Fingerprint-based clustering applied to define a QSAR model use radius

Journal of Molecular Graphics and Modelling

Volumn 27, Issue 2, 2008, Pages 225-232

  Sprous, D G ^a  

^a Redpoint Bio Inc   (United States)

Author keywords

GRAS; Kinase inhibitors; QSAR validation; Skin permeability

Indexed keywords

ARSENIC COMPOUNDS; CAPILLARITY; CHEMOTHERAPY; CONTROLLED DRUG DELIVERY; CORRELATION METHODS; DRUG DELIVERY; DRUG DOSAGE; KETONES; LIQUIDS; MOLECULAR GRAPHICS; SKIN;

CROSS VALIDATIONS; GRAS; KINASE INHIBITORS; LEAVE-ONE-OUT; PREDICTIVITY; QSAR MODELING; QSAR VALIDATION; REDUNDANT SYSTEMS; SKIN PERMEABILITY; TEST SETS; TRAINING SETS; TYPE CLASSES;

CHLORINE COMPOUNDS;

PHOSPHOTRANSFERASE INHIBITOR;

ANALYTIC METHOD; ARTICLE; FINGER DERMATOGLYPHICS; PARTITION COEFFICIENT; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RADIUS; SKIN PERMEABILITY; TRAINING; VALIDATION STUDY;

CLUSTER ANALYSIS; COMPUTATIONAL BIOLOGY; COMPUTER SIMULATION; DATABASES, FACTUAL; MODELS, BIOLOGICAL; MODELS, MOLECULAR; PERMEABILITY; PROTEIN KINASE INHIBITORS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SKIN ABSORPTION;

EID: 52049124539     PISSN: 10933263     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jmgm.2008.04.009     Document Type: Article

References (23)

1. Kubinyi H., Hamprecht F.A., and Mietzer T. Three dimensional quantitative similarity-activity relationships (3D-QSiAR) from SEAL similarity matrices. J. Med. Chem. 41 (1998) 2553-2564
2. Kubinyi H. Validation and predictivity of QSAR models. In: Aki Sener E., and Yalcin I. (Eds). QSAR & Molecular Modelling in Rational Design of Bioactive Molecules. Proceedings of the 15th European Symposium on QSAR & Molecular Modelling. Instanbul, Turkey, 2004 (2006), CADD Society, Ankara, Turkey 30-33
3. Hawkins D.M. The problem of overfitting. J. Chem. Inf. Comput. Sci. 44 (2004) 1-12
4. W.A. Warr, Accuracy of prediction, Strand Life Science Pvt. Ltd., http://www.qsar-world.com/qsar-predictivity1.php, 2007.
5. MOE, MOE 2006.8 Chemical Computing Group, Montreal, Quebec, Canada, 2006.
6. Golbraikh A., and Tropsha A. Predicted QSAR modeling based on diversity sampling of experimental datasets for training and test set selection. Mol. Divers. 5 (2002) 231-243
7. Clark R.D., Sprous D.G., and Leonard J.M. Progressive scrambling: validating models based on large datasets. In: Holtje H.-D., and Sipple W. (Eds). Rational Approaches to Drug Design, Porous Science (2001), S.A. Barcelona, Spain 475-486
8. Sprous D.G., Zhang J., Zhang L., Wang Z., and Tepper M.A. Kinase inhibitor recognition by use of a multivariable QSAR model. J. Mol. Graph. Model. 24 (2005) 278-295
9. Sprous D.G., and Salemme F.R. A comparison of the chemical properties of drugs and FEMA/FDA notified GRAS chemical compounds used in the food industry. Food Chem. Toxicol. 45 (2007) 1419-1427
10. Magnusson B.M., Anissimov Y.G., Cross S.E., and Roberts M.S. Molecular size as the main determinant of solute maximum flux across the skin. J. Invest. Dermatol. 122 (2004) 993-999
11. Burdock G.A. The GRAS process. Food Technol. 57 (2003) 17
12. Hallagan J.B., and Hall R.L. FEMA GRAS-a GRAS assessment program for flavor ingredients. Regul. Toxicol. Pharmacol. 21 (1995) 422-430
13. Munro I.C., Shubik P., and Hall R. Principles of the safety evaluation of flavoring substances. Food Chem. Toxicol. 36 (1998) 529-540
14. Flavor-Base, Leffingwell & Associates, Canton, GA, USA, 2004.
15. LexiChem, OpenEyes, Santa Fe, NM, USA, 2006.
16. Adams J.L., and Lee D. Recent progress towards the identification of selective inhibitors of serine/threonine protein kinases. Curr. Opin. Drug Discov. Dev. 2 (1999) 96-109
17. Bridges A. Chemical inhibitors of protein kinases. Chem. Rev. 101 (2001) 2541-2571
18. McMahon G., Sun L., Liang C., and Tang C. Protein kinase inhibitors: structural determinants for target specificity. Curr. Opin. Drug Discov. Dev. 1 (1998) 131-146
19. Prestwick Chemical Library, Prestwick Chemical Inc., Illkirch, France, 2005.
20. Labute. Binary QSAR: a new method for the determination of QSARs. Pac. Sym. Biocomp. 4 (1999) 444-455
21. Microsoft Excel, Micosoft Inc., Redmond, WA, USA, 2003.
22. GraphPad Prism 5 (2007), GraphPad Software, San Diego, CA, USA
23. Leach A.R. Molecular Modelling: Principles and Applications (1996), Pearson Education Limited, Essex, England