{"id":"https://openalex.org/W4224941592","doi":"https://doi.org/10.1021/acs.jcim.2c00173","title":"Beyond Woodward\u2013Fieser Rules: Design Principles of Property-Oriented Chromophores Based on Explainable Deep Learning Optical Spectroscopy","display_name":"Beyond Woodward\u2013Fieser Rules: Design Principles of Property-Oriented Chromophores Based on Explainable Deep Learning Optical Spectroscopy","publication_year":2022,"publication_date":"2022-04-27","ids":{"openalex":"https://openalex.org/W4224941592","doi":"https://doi.org/10.1021/acs.jcim.2c00173","pmid":"https://pubmed.ncbi.nlm.nih.gov/35476584"},"language":"en","primary_location":{"id":"doi:10.1021/acs.jcim.2c00173","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jcim.2c00173","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/A5000630577","display_name":"Joonyoung F. Joung","orcid":"https://orcid.org/0000-0002-5976-2048"},"institutions":[{"id":"https://openalex.org/I197347611","display_name":"Korea University","ror":"https://ror.org/047dqcg40","country_code":"KR","type":"education","lineage":["https://openalex.org/I197347611"]}],"countries":["KR"],"is_corresponding":false,"raw_author_name":"Joonyoung F. Joung","raw_affiliation_strings":["Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea"],"raw_orcid":"https://orcid.org/0000-0002-5976-2048","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea","institution_ids":["https://openalex.org/I197347611"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5010510388","display_name":"Minhi Han","orcid":"https://orcid.org/0000-0002-9873-4904"},"institutions":[{"id":"https://openalex.org/I197347611","display_name":"Korea University","ror":"https://ror.org/047dqcg40","country_code":"KR","type":"education","lineage":["https://openalex.org/I197347611"]}],"countries":["KR"],"is_corresponding":false,"raw_author_name":"Minhi Han","raw_affiliation_strings":["Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea"],"raw_orcid":"https://orcid.org/0000-0002-9873-4904","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea","institution_ids":["https://openalex.org/I197347611"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5070402880","display_name":"Minseok Jeong","orcid":"https://orcid.org/0000-0002-8360-9166"},"institutions":[{"id":"https://openalex.org/I197347611","display_name":"Korea University","ror":"https://ror.org/047dqcg40","country_code":"KR","type":"education","lineage":["https://openalex.org/I197347611"]}],"countries":["KR"],"is_corresponding":false,"raw_author_name":"Minseok Jeong","raw_affiliation_strings":["Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea","institution_ids":["https://openalex.org/I197347611"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5002260690","display_name":"Sungnam Park","orcid":"https://orcid.org/0000-0001-6288-4620"},"institutions":[{"id":"https://openalex.org/I197347611","display_name":"Korea University","ror":"https://ror.org/047dqcg40","country_code":"KR","type":"education","lineage":["https://openalex.org/I197347611"]}],"countries":["KR"],"is_corresponding":true,"raw_author_name":"Sungnam Park","raw_affiliation_strings":["Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea"],"raw_orcid":"https://orcid.org/0000-0001-6288-4620","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Research Institute for Natural Science, Korea University, Seoul 02841, Korea","institution_ids":["https://openalex.org/I197347611"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5002260690"],"corresponding_institution_ids":["https://openalex.org/I197347611"],"apc_list":null,"apc_paid":null,"fwci":1.0948,"has_fulltext":false,"cited_by_count":19,"citation_normalized_percentile":{"value":0.73410578,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":98,"max":99},"biblio":{"volume":"62","issue":"12","first_page":"2933","last_page":"2942"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11948","display_name":"Machine Learning in Materials Science","score":0.9993000030517578,"subfield":{"id":"https://openalex.org/subfields/2505","display_name":"Materials Chemistry"},"field":{"id":"https://openalex.org/fields/25","display_name":"Materials Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T11948","display_name":"Machine Learning in Materials Science","score":0.9993000030517578,"subfield":{"id":"https://openalex.org/subfields/2505","display_name":"Materials Chemistry"},"field":{"id":"https://openalex.org/fields/25","display_name":"Materials Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9988999962806702,"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/T10640","display_name":"Spectroscopy and Chemometric Analyses","score":0.9815000295639038,"subfield":{"id":"https://openalex.org/subfields/1602","display_name":"Analytical Chemistry"},"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/chromophore","display_name":"Chromophore","score":0.8020310401916504},{"id":"https://openalex.org/keywords/spectroscopy","display_name":"Spectroscopy","score":0.5267312526702881},{"id":"https://openalex.org/keywords/materials-science","display_name":"Materials science","score":0.5226528644561768},{"id":"https://openalex.org/keywords/photoluminescence","display_name":"Photoluminescence","score":0.5022351741790771},{"id":"https://openalex.org/keywords/wavelength","display_name":"Wavelength","score":0.4780086278915405},{"id":"https://openalex.org/keywords/molecule","display_name":"Molecule","score":0.4755924940109253},{"id":"https://openalex.org/keywords/absorption","display_name":"Absorption (acoustics)","score":0.4508020579814911},{"id":"https://openalex.org/keywords/attribution","display_name":"Attribution","score":0.4297448694705963},{"id":"https://openalex.org/keywords/computer-science","display_name":"Computer science","score":0.36643165349960327},{"id":"https://openalex.org/keywords/optoelectronics","display_name":"Optoelectronics","score":0.35525375604629517},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.295074999332428},{"id":"https://openalex.org/keywords/photochemistry","display_name":"Photochemistry","score":0.23718801140785217},{"id":"https://openalex.org/keywords/physics","display_name":"Physics","score":0.16021710634231567},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.09899821877479553},{"id":"https://openalex.org/keywords/quantum-mechanics","display_name":"Quantum mechanics","score":0.07104536890983582}],"concepts":[{"id":"https://openalex.org/C192468462","wikidata":"https://www.wikidata.org/wiki/Q533543","display_name":"Chromophore","level":2,"score":0.8020310401916504},{"id":"https://openalex.org/C32891209","wikidata":"https://www.wikidata.org/wiki/Q483666","display_name":"Spectroscopy","level":2,"score":0.5267312526702881},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.5226528644561768},{"id":"https://openalex.org/C85080765","wikidata":"https://www.wikidata.org/wiki/Q614893","display_name":"Photoluminescence","level":2,"score":0.5022351741790771},{"id":"https://openalex.org/C6260449","wikidata":"https://www.wikidata.org/wiki/Q41364","display_name":"Wavelength","level":2,"score":0.4780086278915405},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.4755924940109253},{"id":"https://openalex.org/C125287762","wikidata":"https://www.wikidata.org/wiki/Q1758948","display_name":"Absorption (acoustics)","level":2,"score":0.4508020579814911},{"id":"https://openalex.org/C143299363","wikidata":"https://www.wikidata.org/wiki/Q900584","display_name":"Attribution","level":2,"score":0.4297448694705963},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.36643165349960327},{"id":"https://openalex.org/C49040817","wikidata":"https://www.wikidata.org/wiki/Q193091","display_name":"Optoelectronics","level":1,"score":0.35525375604629517},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.295074999332428},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.23718801140785217},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.16021710634231567},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.09899821877479553},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.07104536890983582},{"id":"https://openalex.org/C15744967","wikidata":"https://www.wikidata.org/wiki/Q9418","display_name":"Psychology","level":0,"score":0.0},{"id":"https://openalex.org/C77805123","wikidata":"https://www.wikidata.org/wiki/Q161272","display_name":"Social psychology","level":1,"score":0.0},{"id":"https://openalex.org/C159985019","wikidata":"https://www.wikidata.org/wiki/Q181790","display_name":"Composite material","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D000077321","descriptor_name":"Deep Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000077321","descriptor_name":"Deep Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D000077321","descriptor_name":"Deep Learning","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D012997","descriptor_name":"Solvents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012997","descriptor_name":"Solvents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012997","descriptor_name":"Solvents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013057","descriptor_name":"Spectrum Analysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013057","descriptor_name":"Spectrum Analysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013057","descriptor_name":"Spectrum Analysis","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":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D055598","descriptor_name":"Chemical Phenomena","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D055598","descriptor_name":"Chemical Phenomena","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D055598","descriptor_name":"Chemical Phenomena","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.jcim.2c00173","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jcim.2c00173","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:35476584","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/35476584","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":[{"id":"https://metadata.un.org/sdg/9","display_name":"Industry, innovation and infrastructure","score":0.5199999809265137}],"awards":[{"id":"https://openalex.org/G5536605261","display_name":null,"funder_award_id":"2022R1A2C1003627","funder_id":"https://openalex.org/F4320322120","funder_display_name":"National Research Foundation of Korea"},{"id":"https://openalex.org/G8997126090","display_name":null,"funder_award_id":"2019R1A6A1A11044070","funder_id":"https://openalex.org/F4320322120","funder_display_name":"National Research Foundation of Korea"}],"funders":[{"id":"https://openalex.org/F4320321373","display_name":"Korea University","ror":"https://ror.org/047dqcg40"},{"id":"https://openalex.org/F4320322120","display_name":"National Research Foundation of Korea","ror":"https://ror.org/013aysd81"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":46,"referenced_works":["https://openalex.org/W1531674615","https://openalex.org/W1996695899","https://openalex.org/W2000349061","https://openalex.org/W2033206800","https://openalex.org/W2150702843","https://openalex.org/W2202195291","https://openalex.org/W2206329842","https://openalex.org/W2320054962","https://openalex.org/W2332585692","https://openalex.org/W2428355495","https://openalex.org/W2585931667","https://openalex.org/W2594633041","https://openalex.org/W2739540985","https://openalex.org/W2747592475","https://openalex.org/W2760085125","https://openalex.org/W2771888471","https://openalex.org/W2795009549","https://openalex.org/W2884430236","https://openalex.org/W2902452488","https://openalex.org/W2913099012","https://openalex.org/W2914836620","https://openalex.org/W2945551948","https://openalex.org/W2948944238","https://openalex.org/W2950128007","https://openalex.org/W2955267231","https://openalex.org/W2957546222","https://openalex.org/W2963609389","https://openalex.org/W2968480601","https://openalex.org/W2973805762","https://openalex.org/W2974398461","https://openalex.org/W2981731882","https://openalex.org/W2997100726","https://openalex.org/W3048884198","https://openalex.org/W3083973785","https://openalex.org/W3093597902","https://openalex.org/W3093687066","https://openalex.org/W3095649194","https://openalex.org/W3104114886","https://openalex.org/W3126545566","https://openalex.org/W3131648425","https://openalex.org/W3138554248","https://openalex.org/W3165653881","https://openalex.org/W3210757449","https://openalex.org/W4200071670","https://openalex.org/W4210436046","https://openalex.org/W4299608875"],"related_works":["https://openalex.org/W2118668532","https://openalex.org/W2945804409","https://openalex.org/W2088314087","https://openalex.org/W2092639464","https://openalex.org/W2008627400","https://openalex.org/W2050156500","https://openalex.org/W2296931932","https://openalex.org/W3016979551","https://openalex.org/W2026289228","https://openalex.org/W1490896738"],"abstract_inverted_index":{"An":[0],"adequate":[1],"understanding":[2],"of":[3,33,104,127,163,180,188,193,202],"molecular":[4,194],"structure-property":[5],"relationships":[6],"is":[7,46],"important":[8],"for":[9,138,173],"developing":[10],"new":[11],"molecules":[12,111,181],"with":[13],"desired":[14],"properties.":[15],"Although":[16],"deep":[17],"learning":[18],"optical":[19,29,44,83,114,125,156,186],"spectroscopy":[20],"(DLOS)":[21],"has":[22],"been":[23],"successfully":[24],"applied":[25,151],"to":[26,63,71,81,112,122,152],"predict":[27],"the":[28,43,59,77,82,86,124,131,135,140,143,164,175,178,185,189,200],"and":[30,40,89,95,100,108,118,182],"photophysical":[31],"properties":[32,45,84,115,126,187],"organic":[34],"chromophores,":[35],"how":[36,75],"specific":[37],"functional":[38,78,106],"groups":[39,107],"solvents":[41],"affect":[42],"not":[47],"clearly":[48],"understood.":[49],"Here,":[50],"we":[51,169],"employed":[52],"an":[53],"explainable":[54],"DLOS":[55],"method":[56,62,68],"by":[57],"applying":[58],"integrated":[60,66],"gradients":[61,67],"DLOS.":[64],"The":[65,102,191],"allows":[69],"us":[70],"obtain":[72],"attributions,":[73],"indicating":[74],"much":[76],"group":[79],"contributes":[80],"including":[85],"absorption":[87,141],"wavelength":[88,94],"bandwidth,":[90,96],"extinction":[91],"coefficients,":[92],"emission":[93],"photoluminescence":[97],"quantum":[98],"yield,":[99],"lifetime.":[101],"attributions":[103,144,176,197],"54":[105],"9":[109],"solvent":[110],"seven":[113,155],"are":[116],"quantified":[117],"can":[119,149,198],"be":[120,150],"used":[121],"estimate":[123,153],"chromophores":[128],"as":[129],"in":[130,146,177,183],"Woodward-Fieser":[132,136,165],"rule.":[133],"Unlike":[134],"rule":[137],"only":[139],"wavelength,":[142],"obtained":[145],"this":[147],"work":[148],"all":[154],"properties,":[157],"which":[158],"makes":[159],"a":[160,171],"significant":[161],"extension":[162],"rules.":[166],"In":[167],"addition,":[168],"demonstrated":[170],"strategy":[172],"utilizing":[174],"design":[179,192],"tuning":[184],"molecules.":[190,204],"structures":[195],"using":[196],"revolutionize":[199],"development":[201],"optimal":[203]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":9},{"year":2024,"cited_by_count":7}],"updated_date":"2026-07-15T18:14:33.161393","created_date":"2025-10-10T00:00:00"}