{"id":"https://openalex.org/W4316095903","doi":"https://doi.org/10.1186/s13321-023-00678-z","title":"Critical assessment of synthetic accessibility scores in computer-assisted synthesis planning","display_name":"Critical assessment of synthetic accessibility scores in computer-assisted synthesis planning","publication_year":2023,"publication_date":"2023-01-14","ids":{"openalex":"https://openalex.org/W4316095903","doi":"https://doi.org/10.1186/s13321-023-00678-z","pmid":"https://pubmed.ncbi.nlm.nih.gov/36641473","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/9840255"},"language":"en","primary_location":{"id":"doi:10.1186/s13321-023-00678-z","doi":"https://doi.org/10.1186/s13321-023-00678-z","is_oa":true,"landing_page_url":"https://doi.org/10.1186/s13321-023-00678-z","pdf_url":"https://jcheminf.biomedcentral.com/counter/pdf/10.1186/s13321-023-00678-z","source":{"id":"https://openalex.org/S180838163","display_name":"Journal of Cheminformatics","issn_l":"1758-2946","issn":["1758-2946"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320256","host_organization_name":"BioMed Central","host_organization_lineage":["https://openalex.org/P4310320256","https://openalex.org/P4310319965"],"host_organization_lineage_names":["BioMed Central","Springer Nature"],"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 Cheminformatics","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","doaj","pubmed"],"open_access":{"is_oa":true,"oa_status":"gold","oa_url":"https://jcheminf.biomedcentral.com/counter/pdf/10.1186/s13321-023-00678-z","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5036719706","display_name":"Grzegorz Skoraczy\u0144ski","orcid":"https://orcid.org/0000-0002-2010-4515","observed_orcids":["https://orcid.org/0000-0002-2010-4515"]},"institutions":[{"id":"https://openalex.org/I4654613","display_name":"University of Warsaw","ror":"https://ror.org/039bjqg32","country_code":"PL","type":"education","lineage":["https://openalex.org/I4654613"]}],"countries":["PL"],"is_corresponding":true,"raw_author_name":"Grzegorz Skoraczy\u0144ski","raw_affiliation_strings":["Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland. g.skoraczynski@mimuw.edu.pl","Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland"],"raw_orcid":"https://orcid.org/0000-0002-2010-4515","affiliations":[{"raw_affiliation_string":"Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland. g.skoraczynski@mimuw.edu.pl","institution_ids":["https://openalex.org/I4654613"]},{"raw_affiliation_string":"Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland","institution_ids":["https://openalex.org/I4654613"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5036723980","display_name":"Mateusz Kitlas","orcid":"https://orcid.org/0000-0002-8160-3705","observed_orcids":["https://orcid.org/0000-0002-8160-3705"]},"institutions":[{"id":"https://openalex.org/I4654613","display_name":"University of Warsaw","ror":"https://ror.org/039bjqg32","country_code":"PL","type":"education","lineage":["https://openalex.org/I4654613"]}],"countries":["PL"],"is_corresponding":false,"raw_author_name":"Mateusz Kitlas","raw_affiliation_strings":["Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland"],"raw_orcid":"https://orcid.org/0000-0002-8160-3705","affiliations":[{"raw_affiliation_string":"Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland","institution_ids":["https://openalex.org/I4654613"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5028611632","display_name":"B\u0142a\u017cej Miasojedow","orcid":"https://orcid.org/0000-0002-3691-9372","observed_orcids":["https://orcid.org/0000-0002-3691-9372"]},"institutions":[{"id":"https://openalex.org/I4654613","display_name":"University of Warsaw","ror":"https://ror.org/039bjqg32","country_code":"PL","type":"education","lineage":["https://openalex.org/I4654613"]}],"countries":["PL"],"is_corresponding":false,"raw_author_name":"B\u0142a\u017cej Miasojedow","raw_affiliation_strings":["Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland"],"raw_orcid":"https://orcid.org/0000-0002-3691-9372","affiliations":[{"raw_affiliation_string":"Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland","institution_ids":["https://openalex.org/I4654613"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5071617273","display_name":"Anna Gambin","orcid":"https://orcid.org/0000-0003-3476-3017","observed_orcids":["https://orcid.org/0000-0003-3476-3017"]},"institutions":[{"id":"https://openalex.org/I4654613","display_name":"University of Warsaw","ror":"https://ror.org/039bjqg32","country_code":"PL","type":"education","lineage":["https://openalex.org/I4654613"]}],"countries":["PL"],"is_corresponding":false,"raw_author_name":"Anna Gambin","raw_affiliation_strings":["Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland"],"raw_orcid":"https://orcid.org/0000-0003-3476-3017","affiliations":[{"raw_affiliation_string":"Faculty of Mathematics, Informatics, and Mechanics, University of Warsaw, Stefana Banacha 2, Warsaw, Poland","institution_ids":["https://openalex.org/I4654613"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5036719706"],"corresponding_institution_ids":["https://openalex.org/I4654613"],"apc_list":{"value":2190,"currency":"USD","value_usd":2190},"apc_paid":{"value":2190,"currency":"USD","value_usd":2190},"fwci":9.9201,"has_fulltext":true,"cited_by_count":117,"citation_normalized_percentile":{"value":0.99086062,"is_in_top_1_percent":true,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":98,"max":100},"biblio":{"volume":"15","issue":"1","first_page":"6","last_page":"6"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9653000235557556,"subfield":{"id":"https://openalex.org/subfields/3002","display_name":"Drug Discovery"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.9653000235557556,"subfield":{"id":"https://openalex.org/subfields/3002","display_name":"Drug Discovery"},"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/T10906","display_name":"AI-based Problem Solving and Planning","score":0.009600000455975533,"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"}},{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.00279999990016222,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/search-space-reduction","display_name":"search space reduction","score":0.5950000286102295},{"id":"https://openalex.org/keywords/treewidth","display_name":"treewidth","score":0.9120000004768372},{"id":"https://openalex.org/keywords/search-trees","display_name":"search trees","score":0.515999972820282},{"id":"https://openalex.org/keywords/machine-learning-scoring","display_name":"machine learning scoring","score":0.6169999837875366},{"id":"https://openalex.org/keywords/critical-appraisal","display_name":"critical appraisal","score":0.367000013589859}],"concepts":[{"id":"https://openalex.org/C42437451","wikidata":"https://www.wikidata.org/wiki/Q902227","display_name":"Retrosynthetic analysis","level":3,"score":0.9169756174087524},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.6834097504615784},{"id":"https://openalex.org/C127705205","wikidata":"https://www.wikidata.org/wiki/Q5748245","display_name":"Heuristics","level":2,"score":0.5076814889907837},{"id":"https://openalex.org/C119857082","wikidata":"https://www.wikidata.org/wiki/Q2539","display_name":"Machine learning","level":1,"score":0.4527169167995453},{"id":"https://openalex.org/C154945302","wikidata":"https://www.wikidata.org/wiki/Q11660","display_name":"Artificial intelligence","level":1,"score":0.4501032531261444},{"id":"https://openalex.org/C132010649","wikidata":"https://www.wikidata.org/wiki/Q189222","display_name":"Intuition","level":2,"score":0.41812974214553833},{"id":"https://openalex.org/C111472728","wikidata":"https://www.wikidata.org/wiki/Q9471","display_name":"Epistemology","level":1,"score":0.0},{"id":"https://openalex.org/C111919701","wikidata":"https://www.wikidata.org/wiki/Q9135","display_name":"Operating system","level":1,"score":0.0},{"id":"https://openalex.org/C138885662","wikidata":"https://www.wikidata.org/wiki/Q5891","display_name":"Philosophy","level":0,"score":0.0},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.0},{"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/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.0}],"mesh":[],"locations_count":5,"locations":[{"id":"doi:10.1186/s13321-023-00678-z","doi":"https://doi.org/10.1186/s13321-023-00678-z","is_oa":true,"landing_page_url":"https://doi.org/10.1186/s13321-023-00678-z","pdf_url":"https://jcheminf.biomedcentral.com/counter/pdf/10.1186/s13321-023-00678-z","source":{"id":"https://openalex.org/S180838163","display_name":"Journal of Cheminformatics","issn_l":"1758-2946","issn":["1758-2946"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320256","host_organization_name":"BioMed Central","host_organization_lineage":["https://openalex.org/P4310320256","https://openalex.org/P4310319965"],"host_organization_lineage_names":["BioMed Central","Springer Nature"],"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 Cheminformatics","raw_type":"journal-article"},{"id":"doi:10.26434/chemrxiv-2022-q1rqv","doi":"https://doi.org/10.26434/chemrxiv-2022-q1rqv","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv-2022-q1rqv","pdf_url":"https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/6366a53fecdad5512dfbd055/original/critical-assessment-of-synthetic-accessibility-scores-in-computer-assisted-synthesis-planning.pdf","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"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","license_id":"https://openalex.org/licenses/cc-by","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},{"id":"pmh:oai:pubmedcentral.nih.gov:9840255","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/9840255","pdf_url":"https://pmc.ncbi.nlm.nih.gov/articles/PMC9840255/pdf/13321_2023_Article_678.pdf","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","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"J Cheminform","raw_type":"Text"},{"id":"pmid:36641473","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/36641473","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":"Journal of cheminformatics","raw_type":"Journal Article"},{"id":"pmh:oai:doaj.org/article:a0881c97cbf4484d82d2c43928ef1637","doi":null,"is_oa":true,"landing_page_url":"https://doaj.org/article/a0881c97cbf4484d82d2c43928ef1637","pdf_url":null,"source":{"id":"https://openalex.org/S4306401280","display_name":"DOAJ (DOAJ: Directory of Open Access Journals)","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-sa","license_id":"https://openalex.org/licenses/cc-by-sa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Journal of Cheminformatics, Vol 15, Iss 1, Pp 1-9 (2023)","raw_type":"article"}],"best_oa_location":{"id":"doi:10.1186/s13321-023-00678-z","doi":"https://doi.org/10.1186/s13321-023-00678-z","is_oa":true,"landing_page_url":"https://doi.org/10.1186/s13321-023-00678-z","pdf_url":"https://jcheminf.biomedcentral.com/counter/pdf/10.1186/s13321-023-00678-z","source":{"id":"https://openalex.org/S180838163","display_name":"Journal of Cheminformatics","issn_l":"1758-2946","issn":["1758-2946"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320256","host_organization_name":"BioMed Central","host_organization_lineage":["https://openalex.org/P4310320256","https://openalex.org/P4310319965"],"host_organization_lineage_names":["BioMed Central","Springer Nature"],"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 Cheminformatics","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320322511","display_name":"Narodowe Centrum Nauki","ror":"https://ror.org/03ha2q922"}],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W4316095903.pdf","grobid_xml":"https://content.openalex.org/works/W4316095903.grobid-xml"},"referenced_works_count":61,"referenced_works":["https://openalex.org/W88719000","https://openalex.org/W1501238332","https://openalex.org/W1625390266","https://openalex.org/W1678356000","https://openalex.org/W1714211023","https://openalex.org/W1965269139","https://openalex.org/W1971090546","https://openalex.org/W1975147762","https://openalex.org/W1981276685","https://openalex.org/W1985043579","https://openalex.org/W1988037271","https://openalex.org/W1989779568","https://openalex.org/W1995341919","https://openalex.org/W1995426752","https://openalex.org/W2041874651","https://openalex.org/W2044834685","https://openalex.org/W2070072705","https://openalex.org/W2074466695","https://openalex.org/W2075848246","https://openalex.org/W2078483536","https://openalex.org/W2117996566","https://openalex.org/W2130942839","https://openalex.org/W2152488335","https://openalex.org/W2155741020","https://openalex.org/W2160592148","https://openalex.org/W2171985306","https://openalex.org/W2324964582","https://openalex.org/W2481382694","https://openalex.org/W2558999090","https://openalex.org/W2599156179","https://openalex.org/W2622322262","https://openalex.org/W2747592475","https://openalex.org/W2783658781","https://openalex.org/W2789615344","https://openalex.org/W2793196310","https://openalex.org/W2907657781","https://openalex.org/W2987091515","https://openalex.org/W3009202547","https://openalex.org/W3010145447","https://openalex.org/W3030402150","https://openalex.org/W3084796436","https://openalex.org/W3097145107","https://openalex.org/W3101155908","https://openalex.org/W3116202926","https://openalex.org/W3123775255","https://openalex.org/W3171387763","https://openalex.org/W3176530335","https://openalex.org/W3187882175","https://openalex.org/W4205896710","https://openalex.org/W4224218893","https://openalex.org/W4225996356","https://openalex.org/W4230201210","https://openalex.org/W4233253307","https://openalex.org/W4238276956","https://openalex.org/W4238447998","https://openalex.org/W4238601856","https://openalex.org/W4240234659","https://openalex.org/W4246447715","https://openalex.org/W4252096936","https://openalex.org/W4281743220","https://openalex.org/W4285193863"],"related_works":["https://openalex.org/W3123775255","https://openalex.org/W4417477960","https://openalex.org/W4400913965","https://openalex.org/W6977078521","https://openalex.org/W4401335328","https://openalex.org/W4386845728","https://openalex.org/W4398255643","https://openalex.org/W4404407290","https://openalex.org/W7221518413","https://openalex.org/W4386305042"],"abstract_inverted_index":{"Modern":[0],"computer-assisted":[1,204,226],"synthesis":[2,205],"planning":[3,131,194,206,238],"tools":[4],"provide":[5],"strong":[6],"support":[7],"for":[8,236],"this":[9,243],"problem.":[10],"However,":[11],"they":[12,230],"are":[13],"still":[14],"limited":[15,52],"by":[16,24,132],"computational":[17],"complexity.":[18],"This":[19],"limitation":[20],"may":[21],"be":[22,189,233],"overcome":[23],"scoring":[25,39],"the":[26,70,82,95,98,115,142,145,153,166,199,223],"synthetic":[27,63,76,105,124,137,174,217],"accessibility":[28,64,77,106,125,175,218],"as":[29,165],"a":[30,51,57,88],"pre-retrosynthesis":[31],"heuristic.":[32],"A":[33],"wide":[34],"range":[35],"of":[36,59,62,84,97,117,144,168,192,202,225,242],"machine":[37,212],"learning":[38,213],"approaches":[40],"is":[41,56,245],"available,":[42],"however,":[43,229],"their":[44,159],"applicability":[45],"and":[46,111,139,161,187,214],"correctness":[47],"were":[48],"studied":[49],"to":[50,232],"extent.":[53],"Moreover,":[54,196],"there":[55],"lack":[58],"critical":[60],"assessment":[61],"scores":[65,78,126,176,219],"with":[66],"common":[67],"test":[68,103],"conditions.In":[69],"present":[71],"work,":[72],"we":[73,93,121,151,197],"assess":[74],"if":[75,123],"can":[79,127,188,220],"reliably":[80],"predict":[81,114],"outcomes":[83,96],"retrosynthesis":[85,118,130,193,227,237],"planning.":[86,119],"Using":[87],"specially":[89],"prepared":[90],"compounds":[91],"database,":[92],"examine":[94],"retrosynthetic":[99],"tool":[100],"AiZynthFinder.":[101],"We":[102,208],"whether":[104],"scores:":[107],"SAscore,":[108],"SYBA,":[109],"SCScore,":[110],"RAscore":[112],"accurately":[113],"results":[116],"Furthermore,":[120],"investigate":[122],"speed":[128],"up":[129],"better":[133],"prioritizing":[134],"explored":[135],"partial":[136,155],"routes":[138],"thus":[140],"reducing":[141],"size":[143],"search":[146,157],"space.":[147],"For":[148],"that":[149,173,210],"purpose,":[150],"analyze":[152],"AiZynthFinder":[154],"solutions":[156],"trees,":[158],"structure,":[160],"complexity":[162],"parameters,":[163],"such":[164],"number":[167],"nodes,":[169],"or":[170],"treewidth.We":[171],"confirm":[172],"in":[177],"most":[178],"cases":[179],"well":[180],"discriminate":[181],"feasible":[182],"molecules":[183],"from":[184],"infeasible":[185],"ones":[186],"potential":[190],"boosters":[191],"tools.":[195,207],"show":[198],"current":[200],"challenges":[201],"designing":[203],"conclude":[209],"hybrid":[211],"human":[215],"intuition-based":[216],"efficiently":[221],"boost":[222],"effectiveness":[224],"planning,":[228],"need":[231],"carefully":[234],"crafted":[235],"algorithms.The":[239],"source":[240],"code":[241],"work":[244],"publicly":[246],"available":[247],"at":[248],"https://github.com/grzsko/ASAP":[249],".":[250]},"counts_by_year":[{"year":2026,"cited_by_count":33},{"year":2025,"cited_by_count":42},{"year":2024,"cited_by_count":34},{"year":2023,"cited_by_count":8}],"updated_date":"2026-11-12T12:28:57.059296","created_date":"2023-01-14T00:00:00"}
