QSAR-based solubility model for drug-like compounds

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 19, 2010, Pages 7078-7084

  Gozalbes, Rafael ^a   Pineda Lucena, Antonio ^a  

^a CENTRO DE INVESTIGACIÓN PRÍNCIPE FELIPE   (Spain)

Author keywords

Chemical space; Computational chemistry; Drug discovery; Quantitative structure activity relationships (QSAR); Solubility

Indexed keywords

AMIODARONE; AMITRIPTYLINE; AMODIAQUINE; BENZTHIAZIDE; CARPROFEN; CHLORPROMAZINE; CHLORPROTHIXENE; CINCHOCAINE; DIFLUNISAL; DIPYRIDAMOLE; FLURBIPROFEN; GLIPIZIDE; GUANINE; LOPERAMIDE; MAPROTILINE; MECLOFENAMIC ACID; MECLOZINE; MEFENAMIC ACID; MICONAZOLE; PHENAZOPYRIDINE; PHENYLBUTAZONE; PIROXICAM; PROBENECID; SALAZOSULFAPYRIDINE; SERTRALINE; SULINDAC; TRAZODONE; TRIMIPRAMINE; UNINDEXED DRUG; WARFARIN;

ARTICLE; CHEMICAL STRUCTURE; COMPARATIVE STUDY; DRUG SOLUBILITY; DRUG STRUCTURE; LIPOPHILICITY; MOLECULAR WEIGHT; PHYSICAL CHEMISTRY; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

DATABASES, FACTUAL; MODELS, MOLECULAR; PHARMACEUTICAL PREPARATIONS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SOLUBILITY; WATER;

EID: 77956649875     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.08.003     Document Type: Article

References (30)

1. J.S. Delaney Drug Discovery Today 10 2005 289
2. C.A. Lepre Drug Discovery Today 6 2001 133
3. K.V. Balakin, N.P. Savchuk, and I.V. Tetko Curr. Med. Chem. 13 2006 223
4. B. Faller, and P. Ertl Adv. Drug Delivery Rev. 59 2007 533
5. I.V. Tetko, V.Y. Tanchuk, T.N. Kasheva, and A.E. Villa J. Chem. Inf. Comput. Sci. 41 2001 246
6. A. Geronikaki, D. Druzhilovsky, A. Zakharov, and V.S.A.R. Poroikov QSAR Environ. Res. 19 2008 27
7. J.C. Dearden, M.T. Cronin, and K.L. Kaiser SAR QSAR Environ. Res. 20 2009 241
8. A. Tropsha, and A. Golbraikh Curr. Pharm. Des. 13 2007 3494
9. AQUASOL database (University of Arizona, http://www.pharmacy.arizona.edu/ outreach/aquasol/ ).
10. Physical Properties Database-PHYSPROP (Syracuse Research Corporation, http://www.syrres.com/what-we-do/product.aspx?id=133 ).
11. J. Taskinen, and J. Yliruusi Adv. Drug Delivery Rev. 55 2003 1163
12. L. Du-Cuny, J. Huwyler, M. Wiese, and M. Kansy Eur. J. Med. Chem. 43 2008 501
13. C. Lamanna, M. Bellini, A. Padova, G. Westerberg, and L. Maccari J. Med. Chem. 51 2008 2891
14. C.A. Lipinski, F. Lombardo, B.W. Dominy, and P.J. Feeney Adv. Drug Delivery Rev. 23 1997 3
15. T.M. Frimurer, R. Bywater, L. Naerum, L.N. Lauritsen, and S. Brunak J. Chem. Inf. Comput. Sci. 40 2000 1315
16. T.I. Oprea J. Comput. Aided Mol. Des. 14 2000 251
17. E.J. Matthews, N.L. Kruhlak, R.D. Benz, and J.F. Contrera Curr. Drug Discov. Technol. 1 2004 61 (http://www.epa.gov/NCCT/dsstox/sdf-fdamdd.html ; version 3b)
18. A. Llinas, R.C. Glen, and J.M. Goodman J. Chem. Inf. Model. 48 2008 1289
19. A.J. Hopfinger, E.X. Esposito, A. Llinas, R.C. Glen, and J.M. Goodman J. Chem. Inf. Model. 49 2009 1
20. M. Stuart, and K. Box Anal. Chem. 77 2005 983
21. A. Monge, A. Arrault, C. Marot, and L. Morin-Allory Mol. Divers. 10 2006 389
22. D.F. Veber, S.R. Johnson, H.Y. Cheng, B.R. Smith, K.W. Ward, and K.D. Kopple J. Med. Chem. 45 2002 2615
23. Y. Ran, and S.H. Yalkowsky J. Chem. Inf. Comput. Sci. 41 2001 354
24. VIDA, OpenEye Scientific Software, Inc. (http://www.eyesopen.com ), 2009.
25. Molecular Operating Environment (MOE), available from Chemical Computing Group Inc. (http://www.chemcomp.com ; version 2008.10).
26. SArchitect Designer software, available from Strand Life Sciences (http://www.strandls.com/sarchitect ; version 2.5.0).
27. Symyx Technologies (http://www.symyx.com ).
28. S. Arlot, and A. Celisse Stat. Surv. 4 2010 40
29. P. Gramatica QSAR Comb. Sci. 26 2007 694
30. M. Petitjean J. Chem. Inf. Comput. Sci. 32 1992 331