{"id":"https://openalex.org/W2086932621","doi":"https://doi.org/10.1021/ci300447c","title":"<i>In Silico</i> Prediction of Aqueous Solubility Using Simple QSPR Models: The Importance of Phenol and Phenol-like Moieties","display_name":"<i>In Silico</i> Prediction of Aqueous Solubility Using Simple QSPR Models: The Importance of Phenol and Phenol-like Moieties","publication_year":2012,"publication_date":"2012-10-29","ids":{"openalex":"https://openalex.org/W2086932621","doi":"https://doi.org/10.1021/ci300447c","mag":"2086932621","pmid":"https://pubmed.ncbi.nlm.nih.gov/23121381"},"language":"en","primary_location":{"id":"doi:10.1021/ci300447c","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci300447c","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/A5021119219","display_name":"Jogoth Ali","orcid":null},"institutions":[{"id":"https://openalex.org/I141584323","display_name":"University of Hertfordshire","ror":"https://ror.org/0267vjk41","country_code":"GB","type":"education","lineage":["https://openalex.org/I141584323"]}],"countries":["GB"],"is_corresponding":true,"raw_author_name":"Jogoth Ali","raw_affiliation_strings":["School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and"],"affiliations":[{"raw_affiliation_string":"School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5090315708","display_name":"Patrick Camilleri","orcid":"https://orcid.org/0000-0002-4543-1985"},"institutions":[{"id":"https://openalex.org/I141584323","display_name":"University of Hertfordshire","ror":"https://ror.org/0267vjk41","country_code":"GB","type":"education","lineage":["https://openalex.org/I141584323"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Patrick Camilleri","raw_affiliation_strings":["Bio-Chemical Solutions, 5 Morgan Close,\rStevenage, Hertfordshire, SG1 4TG, United Kingdom","Bio-Chemical Solutions, 5 Morgan Close,#R#Stevenage, Hertfordshire, SG1 4TG, United Kingdom"],"affiliations":[{"raw_affiliation_string":"Bio-Chemical Solutions, 5 Morgan Close,\rStevenage, Hertfordshire, SG1 4TG, United Kingdom","institution_ids":[]},{"raw_affiliation_string":"Bio-Chemical Solutions, 5 Morgan Close,#R#Stevenage, Hertfordshire, SG1 4TG, United Kingdom","institution_ids":["https://openalex.org/I141584323"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5075841796","display_name":"Marc B. Brown","orcid":"https://orcid.org/0000-0001-8327-2252"},"institutions":[{"id":"https://openalex.org/I141584323","display_name":"University of Hertfordshire","ror":"https://ror.org/0267vjk41","country_code":"GB","type":"education","lineage":["https://openalex.org/I141584323"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Marc B. Brown","raw_affiliation_strings":["School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","School of#R#Pharmacy, University of Hertfordshire,#R#College Lane, Hatfield,#R#AL10 9AB, United Kingdom, and"],"affiliations":[{"raw_affiliation_string":"School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]},{"raw_affiliation_string":"School of#R#Pharmacy, University of Hertfordshire,#R#College Lane, Hatfield,#R#AL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111939119","display_name":"Andrew J. Hutt","orcid":null},"institutions":[{"id":"https://openalex.org/I141584323","display_name":"University of Hertfordshire","ror":"https://ror.org/0267vjk41","country_code":"GB","type":"education","lineage":["https://openalex.org/I141584323"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Andrew J. Hutt","raw_affiliation_strings":["School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","School of#R#Pharmacy, University of Hertfordshire,#R#College Lane, Hatfield,#R#AL10 9AB, United Kingdom, and"],"affiliations":[{"raw_affiliation_string":"School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]},{"raw_affiliation_string":"School of#R#Pharmacy, University of Hertfordshire,#R#College Lane, Hatfield,#R#AL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5014885190","display_name":"Stewart B. Kirton","orcid":"https://orcid.org/0000-0002-1567-0061"},"institutions":[{"id":"https://openalex.org/I141584323","display_name":"University of Hertfordshire","ror":"https://ror.org/0267vjk41","country_code":"GB","type":"education","lineage":["https://openalex.org/I141584323"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Stewart B. Kirton","raw_affiliation_strings":["School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","School of#R#Pharmacy, University of Hertfordshire,#R#College Lane, Hatfield,#R#AL10 9AB, United Kingdom, and"],"affiliations":[{"raw_affiliation_string":"School of\rPharmacy, University of Hertfordshire,\rCollege Lane, Hatfield,\rAL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]},{"raw_affiliation_string":"School of#R#Pharmacy, University of Hertfordshire,#R#College Lane, Hatfield,#R#AL10 9AB, United Kingdom, and","institution_ids":["https://openalex.org/I141584323"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":5,"corresponding_author_ids":["https://openalex.org/A5021119219"],"corresponding_institution_ids":["https://openalex.org/I141584323"],"apc_list":null,"apc_paid":null,"fwci":1.3996,"has_fulltext":false,"cited_by_count":122,"citation_normalized_percentile":{"value":0.8235884,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":90,"max":100},"biblio":{"volume":"52","issue":"11","first_page":"2950","last_page":"2957"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.945900022983551,"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":0.945900022983551,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/quantitative-structure\u2013activity-relationship","display_name":"Quantitative structure\u2013activity relationship","score":0.8752832412719727},{"id":"https://openalex.org/keywords/phenol","display_name":"Phenol","score":0.8278870582580566},{"id":"https://openalex.org/keywords/in-silico","display_name":"In silico","score":0.7010375261306763},{"id":"https://openalex.org/keywords/solubility","display_name":"Solubility","score":0.5783551335334778},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.5630194544792175},{"id":"https://openalex.org/keywords/simple","display_name":"Simple (philosophy)","score":0.554902970790863},{"id":"https://openalex.org/keywords/aqueous-solution","display_name":"Aqueous solution","score":0.4891067147254944},{"id":"https://openalex.org/keywords/computational-chemistry","display_name":"Computational chemistry","score":0.3556050956249237},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.35186678171157837},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"Stereochemistry","score":0.20036813616752625},{"id":"https://openalex.org/keywords/biochemistry","display_name":"Biochemistry","score":0.08860588073730469}],"concepts":[{"id":"https://openalex.org/C164126121","wikidata":"https://www.wikidata.org/wiki/Q766383","display_name":"Quantitative structure\u2013activity relationship","level":2,"score":0.8752832412719727},{"id":"https://openalex.org/C2777702071","wikidata":"https://www.wikidata.org/wiki/Q130336","display_name":"Phenol","level":2,"score":0.8278870582580566},{"id":"https://openalex.org/C2775905019","wikidata":"https://www.wikidata.org/wiki/Q192572","display_name":"In silico","level":3,"score":0.7010375261306763},{"id":"https://openalex.org/C155574463","wikidata":"https://www.wikidata.org/wiki/Q170731","display_name":"Solubility","level":2,"score":0.5783551335334778},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5630194544792175},{"id":"https://openalex.org/C2780586882","wikidata":"https://www.wikidata.org/wiki/Q7520643","display_name":"Simple (philosophy)","level":2,"score":0.554902970790863},{"id":"https://openalex.org/C184651966","wikidata":"https://www.wikidata.org/wiki/Q906356","display_name":"Aqueous solution","level":2,"score":0.4891067147254944},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.3556050956249237},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.35186678171157837},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.20036813616752625},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.08860588073730469},{"id":"https://openalex.org/C138885662","wikidata":"https://www.wikidata.org/wiki/Q5891","display_name":"Philosophy","level":0,"score":0.0},{"id":"https://openalex.org/C111472728","wikidata":"https://www.wikidata.org/wiki/Q9471","display_name":"Epistemology","level":1,"score":0.0},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/ci300447c","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ci300447c","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:23121381","is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/23121381","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:uhra.herts.ac.uk:2299/9579","is_oa":false,"landing_page_url":"http://hdl.handle.net/2299/9579","pdf_url":null,"source":{"id":"https://openalex.org/S4306400241","display_name":"University of Hertfordshire Research Archive (University of Hertfordshire)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":"https://openalex.org/I141584323","host_organization_name":"University of Hertfordshire","host_organization_lineage":["https://openalex.org/I141584323"],"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":null,"sustainable_development_goals":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320320665","display_name":"University of Hertfordshire","ror":"https://ror.org/0267vjk41"},{"id":"https://openalex.org/F4320321026","display_name":"Ministry of Earth Sciences","ror":"https://ror.org/013cf5k59"},{"id":"https://openalex.org/F4320322724","display_name":"Ministry of Education, India","ror":"https://ror.org/048xjjh50"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":16,"referenced_works":["https://openalex.org/W2017806383","https://openalex.org/W2030608815","https://openalex.org/W2033495141","https://openalex.org/W2044218064","https://openalex.org/W2052723761","https://openalex.org/W2071551353","https://openalex.org/W2076498053","https://openalex.org/W2076577453","https://openalex.org/W2082291447","https://openalex.org/W2088837113","https://openalex.org/W2135732933","https://openalex.org/W2144877918","https://openalex.org/W2166008508","https://openalex.org/W2171327090","https://openalex.org/W2324777999","https://openalex.org/W2481739238"],"related_works":["https://openalex.org/W2382340815","https://openalex.org/W1972650408","https://openalex.org/W2551736466","https://openalex.org/W1997566113","https://openalex.org/W3189652131","https://openalex.org/W2908740012","https://openalex.org/W1967793880","https://openalex.org/W2068182031","https://openalex.org/W4293451067","https://openalex.org/W2060207198"],"abstract_inverted_index":{"Recently":[0],"the":[1,13,46,52,79,114,133,144,173,178,187,191,200,206,213],"authors":[2],"published":[3],"a":[4,55,96,120,124,158,195],"robust":[5],"QSPR":[6],"model":[7,31,116,192],"of":[8,49,51,60,72,86,99,113,127,177,202,209],"aqueous":[9,47,73,218],"solubility":[10,48,74,219],"which":[11,169,198],"exploited":[12],"computationally":[14],"derived":[15],"molecular":[16],"descriptor":[17,121,189],"topographical":[18],"polar":[19],"surface":[20],"area":[21],"(TPSA)":[22],"alongside":[23],"experimentally":[24],"determined":[25],"melting":[26],"point":[27],"and":[28,78,129,155],"logP.":[29],"This":[30,63,181],"(the":[32],"\"TPSA":[33],"model\")":[34],"is":[35,64],"able":[36],"to":[37,40,66,91,117,123,141,217],"accurately":[38],"predict":[39],"within":[41,136],"\u00b1":[42,137],"one":[43,138],"log":[44,139],"unit":[45,140],"87%":[50],"compounds":[53,149,163,171],"in":[54,190],"chemically":[56],"diverse":[57],"data":[58,88,146,160,179],"set":[59,89,147,161],"1265":[61],"molecules.":[62],"comparable":[65],"results":[67],"achieved":[68],"for":[69,143,157],"established":[70],"models":[71],"e.g.":[75],"ESOL":[76],"(79%)":[77],"General":[80],"Solubility":[81],"Equation":[82],"(81%).":[83],"Hierarchical":[84],"clustering":[85],"this":[87],"according":[90],"chemical":[92],"similarity":[93],"shows":[94],"that":[95],"significant":[97],"number":[98],"molecules":[100,211],"with":[101],"phenolic":[102,203,222],"and/or":[103],"phenol-like":[104,130],"moieties":[105,131],"are":[106],"poorly":[107],"predicted":[108],"by":[109,221],"these":[110],"equations.":[111],"Modification":[112],"TPSA":[115],"additionally":[118],"incorporate":[119],"pertaining":[122],"simple":[125],"count":[126],"phenol":[128],"improves":[132],"predictive":[134],"ability":[135],"89%":[142],"full":[145],"(1265":[148],"-8.48":[150],"<":[151,153,165,167],"logS":[152,166],"1.58)":[154],"82%":[156],"reduced":[159],"(1160":[162],"6.00":[164],"0.00)":[168],"excludes":[170],"at":[172],"sparsely":[174],"populated":[175],"extremities":[176],"range.":[180],"improvement":[182],"can":[183],"be":[184],"rationalized":[185],"as":[186,194],"additional":[188],"acting":[193],"correction":[196],"factor":[197],"acknowledges":[199],"effect":[201],"substituents":[204],"on":[205],"electronic":[207],"characteristics":[208],"aromatic":[210],"i.e.":[212],"generally":[214],"positive":[215],"contribution":[216],"made":[220],"moieties.":[223]},"counts_by_year":[{"year":2026,"cited_by_count":8},{"year":2025,"cited_by_count":27},{"year":2024,"cited_by_count":28},{"year":2023,"cited_by_count":27},{"year":2022,"cited_by_count":10},{"year":2021,"cited_by_count":10},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":1}],"updated_date":"2026-04-02T15:55:50.835912","created_date":"2016-06-24T00:00:00"}