid_xml":"https://content.openalex.org/works/W2396930286.grobid-xml"},"referenced_works_count":22,"referenced_works":["https://openalex.org/W1487233798","https://openalex.org/W1663154925","https://openalex.org/W1899644141","https://openalex.org/W1980413249","https://openalex.org/W1981848002","https://openalex.org/W1987612487","https://openalex.org/W1993675254","https://openalex.org/W2011505858","https://openalex.org/W2012510781","https://openalex.org/W2021431618","https://openalex.org/W2031576029","https://openalex.org/W2033495141","https://openalex.org/W2050273205","https://openalex.org/W2061650979","https://openalex.org/W2066273100","https://openalex.org/W2109312400","https://openalex.org/W2127126040","https://openalex.org/W2133994049","https://openalex.org/W2135732933","https://openalex.org/W2150710905","https://openalex.org/W2162287933","https://openalex.org/W2321980425"],"related_works":["https://openalex.org/W2412427086","https://openalex.org/W7165959605","https://openalex.org/W2317034342","https://openalex.org/W2003641863","https://openalex.org/W2032747912","https://openalex.org/W2012949016","https://openalex.org/W1984017257","https://openalex.org/W608964640","https://openalex.org/W2552021415","https://openalex.org/W4383646360"],"abstract_inverted_index":{"Apart":[0],"from":[1,75,111],"efficacy":[2],"and":[3,14,18,60,70,81,94],"toxicity,":[4],"many":[5],"drug":[6,33,122,128],"development":[7],"failures":[8],"are":[9,21,73],"imputable":[10],"to":[11,26,88,124],"poor":[12],"pharmacokinetics":[13],"bioavailability.":[15],"Gastrointestinal":[16],"absorption":[17],"brain":[19,69],"access":[20],"two":[22,78],"pharmacokinetic":[23],"behaviors":[24],"crucial":[25],"estimate":[27],"at":[28,117],"various":[29],"stages":[30],"of":[31,62,98,109,114,121,127],"the":[32,39,58,76,89,99,112,118,125],"discovery":[34],"processes.":[35],"To":[36],"this":[37],"end,":[38],"Brain":[40],"Or":[41],"IntestinaL":[42],"EstimateD":[43],"permeation":[44,72],"method":[45],"(BOILED-Egg)":[46],"is":[47],"proposed":[48],"as":[49],"an":[50],"accurate":[51],"predictive":[52],"model":[53],"that":[54],"works":[55],"by":[56],"computing":[57],"lipophilicity":[59],"polarity":[61],"small":[63],"molecules.":[64],"Concomitant":[65],"predictions":[66],"for":[67,130],"both":[68],"intestinal":[71],"obtained":[74],"same":[77],"physicochemical":[79],"descriptors":[80],"straightforwardly":[82],"translated":[83],"into":[84],"molecular":[85],"design,":[86],"owing":[87],"speed,":[90],"accuracy,":[91],"conceptual":[92],"simplicity":[93],"clear":[95],"graphical":[96],"output":[97],"model.":[100],"The":[101],"BOILED-Egg":[102],"can":[103],"be":[104],"applied":[105],"in":[106],"a":[107],"variety":[108],"settings,":[110],"filtering":[113],"chemical":[115],"libraries":[116],"early":[119],"steps":[120],"discovery,":[123],"evaluation":[126],"candidates":[129],"development.":[131]},"counts_by_year":[{"year":2026,"cited_by_count":448},{"year":2025,"cited_by_count":453},{"year":2024,"cited_by_count":439},{"year":2023,"cited_by_count":385},{"year":2022,"cited_by_count":367},{"year":2021,"cited_by_count":262},{"year":2020,"cited_by_count":168},{"year":2019,"cited_by_count":65},{"year":2018,"cited_by_count":29},{"year":2017,"cited_by_count":14},{"year":2016,"cited_by_count":2},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}
