{"id":"https://openalex.org/W2990979571","doi":"https://doi.org/10.1021/acs.jcim.9b00966","title":"Density Functional Theory Transition-State Modeling for the Prediction of Ames Mutagenicity in 1,4 Michael Acceptors","display_name":"Density Functional Theory Transition-State Modeling for the Prediction of Ames Mutagenicity in 1,4 Michael Acceptors","publication_year":2019,"publication_date":"2019-11-27","ids":{"openalex":"https://openalex.org/W2990979571","doi":"https://doi.org/10.1021/acs.jcim.9b00966","mag":"2990979571","pmid":"https://pubmed.ncbi.nlm.nih.gov/31774671"},"language":"en","primary_location":{"id":"doi:10.1021/acs.jcim.9b00966","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.jcim.9b00966","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.9b00966","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5067103774","display_name":"Piers A. Townsend","orcid":"https://orcid.org/0000-0002-7164-7958"},"institutions":[{"id":"https://openalex.org/I51601045","display_name":"University of Bath","ror":"https://ror.org/002h8g185","country_code":"GB","type":"education","lineage":["https://openalex.org/I51601045"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Piers A. Townsend","raw_affiliation_strings":["Centre for Sustainable Chemical Technologies, Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Centre for Sustainable Chemical Technologies, Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K","institution_ids":["https://openalex.org/I51601045"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5058241267","display_name":"Matthew N. Grayson","orcid":"https://orcid.org/0000-0003-2116-7929"},"institutions":[{"id":"https://openalex.org/I51601045","display_name":"University of Bath","ror":"https://ror.org/002h8g185","country_code":"GB","type":"education","lineage":["https://openalex.org/I51601045"]}],"countries":["GB"],"is_corresponding":true,"raw_author_name":"Matthew N. Grayson","raw_affiliation_strings":["Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K"],"raw_orcid":"https://orcid.org/0000-0003-2116-7929","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K","institution_ids":["https://openalex.org/I51601045"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5058241267"],"corresponding_institution_ids":["https://openalex.org/I51601045"],"apc_list":null,"apc_paid":null,"fwci":1.2822,"has_fulltext":false,"cited_by_count":23,"citation_normalized_percentile":{"value":0.80456706,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":91,"max":99},"biblio":{"volume":"59","issue":"12","first_page":"5099","last_page":"5103"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.9972000122070312,"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"}},"topics":[{"id":"https://openalex.org/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.9972000122070312,"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/T10211","display_name":"Computational Drug Discovery Methods","score":0.9970999956130981,"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/T13180","display_name":"Chemistry and Chemical Engineering","score":0.9873999953269958,"subfield":{"id":"https://openalex.org/subfields/2304","display_name":"Environmental Chemistry"},"field":{"id":"https://openalex.org/fields/23","display_name":"Environmental Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/homo/lumo","display_name":"HOMO/LUMO","score":0.7515381574630737},{"id":"https://openalex.org/keywords/ames-test","display_name":"Ames test","score":0.709810197353363},{"id":"https://openalex.org/keywords/density-functional-theory","display_name":"Density functional theory","score":0.626908540725708},{"id":"https://openalex.org/keywords/computational-chemistry","display_name":"Computational chemistry","score":0.5096662044525146},{"id":"https://openalex.org/keywords/in-silico","display_name":"In silico","score":0.5072119235992432},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.5071730613708496},{"id":"https://openalex.org/keywords/nucleobase","display_name":"Nucleobase","score":0.49312278628349304},{"id":"https://openalex.org/keywords/biochemical-engineering","display_name":"Biochemical engineering","score":0.37280529737472534},{"id":"https://openalex.org/keywords/biological-system","display_name":"Biological system","score":0.35230404138565063},{"id":"https://openalex.org/keywords/dna","display_name":"DNA","score":0.2727081775665283},{"id":"https://openalex.org/keywords/molecule","display_name":"Molecule","score":0.19602161645889282},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.160063236951828},{"id":"https://openalex.org/keywords/biology","display_name":"Biology","score":0.15784510970115662},{"id":"https://openalex.org/keywords/genetics","display_name":"Genetics","score":0.10392957925796509},{"id":"https://openalex.org/keywords/biochemistry","display_name":"Biochemistry","score":0.10121628642082214}],"concepts":[{"id":"https://openalex.org/C14158195","wikidata":"https://www.wikidata.org/wiki/Q899637","display_name":"HOMO/LUMO","level":3,"score":0.7515381574630737},{"id":"https://openalex.org/C117632636","wikidata":"https://www.wikidata.org/wiki/Q30912","display_name":"Ames test","level":4,"score":0.709810197353363},{"id":"https://openalex.org/C152365726","wikidata":"https://www.wikidata.org/wiki/Q1048589","display_name":"Density functional theory","level":2,"score":0.626908540725708},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.5096662044525146},{"id":"https://openalex.org/C2775905019","wikidata":"https://www.wikidata.org/wiki/Q192572","display_name":"In silico","level":3,"score":0.5072119235992432},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5071730613708496},{"id":"https://openalex.org/C61234307","wikidata":"https://www.wikidata.org/wiki/Q422960","display_name":"Nucleobase","level":3,"score":0.49312278628349304},{"id":"https://openalex.org/C183696295","wikidata":"https://www.wikidata.org/wiki/Q2487696","display_name":"Biochemical engineering","level":1,"score":0.37280529737472534},{"id":"https://openalex.org/C186060115","wikidata":"https://www.wikidata.org/wiki/Q30336093","display_name":"Biological system","level":1,"score":0.35230404138565063},{"id":"https://openalex.org/C552990157","wikidata":"https://www.wikidata.org/wiki/Q7430","display_name":"DNA","level":2,"score":0.2727081775665283},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.19602161645889282},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.160063236951828},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.15784510970115662},{"id":"https://openalex.org/C54355233","wikidata":"https://www.wikidata.org/wiki/Q7162","display_name":"Genetics","level":1,"score":0.10392957925796509},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.10121628642082214},{"id":"https://openalex.org/C2781065037","wikidata":"https://www.wikidata.org/wiki/Q150839","display_name":"Salmonella","level":3,"score":0.0},{"id":"https://openalex.org/C127413603","wikidata":"https://www.wikidata.org/wiki/Q11023","display_name":"Engineering","level":0,"score":0.0},{"id":"https://openalex.org/C523546767","wikidata":"https://www.wikidata.org/wiki/Q10876","display_name":"Bacteria","level":2,"score":0.0},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000077318","descriptor_name":"Density Functional Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000077318","descriptor_name":"Density Functional Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000077318","descriptor_name":"Density Functional Theory","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D006147","descriptor_name":"Guanine","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D006147","descriptor_name":"Guanine","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D006147","descriptor_name":"Guanine","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D009152","descriptor_name":"Mutagenicity Tests","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D009152","descriptor_name":"Mutagenicity Tests","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D009152","descriptor_name":"Mutagenicity Tests","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D009153","descriptor_name":"Mutagens","qualifier_ui":"Q000633","qualifier_name":"toxicity","is_major_topic":false},{"descriptor_ui":"D009153","descriptor_name":"Mutagens","qualifier_ui":"Q000633","qualifier_name":"toxicity","is_major_topic":false},{"descriptor_ui":"D009153","descriptor_name":"Mutagens","qualifier_ui":"Q000633","qualifier_name":"toxicity","is_major_topic":false},{"descriptor_ui":"D009153","descriptor_name":"Mutagens","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D009153","descriptor_name":"Mutagens","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D009153","descriptor_name":"Mutagens","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013816","descriptor_name":"Thermodynamics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013816","descriptor_name":"Thermodynamics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013816","descriptor_name":"Thermodynamics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1021/acs.jcim.9b00966","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.jcim.9b00966","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:31774671","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/31774671","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:purehost.bath.ac.uk:openaire/d1184603-91f6-4358-bf46-eafbaa0e1538","is_oa":true,"landing_page_url":"https://researchportal.bath.ac.uk/en/publications/d1184603-91f6-4358-bf46-eafbaa0e1538","pdf_url":null,"source":{"id":"https://openalex.org/S4377196294","display_name":"Pure (University of Bath)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I51601045","host_organization_name":"University of Bath","host_organization_lineage":["https://openalex.org/I51601045"],"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":"Townsend, P A & Grayson, M N 2019, 'Density Functional Theory Transition-State Modeling for the Prediction of Ames Mutagenicity in 1,4 Michael Acceptors', Journal of Chemical Information and Modeling, vol. 59, no. 12, pp. 5099-5103. https://doi.org/10.1021/acs.jcim.9b00966","raw_type":"article"},{"id":"pmh:oai:purehost.bath.ac.uk:publications/d1184603-91f6-4358-bf46-eafbaa0e1538","is_oa":false,"landing_page_url":"http://www.scopus.com/inward/record.url?scp=85076759403&partnerID=8YFLogxK","pdf_url":null,"source":{"id":"https://openalex.org/S4377196294","display_name":"Pure (University of Bath)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I51601045","host_organization_name":"University of Bath","host_organization_lineage":["https://openalex.org/I51601045"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":""}],"best_oa_location":{"id":"doi:10.1021/acs.jcim.9b00966","is_oa":true,"landing_page_url":"https://doi.org/10.1021/acs.jcim.9b00966","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":[{"score":0.5099999904632568,"display_name":"Clean water and sanitation","id":"https://metadata.un.org/sdg/6"}],"awards":[{"id":"https://openalex.org/G2901804856","display_name":"EPSRC Centre for Doctoral Training in Sustainable Chemical Technologies","funder_award_id":"EP/L016354/1","funder_id":"https://openalex.org/F4320334627","funder_display_name":"Engineering and Physical Sciences Research Council"},{"id":"https://openalex.org/G5404410726","display_name":null,"funder_award_id":"2111321","funder_id":"https://openalex.org/F4320334627","funder_display_name":"Engineering and Physical Sciences Research Council"}],"funders":[{"id":"https://openalex.org/F4320320322","display_name":"University of Bath","ror":"https://ror.org/002h8g185"},{"id":"https://openalex.org/F4320334627","display_name":"Engineering and Physical Sciences Research Council","ror":"https://ror.org/0439y7842"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":32,"referenced_works":["https://openalex.org/W1523818626","https://openalex.org/W1971712477","https://openalex.org/W1978705163","https://openalex.org/W1995370815","https://openalex.org/W1996496054","https://openalex.org/W2004362149","https://openalex.org/W2004365852","https://openalex.org/W2028117546","https://openalex.org/W2037570317","https://openalex.org/W2040739195","https://openalex.org/W2055547313","https://openalex.org/W2055807001","https://openalex.org/W2061817855","https://openalex.org/W2074562260","https://openalex.org/W2087520462","https://openalex.org/W2107607991","https://openalex.org/W2131124255","https://openalex.org/W2147421370","https://openalex.org/W2257011728","https://openalex.org/W2293468725","https://openalex.org/W2301547412","https://openalex.org/W2335463517","https://openalex.org/W2346905224","https://openalex.org/W2552806728","https://openalex.org/W2560004578","https://openalex.org/W2790438430","https://openalex.org/W2797240518","https://openalex.org/W2806008721","https://openalex.org/W2912318137","https://openalex.org/W2965682771","https://openalex.org/W3021575798","https://openalex.org/W6604423803"],"related_works":["https://openalex.org/W2078075210","https://openalex.org/W2073618147","https://openalex.org/W2026129927","https://openalex.org/W2032787256","https://openalex.org/W2001508352","https://openalex.org/W2003051808","https://openalex.org/W3111425033","https://openalex.org/W2794961176","https://openalex.org/W2147059829","https://openalex.org/W2965990203"],"abstract_inverted_index":{"Assessing":[0],"the":[1,8,43,67,96,112],"safety":[2],"of":[3,16,45,100],"new":[4],"chemicals,":[5],"without":[6],"introducing":[7],"need":[9],"for":[10,42,79],"animal":[11],"testing,":[12],"is":[13],"a":[14,22,87],"task":[15],"great":[17],"importance.":[18],"The":[19,103,122],"Ames":[20,46,97],"test,":[21],"widely":[23],"used":[24,93],"bioassay":[25],"to":[26,59,94,141,148],"assess":[27],"mutagenicity,":[28],"can":[29,57],"be":[30],"an":[31],"expensive,":[32],"wasteful":[33],"process":[34],"with":[35,71,128],"animal-derived":[36],"reagents.":[37],"Existing":[38],"in":[39],"silico":[40],"methods":[41],"prediction":[44],"test":[47,98],"results":[48,123],"are":[49,139],"traditionally":[50],"based":[51],"on":[52],"chemical":[53],"category":[54],"formation":[55,64],"and":[56,76,90,110,133],"lead":[58],"false":[60],"positive":[61],"predictions.":[62],"Category":[63],"also":[65],"neglects":[66],"intrinsic":[68],"chemistry":[69],"associated":[70],"DNA":[72],"reactivity.":[73],"Activation":[74],"energies":[75,78,130,135],"HOMO/LUMO":[77],"thirty":[80],"1,4":[81],"Michael":[82,126],"acceptors":[83,127],"were":[84,91],"calculated":[85],"using":[86,116],"model":[88,105],"nucleobase":[89],"further":[92],"predict":[95],"result":[99],"these":[101],"compounds.":[102],"proposed":[104],"builds":[106],"upon":[107,146],"existing":[108],"work":[109],"examines":[111],"fundamental":[113],"toxicant-target":[114],"interactions":[115],"density":[117],"functional":[118],"theory":[119],"transition-state":[120],"modeling.":[121],"show":[124],"that":[125],"activation":[129],"<20.7":[131],"kcal/mol":[132],"LUMO":[134],"<":[136],"-1.85":[137],"eV":[138],"likely":[140],"act":[142],"as":[143],"direct":[144],"mutagens":[145],"exposure":[147],"DNA.":[149]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":3},{"year":2023,"cited_by_count":4},{"year":2022,"cited_by_count":5},{"year":2021,"cited_by_count":3},{"year":2020,"cited_by_count":7}],"updated_date":"2026-06-25T06:16:34.145877","created_date":"2019-12-05T00:00:00"}