Prediction of aqueous intrinsic solubility of druglike molecules using Random Forest regression trained with Wiki-pS0 database.

Abraham Solvation Equation (ABSOLV) General Solubility Equation (GSE) Random Forest regression (RFR) aqueous intrinsic solubility druglike interlaboratory experimental error multiple linear regression (MLR) pDISOL-X quantitative structure-property relationships (QSPR)

Journal

ADMET & DMPK

ISSN: 1848-7718

Titre abrégé: ADMET DMPK

Pays: Croatia

ID NLM: 101660124

Informations de publication

Date de publication:
2020

Historique:

received: 09 12 2019

revised: 17 02 2020

entrez: 18 3 2022

pubmed: 4 3 2020

medline: 4 3 2020

Statut: epublish

Résumé

The accurate prediction of solubility of drugs is still problematic. It was thought for a long time that shortfalls had been due the lack of high-quality solubility data from the chemical space of drugs. This study considers the quality of solubility data, particularly of ionizable drugs. A database is described, comprising 6355 entries of intrinsic solubility for 3014 different molecules, drawing on 1325 citations. In an earlier publication, many factors affecting the quality of the measurement had been discussed, and suggestions were offered to improve ways of extracting more reliable information from legacy data. Many of the suggestions have been implemented in this study. By correcting solubility for ionization (i.e., deriving intrinsic solubility, S

Identifiants

DOI: 10.5599/admet.766 PMID: 35299775 PMC: PMC8915599

pubmed: 35299775

doi: 10.5599/admet.766

pmc: PMC8915599

doi:

Types de publication

Journal Article

Langues

eng

Pagination

29-77

Informations de copyright

Déclaration de conflit d'intérêts

Conflict of interest: The author declares no conflict of interest.

Références

J Comput Aided Mol Des. 2007 Sep;21(9):485-98

pubmed: 17632688

Eur J Pharm Sci. 2017 Jul 15;105:82-90

pubmed: 28478135

J Chem Inf Model. 2019 Jun 24;59(6):3036-3040

pubmed: 31042031

Eur J Pharm Sci. 2010 Nov 20;41(3-4):452-7

pubmed: 20656026

Int J Pharm. 2018 Dec 1;552(1-2):180-192

pubmed: 30236646

Bioorg Med Chem. 2011 Jul 1;19(13):4127-34

pubmed: 21640593

J Pharm Sci. 2018 Jun;107(6):1478-1488

pubmed: 29421214

Int J Pharm. 2010 Jan 29;385(1-2):1-5

pubmed: 19819319

Int J Pharm. 2018 Jun 10;544(1):165-171

pubmed: 29679751

Adv Drug Deliv Rev. 1999 Oct 18;39(1-3):211-238

pubmed: 10837775

J Mol Graph Model. 2000 Aug-Oct;18(4-5):464-77

pubmed: 11143563

J Chem Inf Comput Sci. 2001 Nov-Dec;41(6):1488-93

pubmed: 11749573

Eur J Pharm Biopharm. 2015 May;92:155-70

pubmed: 25758123

J Pharm Sci. 1986 Jan;75(1):23-5

pubmed: 3958900

J Chem Inf Comput Sci. 2003 Nov-Dec;43(6):1947-58

pubmed: 14632445

J Chem Inf Comput Sci. 1992 Sep-Oct;32(5):474-82

pubmed: 1400663

J Am Pharm Assoc Am Pharm Assoc. 1956 May;45(5):300-5

pubmed: 13319115

J Pharm Sci. 2012 Feb;101(2):499-508

pubmed: 22081435

J Pharm Sci. 1985 May;74(5):515-24

pubmed: 4020627

AAPS J. 2014 Sep;16(5):1119-27

pubmed: 25070482

J Chem Inf Comput Sci. 2001 Sep-Oct;41(5):1208-17

pubmed: 11604020

Comb Chem High Throughput Screen. 2011 Jun 1;14(5):328-38

pubmed: 21470182

J Pharm Sci. 2014 Feb;103(2):378-91

pubmed: 24382794

Anal Chem. 2005 Feb 15;77(4):983-90

pubmed: 15858976

J Chem Inf Comput Sci. 2001 Nov-Dec;41(6):1633-9

pubmed: 11749590

Int J Pharm. 1999 Mar 1;179(1):49-53

pubmed: 10053201

Drug Discov Today. 2012 May;17(9-10):486-95

pubmed: 22138563

Chem Pharm Bull (Tokyo). 1980 Jul;28(7):2221-5

pubmed: 7448955

J Chem Inf Comput Sci. 2004 Mar-Apr;44(2):748-57

pubmed: 15032557

Curr Top Med Chem. 2001 Sep;1(4):277-351

pubmed: 11899112

Eur J Pharm Sci. 2008 Jan;33(1):29-41

pubmed: 17983735

Profiles Drug Subst Excip Relat Methodol. 2011;36:103-49

pubmed: 22469260

J Comput Aided Mol Des. 2001 Aug;15(8):741-52

pubmed: 11718478

Adv Drug Deliv Rev. 2001 Mar 1;46(1-3):75-87

pubmed: 11259834

J Pharm Sci. 2002 Jun;91(6):1414-22

pubmed: 12115841

J Pharm Sci. 1994 Feb;83(2):126-30

pubmed: 8169777

Eur J Pharm Sci. 2013 Jan 23;48(1-2):291-300

pubmed: 23178441

Rev Environ Contam Toxicol. 1992;123:1-155

pubmed: 1732992

J Chem Inf Comput Sci. 2000 Jan;40(1):71-80

pubmed: 10661552

AAPS PharmSciTech. 2006 Jan 13;7(1):E4

pubmed: 16584163

Pharm Res. 2012 Oct;29(10):2738-53

pubmed: 22580905

Pharm Res. 2004 Oct;21(10):1758-61

pubmed: 15553219

Pharmaceutics. 2018 Nov 17;10(4):

pubmed: 30453628

Mol Pharm. 2010 Oct 4;7(5):1419-30

pubmed: 20507160

ADMET DMPK. 2019 Apr 05;7(2):88-105

pubmed: 35350542

Int J Pharm. 2006 Aug 17;319(1-2):169-71

pubmed: 16839718

Pharm Dev Technol. 2018 Sep;23(7):739-740

pubmed: 28425310

J Med Chem. 2010 May 27;53(10):4259-65

pubmed: 20426472

J Pharm Sci. 2005 Oct;94(10):2121-31

pubmed: 16136567

J Chem Inf Model. 2009 Jan;49(1):1-5

pubmed: 19117422

Eur J Pharm Sci. 2004 Aug;22(5):387-98

pubmed: 15265508

J Chem Inf Model. 2008 Jul;48(7):1289-303

pubmed: 18624401

Eur J Pharm Sci. 2012 Oct 9;47(3):589-95

pubmed: 22885099

Eur J Pharm Sci. 2017 Aug 30;106:133-141

pubmed: 28577995

Int J Pharm. 2016 Jun 30;507(1-2):21-31

pubmed: 27139144

AAPS PharmSciTech. 2008;9(2):431-6

pubmed: 18431666

Mol Pharm. 2012 Jul 2;9(7):1942-52

pubmed: 22651218

Adv Drug Deliv Rev. 2001 Mar 1;46(1-3):3-26

pubmed: 11259830

Pharm Res. 2016 May;33(5):1276-88

pubmed: 26892947

J Pharm Sci. 1999 Sep;88(9):868-80

pubmed: 10479348

J Pharm Sci. 1991 Feb;80(2):160-3

pubmed: 2051321

Eur J Med Chem. 2000 Dec;35(12):1081-8

pubmed: 11248406

Expert Opin Drug Discov. 2006 Jun;1(1):31-52

pubmed: 23506031

J Chem Inf Comput Sci. 2003 Mar-Apr;43(2):429-34

pubmed: 12653505

Eur J Pharm Sci. 2008 Mar 3;33(3):230-40

pubmed: 18207706

J Pharm Biomed Anal. 2016 Apr 15;122:126-40

pubmed: 26855285

J Chem Inf Comput Sci. 1998 May-Jun;38(3):450-6

pubmed: 9611785

AAPS PharmSciTech. 2016 Apr;17(2):272-83

pubmed: 26077622

Environ Toxicol Chem. 2001 Mar;20(3):491-7

pubmed: 11349848

J Pharm Sci. 2012 Dec;101(12):4390-401

pubmed: 22949374

Mol Pharm. 2014 Aug 4;11(8):2962-72

pubmed: 24919008

J Pharm Sci. 2005 Jan;94(1):1-16

pubmed: 15761925

AAPS PharmSciTech. 2018 Apr;19(3):1061-1071

pubmed: 29147872

J Chem Inf Comput Sci. 2003 May-Jun;43(3):1077-84

pubmed: 12767167

Int J Pharm. 2013 Jan 30;441(1-2):424-32

pubmed: 23174408

Pharm Res. 1993 Sep;10(9):1285-90

pubmed: 8234164

J Chem Inf Comput Sci. 2003 May-Jun;43(3):837-41

pubmed: 12767141

Int J Pharm. 2014 Apr 25;465(1-2):202-9

pubmed: 24513529

AAPS J. 2011 Dec;13(4):519-47

pubmed: 21818695

Eur J Pharm Sci. 2015 Jan 25;67:12-20

pubmed: 25444841

Pharm Res. 2000 Jan;17(1):85-9

pubmed: 10714613

J Pharmacol Toxicol Methods. 2000 Jul-Aug;44(1):235-49

pubmed: 11274893

J Chem Inf Comput Sci. 2001 Sep-Oct;41(5):1355-9

pubmed: 11604037

Eur J Pharm Biopharm. 2013 May;84(1):208-18

pubmed: 23246797

J Med Chem. 2003 Feb 13;46(4):558-70

pubmed: 12570377

Pharm Res. 2004 Feb;21(2):237-44

pubmed: 15032304

J Pharm Sci. 2001 Feb;90(2):234-52

pubmed: 11169540

J Pharm Sci. 2006 Jun;95(6):1298-307

pubmed: 16552741

Eur J Pharm Sci. 2018 May 30;117:227-235

pubmed: 29481859

J Chem Inf Model. 2007 Jan-Feb;47(1):150-8

pubmed: 17238260

J Pharm Biomed Anal. 2008 Jan 22;46(2):335-41

pubmed: 18055153

J Pharm Sci. 1984 Dec;73(12):1679-84

pubmed: 6527235

J Chem Inf Comput Sci. 2004 May-Jun;44(3):1000-5

pubmed: 15154768

J Pharm Sci. 1980 Aug;69(8):912-22

pubmed: 7400936

Int J Pharm. 2007 Feb 7;330(1-2):105-13

pubmed: 17049191

Pharm Res. 1996 Jan;13(1):163-7

pubmed: 8668668

Mol Pharm. 2015 Apr 6;12(4):1171-9

pubmed: 25665011

J Pharm Sci. 2013 Oct;102(10):3800-7

pubmed: 23939880

J Pharm Sci. 2016 Sep;105(9):2864-2872

pubmed: 27112289

Sci Rep. 2018 Feb 13;8(1):2934

pubmed: 29440773

Eur J Pharm Sci. 2019 May 15;133:264-274

pubmed: 30914359

Eur J Pharm Sci. 2018 Jun 15;121:338-346

pubmed: 29902511

J Med Chem. 2007 Mar 8;50(5):979-83

pubmed: 17298048

Curr Drug Metab. 2008 Nov;9(9):869-78

pubmed: 18991583

J Chem Inf Comput Sci. 2004 Jul-Aug;44(4):1477-88

pubmed: 15272856

Eur J Pharm Sci. 2011 Jul 17;43(4):260-9

pubmed: 21570465

J Chem Inf Comput Sci. 2004 Jan-Feb;44(1):266-75

pubmed: 14741036

J Pharm Biomed Anal. 2011 Sep 10;56(2):173-82

pubmed: 21652160

J Med Chem. 2007 Nov 15;50(23):5858-62

pubmed: 17929794

J Med Chem. 2006 Nov 16;49(23):6660-71

pubmed: 17154497

Eur J Pharm Sci. 2006 Nov;29(3-4):294-305

pubmed: 16949802

Biochem J. 1969 Jan;111(2):173-9

pubmed: 4974221

Eur J Pharm Sci. 2006 Feb;27(2-3):150-7

pubmed: 16253486

J Pharm Sci. 2014 Dec;103(12):3932-3940

pubmed: 25302947

Eur J Pharm Sci. 2001 Dec;14(4):281-91

pubmed: 11684402

Pharm Res. 2002 Feb;19(2):182-8

pubmed: 11885560

Eur J Pharm Sci. 2009 May 12;37(2):172-82

pubmed: 19429424

Adv Drug Deliv Rev. 2002 Mar 31;54(3):355-66

pubmed: 11922952

J Chem Inf Comput Sci. 2001 Mar-Apr;41(2):354-7

pubmed: 11277722

J Pharm Sci. 1972 Dec;61(12):1896-904

pubmed: 4638094

J Control Release. 2008 Jul 2;129(1):59-65

pubmed: 18501462

J Chem Inf Model. 2008 Jan;48(1):220-32

pubmed: 18186622

Adv Drug Deliv Rev. 2007 Jul 30;59(7):533-45

pubmed: 17588703

J Chem Inf Comput Sci. 2000 May;40(3):773-7

pubmed: 10850781

Eur J Pharm Sci. 2014 Jun 16;57:173-99

pubmed: 24215735

Pharm Res. 2000 Jul;17(7):891-4

pubmed: 10990211

Pharm Res. 1991 Dec;8(12):1461-9

pubmed: 1808607