Partition coefficient and molecular flexibility: The concept of lipophilicity space

Chemistry and Biodiversity

Volumn 6, Issue 8, 2009, Pages 1152-1169

  Vistoli, Giulio ^a   Pedretti, Alessandro ^a   Testa, Bernard ^b  

^a UNIVERSITY OF MILAN   (Italy)

^b LAUSANNE UNIVERSITY HOSPITAL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; ELECTRIC POTENTIAL; LIPOPHILICITY; MOLECULE; PARTITION COEFFICIENT; PHYSICAL CHEMISTRY;

COMPUTER SIMULATION; LIPIDS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; MONTE CARLO METHOD; PHYSICOCHEMICAL PHENOMENA; PLIABILITY; SOLUBILITY; STATIC ELECTRICITY;

EID: 69449096636     PISSN: 16121872     EISSN: 16121880     Source Type: Journal    
DOI: 10.1002/cbdv.200900072     Document Type: Article

References (28)

1. B. Testa, G. Vistoli, A. Pedretti, A. J. Bojarski, Chem. Biodiversity 2009, 6, 1145.
2. A. Avdeef, B. Testa, Cell. Mol. Life Sci. 2002, 59, 1681.
3. G. Caron, G. Ermondi, Mini-Rev. Med. Chem. 2003, 3, 821.
4. H. van de Waterbeemd, B. Testa, Adv. Drug Res. 1987, 16, 85.
5. M. Kraszni, I. Bányai, B. Noszál, J. Med. Chem. 2003, 46, 2241.
6. P. Gaillard, P. A. Carrupt, B. Testa, A. Boudon, J. Comput.-Aided Mol. Des. 1994, 8, 83.
7. P. A. Carrupt, B. Testa, P. Gaillard, Rev. Comput. Chem. 1997, 11, 241.
8. G. Vistoli, A. Pedretti, L. Villa, B. Testa, J. Am. Chem. Soc. 2002, 124, 7472.
9. G. Vistoli, A. Pedretti, L. Villa, B. Testa, J. Med. Chem. 2005, 48, 1759.
10. G. Vistoli, A. Pedretti, B. Testa, J. Med. Chem. 2005, 48, 6926.
11. G. Vistoli, A. Pedretti, B. Testa, R. Matucci, Arch. Biochem. Biophys. 2007, 464, 112.
12. G. Vistoli, A. Pedretti, B. Testa, Drug Discov. Today 2008, 13, 285.
13. R. Mannhold, G. I. Poda, C. Ostermann, I. V. Tetko, J. Pharm. Sci. 2009, 98, 861.
14. G. Vistoli, A. Pedretti, L. Villa, B. Testa, J. Med. Chem. 2005, 48, 4947.
15. P. A. Carrupt, B. Testa, A. Bechalany, N. El Tayar, P. Descas, D. Perrissoud, J. Med. Chem. 1991, 34, 1272.
16. P. Gaillard, P. A. Carrupt, B. Testa, Bioorg. Med. Chem. Lett. 1994, 4, 737.
17. A. Avdeef, in 'Lipophilicity in Drug Action and Toxicology', Eds. V. Pliska, B. Testa, H. van de Waterbeemd, VCH, Weinheim, 1996, pp. 109-139.
18. F. Lombardo, M. Y. Shalaeva, K. A. Tupper, F. Gao, J. Med. Chem. 2001, 44, 2490.
19. F. Lombardo, R. S. Obach, M. Y. Shalaeva, F. Gao, J. Med. Chem. 2004, 47, 1242.
20. T. Ghafourian, M. Barzegar-Jalali, S. Dastmalchi, T. Khavari-Khorasani, N. Hakimiha, A. Nokhodchi, Int. J. Pharm. 2006, 319, 82.
21. T. Ghafourian, M. Barzegar-Jalali, N. Hakimiha, M. T. Cronin, J. Pharm. Pharmacol. 2004, 56, 339.
22. B. Testa, G. Vistoli, A. Pedretti, Chem. Biodiversity 2005, 2, 1411.
23. A. Avdeef, 'Absorption and Drug Development. Solubility, Permeability and Charge State',Wiley-Interscience, Hoboken, NJ, 2003.
24. J. Sadowski, J. Gasteiger, G. Klebe, J. Chem. Inf. Comput. Sci. 1994, 34, 1000.
25. A. Pedretti, L. Villa, G. Vistoli, J. Mol. Graph. 2002, 21, 47.
26. B. M. Baker, K. P. Murphy, Methods Enzymol. 1998, 295, 294.
27. D. F. Veber, S. R. Johnson, H. Y. Cheng, B. R. Smith, K.W.Ward, K. D. Kopple, J. Med. Chem. 2002, 45, 2615.
28. D.W. Scott, Biometrika 1979, 66, 605.