{"id":"https://openalex.org/W4416040826","doi":"https://doi.org/10.1021/acs.jcim.5c01735","title":"A Graph-to-Sequence Method for C\u2013H Activation Retrosynthesis","display_name":"A Graph-to-Sequence Method for C\u2013H Activation Retrosynthesis","publication_year":2025,"publication_date":"2025-11-08","ids":{"openalex":"https://openalex.org/W4416040826","doi":"https://doi.org/10.1021/acs.jcim.5c01735","pmid":"https://pubmed.ncbi.nlm.nih.gov/41206078"},"language":"en","primary_location":{"id":"doi:10.1021/acs.jcim.5c01735","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jcim.5c01735","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":null,"display_name":"Ruixin Li","orcid":"https://orcid.org/0009-0002-1453-433X"},"institutions":[{"id":"https://openalex.org/I184843921","display_name":"Hebei University of Technology","ror":"https://ror.org/018hded08","country_code":"CN","type":"education","lineage":["https://openalex.org/I184843921"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Ruixin Li","raw_affiliation_strings":["Hebei University of Technology","School of Artificial Intelligence","School of Artificial Intelligence, Hebei University of Technology, Tian Jin 300401, China"],"raw_orcid":"https://orcid.org/0009-0002-1453-433X","affiliations":[{"raw_affiliation_string":"Hebei University of Technology","institution_ids":["https://openalex.org/I184843921"]},{"raw_affiliation_string":"School of Artificial Intelligence","institution_ids":[]},{"raw_affiliation_string":"School of Artificial Intelligence, Hebei University of Technology, Tian Jin 300401, China","institution_ids":["https://openalex.org/I184843921"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5022499742","display_name":"Qianlong Li","orcid":null},"institutions":[{"id":"https://openalex.org/I184843921","display_name":"Hebei University of Technology","ror":"https://ror.org/018hded08","country_code":"CN","type":"education","lineage":["https://openalex.org/I184843921"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Qianlong Li","raw_affiliation_strings":["Hebei University of Technology","School of Artificial Intelligence"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Hebei University of Technology","institution_ids":["https://openalex.org/I184843921"]},{"raw_affiliation_string":"School of Artificial Intelligence","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100718554","display_name":"Xiaojie Zhang","orcid":"https://orcid.org/0000-0002-8204-4845"},"institutions":[{"id":"https://openalex.org/I184843921","display_name":"Hebei University of Technology","ror":"https://ror.org/018hded08","country_code":"CN","type":"education","lineage":["https://openalex.org/I184843921"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xiaojie Zhang","raw_affiliation_strings":["College of Chemical Engineering","Hebei University of Technology"],"raw_orcid":"https://orcid.org/0000-0002-8204-4845","affiliations":[{"raw_affiliation_string":"College of Chemical Engineering","institution_ids":[]},{"raw_affiliation_string":"Hebei University of Technology","institution_ids":["https://openalex.org/I184843921"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5053598457","display_name":"Wei Zhang","orcid":"https://orcid.org/0000-0002-0109-5334"},"institutions":[{"id":"https://openalex.org/I184843921","display_name":"Hebei University of Technology","ror":"https://ror.org/018hded08","country_code":"CN","type":"education","lineage":["https://openalex.org/I184843921"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Wei Zhang","raw_affiliation_strings":["Hebei University of Technology","School of Artificial Intelligence"],"raw_orcid":"https://orcid.org/0000-0002-0109-5334","affiliations":[{"raw_affiliation_string":"Hebei University of Technology","institution_ids":["https://openalex.org/I184843921"]},{"raw_affiliation_string":"School of Artificial Intelligence","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5053598457"],"corresponding_institution_ids":["https://openalex.org/I184843921"],"apc_list":null,"apc_paid":null,"fwci":0.0,"has_fulltext":false,"cited_by_count":0,"citation_normalized_percentile":{"value":0.19235432,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"65","issue":"22","first_page":"12189","last_page":"12204"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.4196000099182129,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.4196000099182129,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"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/T11948","display_name":"Machine Learning in Materials Science","score":0.26969999074935913,"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/T11273","display_name":"Advanced Graph Neural Networks","score":0.04809999838471413,"subfield":{"id":"https://openalex.org/subfields/1702","display_name":"Artificial Intelligence"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/retrosynthetic-analysis","display_name":"Retrosynthetic analysis","score":0.7450000047683716},{"id":"https://openalex.org/keywords/robustness","display_name":"Robustness (evolution)","score":0.6388000249862671},{"id":"https://openalex.org/keywords/generalization","display_name":"Generalization","score":0.6154999732971191},{"id":"https://openalex.org/keywords/encoder","display_name":"Encoder","score":0.5774000287055969},{"id":"https://openalex.org/keywords/training-set","display_name":"Training set","score":0.43689998984336853},{"id":"https://openalex.org/keywords/domain","display_name":"Domain (mathematical analysis)","score":0.41769999265670776},{"id":"https://openalex.org/keywords/artificial-neural-network","display_name":"Artificial neural network","score":0.3982999920845032}],"concepts":[{"id":"https://openalex.org/C42437451","wikidata":"https://www.wikidata.org/wiki/Q902227","display_name":"Retrosynthetic analysis","level":3,"score":0.7450000047683716},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.6815000176429749},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.6517000198364258},{"id":"https://openalex.org/C63479239","wikidata":"https://www.wikidata.org/wiki/Q7353546","display_name":"Robustness (evolution)","level":3,"score":0.6388000249862671},{"id":"https://openalex.org/C177148314","wikidata":"https://www.wikidata.org/wiki/Q170084","display_name":"Generalization","level":2,"score":0.6154999732971191},{"id":"https://openalex.org/C118505674","wikidata":"https://www.wikidata.org/wiki/Q42586063","display_name":"Encoder","level":2,"score":0.5774000287055969},{"id":"https://openalex.org/C51632099","wikidata":"https://www.wikidata.org/wiki/Q3985153","display_name":"Training set","level":2,"score":0.43689998984336853},{"id":"https://openalex.org/C36503486","wikidata":"https://www.wikidata.org/wiki/Q11235244","display_name":"Domain (mathematical analysis)","level":2,"score":0.41769999265670776},{"id":"https://openalex.org/C204321447","wikidata":"https://www.wikidata.org/wiki/Q30642","display_name":"Natural language processing","level":1,"score":0.4124999940395355},{"id":"https://openalex.org/C50644808","wikidata":"https://www.wikidata.org/wiki/Q192776","display_name":"Artificial neural network","level":2,"score":0.3982999920845032},{"id":"https://openalex.org/C66322947","wikidata":"https://www.wikidata.org/wiki/Q11658","display_name":"Transformer","level":3,"score":0.38429999351501465},{"id":"https://openalex.org/C119857082","wikidata":"https://www.wikidata.org/wiki/Q2539","display_name":"Machine learning","level":1,"score":0.3813999891281128},{"id":"https://openalex.org/C177264268","wikidata":"https://www.wikidata.org/wiki/Q1514741","display_name":"Set (abstract data type)","level":2,"score":0.35749998688697815},{"id":"https://openalex.org/C88230418","wikidata":"https://www.wikidata.org/wiki/Q131476","display_name":"Graph theory","level":2,"score":0.3255999982357025},{"id":"https://openalex.org/C2984842247","wikidata":"https://www.wikidata.org/wiki/Q197536","display_name":"Deep neural networks","level":3,"score":0.30239999294281006},{"id":"https://openalex.org/C132525143","wikidata":"https://www.wikidata.org/wiki/Q141488","display_name":"Graph","level":2,"score":0.30079999566078186},{"id":"https://openalex.org/C2780371621","wikidata":"https://www.wikidata.org/wiki/Q3709910","display_name":"Disconnection","level":2,"score":0.2922999858856201},{"id":"https://openalex.org/C124101348","wikidata":"https://www.wikidata.org/wiki/Q172491","display_name":"Data mining","level":1,"score":0.2736000120639801}],"mesh":[{"descriptor_ui":"D002244","descriptor_name":"Carbon","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D002244","descriptor_name":"Carbon","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D006859","descriptor_name":"Hydrogen","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D006859","descriptor_name":"Hydrogen","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D016571","descriptor_name":"Neural Networks, Computer","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D016571","descriptor_name":"Neural Networks, Computer","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D060326","descriptor_name":"Chemistry Techniques, Synthetic","qualifier_ui":"Q000379","qualifier_name":"methods","is_major_topic":true},{"descriptor_ui":"D060326","descriptor_name":"Chemistry Techniques, Synthetic","qualifier_ui":"Q000379","qualifier_name":"methods","is_major_topic":true}],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.jcim.5c01735","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.jcim.5c01735","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:41206078","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/41206078","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":[{"id":"https://openalex.org/G600000790","display_name":null,"funder_award_id":"62303152","funder_id":"https://openalex.org/F4320321001","funder_display_name":"National Natural Science Foundation of China"}],"funders":[{"id":"https://openalex.org/F4320321001","display_name":"National Natural Science Foundation of China","ror":"https://ror.org/01h0zpd94"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":51,"referenced_works":["https://openalex.org/W1974115964","https://openalex.org/W1997974358","https://openalex.org/W2005661768","https://openalex.org/W2016589492","https://openalex.org/W2041548070","https://openalex.org/W2064535969","https://openalex.org/W2064675550","https://openalex.org/W2152488335","https://openalex.org/W2324964582","https://openalex.org/W2580919858","https://openalex.org/W2606363443","https://openalex.org/W2621742623","https://openalex.org/W2769756736","https://openalex.org/W2883583109","https://openalex.org/W2950955377","https://openalex.org/W2969507301","https://openalex.org/W2994678679","https://openalex.org/W3009202547","https://openalex.org/W3014689923","https://openalex.org/W3088265803","https://openalex.org/W3091789543","https://openalex.org/W3092800358","https://openalex.org/W3152975457","https://openalex.org/W3174318304","https://openalex.org/W3181403764","https://openalex.org/W3189262114","https://openalex.org/W3201249640","https://openalex.org/W3204003150","https://openalex.org/W3204360269","https://openalex.org/W3208102118","https://openalex.org/W4210616317","https://openalex.org/W4220933119","https://openalex.org/W4229040393","https://openalex.org/W4285165731","https://openalex.org/W4285670373","https://openalex.org/W4286901673","https://openalex.org/W4300594415","https://openalex.org/W4367298072","https://openalex.org/W4378219995","https://openalex.org/W4378783602","https://openalex.org/W4381332826","https://openalex.org/W4383217278","https://openalex.org/W4386843638","https://openalex.org/W4387297831","https://openalex.org/W4391826830","https://openalex.org/W4392752197","https://openalex.org/W4400114492","https://openalex.org/W4400658834","https://openalex.org/W4401108625","https://openalex.org/W4402354716","https://openalex.org/W4403062946"],"related_works":[],"abstract_inverted_index":{"C-H":[0,27,96,118],"activation":[1,97],"reactions":[2],"are":[3],"widely":[4],"used":[5],"in":[6,41],"organic":[7],"synthesis":[8],"but":[9],"pose":[10],"significant":[11],"challenges":[12],"for":[13],"retrosynthesis":[14,89],"due":[15],"to":[16,32,62,105],"the":[17,69,107],"high":[18],"bond":[19],"energy,":[20],"chemical":[21],"inertness,":[22],"and":[23,36,58,78,87,122,129],"complex":[24],"regioselectivity":[25],"of":[26],"bonds.":[28],"Traditional":[29],"models":[30],"struggle":[31],"identify":[33],"reactive":[34],"centers":[35],"predict":[37],"plausible":[38],"disconnection":[39],"paths":[40],"such":[42],"systems.":[43],"We":[44],"propose":[45],"TransGraphEdit,":[46],"a":[47,52,59,101,116],"template-free":[48],"framework":[49],"that":[50],"combines":[51],"graph":[53],"neural":[54],"network":[55],"(GNN)":[56],"encoder":[57],"Transformer":[60],"decoder":[61],"model":[63,74],"stepwise":[64],"structural":[65],"edits":[66],"based":[67],"on":[68,94,115,124],"product's":[70],"molecular":[71],"graph.":[72],"The":[73],"captures":[75],"long-range":[76],"dependencies":[77],"synergistic":[79],"effects":[80],"between":[81],"distant":[82],"functional":[83],"groups,":[84],"enabling":[85],"interpretable":[86],"mechanism-aware":[88],"predictions.":[90],"To":[91],"improve":[92],"generalization":[93],"low-resource":[95],"reactions,":[98],"we":[99],"applied":[100],"SMILES":[102],"augmentation":[103],"strategy":[104],"expand":[106],"training":[108],"space.":[109],"TransGraphEdit":[110],"achieves":[111],"58.06%":[112],"Top-1":[113],"accuracy":[114],"curated":[117],"Arylation":[119],"data":[120],"set":[121],"53.8%":[123],"USPTO-50K,":[125],"demonstrating":[126],"its":[127],"robustness":[128],"domain":[130],"adaptability.":[131]},"counts_by_year":[],"updated_date":"2026-03-27T05:58:40.876381","created_date":"2025-11-08T00:00:00"}
