An atomistic model of passive membrane permeability: Application to a series of FDA approved drugs

Journal of Computer-Aided Molecular Design

Volumn 21, Issue 12, 2007, Pages 675-679

  Kalyanaraman, Chakrapani ^a   Jacobson, Matthew P ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Implicit solvent; Membrane permeability; Molecular mechanics; PAMPA

Indexed keywords

ALL-ATOM FORCE FIELD; ATOMISTIC MODELLING; BASIC DRUGS; COMPUTATIONAL MODELLING; CONFORMATIONAL SAMPLINGS; IMPLICIT SOLVENT MODEL; IMPLICIT SOLVENTS; MEMBRANE PERMEABILITY; MODEL USE; PAMPA;

MOLECULAR MECHANICS;

ALFENTANIL; ALPRENOLOL; ATENOLOL; CIMETIDINE; DILTIAZEM; METOPROLOL; NADOLOL; PINDOLOL; PROPRANOLOL; TERBUTALINE; VERAPAMIL;

ARTICLE; ARTIFICIAL MEMBRANE; CELL MEMBRANE PERMEABILITY; CELL STRAIN CACO 2; CONTROLLED STUDY; DRUG APPROVAL; DRUG CONFORMATION; DRUG PENETRATION; FOOD AND DRUG ADMINISTRATION; HUMAN; HUMAN CELL; MOLECULAR MECHANICS; MOLECULAR MODEL; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE PROPERTY RELATION; SOLVENT EFFECT;

EID: 37749022819     PISSN: 0920654X     EISSN: 15734951     Source Type: Journal    
DOI: 10.1007/s10822-007-9141-z     Document Type: Article

References (28)

1. Bemporad D, Luttmann C, Essex JW (2005) Biochim Biophys Acta 1718:1
2. Rezai T, Bock JE, Zhou MV, Kalyanaraman C, Lokey RS, Jacobson MP (2006) J Am Chem Soc 128:14073
3. Rezai T, Yu B, Millhauser GL, Jacobson MP, Lokey RS (2006) J Am Chem Soc 128:2510
4. Fujikawa M, Ano R, Nakao K, Shimizu R, Akamatsu M (2005) Bioorg Med Chem 13:4721
5. Bemporad D, Luttmann C, Essex JW (2004) Biophys J 87:1
6. Conradi RA, Hilgers AR, Ho NFH, Burton PS (1991) Pharm Res 8:1453
7. Huque FT, Box K, Platts JA, Comer J (2004) Eur J Pharm Sci 23:223
8. Ano R, Kimura Y, Shima M, Matsuno R, Ueno T, Akamatsu M (2004) Bioorg Med Chem 12:257
9. Winiwarter S, Ax F, Lennernas H, Hallberg A, Pettersson C, Karlen A (2003) J Mol Graph Model 21:273
10. Di Fenza A, Alagona G, Ghio C, Leonardi R, Giolitti A, Madami A (2007) J Comput Aided Mol Des
11. Ekins S, Rose J (2002) J Mol Graph Model 20:305
12. Refsgaard HH, Jensen BF, Brockhoff PB, Padkjaer SB, Guldbrandt M, Christensen MS (2005) J Med Chem 48:805
13. Krarup LH, Christensen IT, Hovgaard L, Frokjaer S (1998) Pharm Res 15:972
14. Ekins S, Waller CL, Swaan PW, Cruciani G, Wrighton SA, Wikel JH (2000) J Pharmacol Toxicol Methods 44:251
15. Ekins S, Durst GL, Stratford RE, Thorner DA, Lewis R, Loncharich RJ, Wikel JH (2001) J Chem Inf Comput Sci 41:1578
16. Yamashita F, Wanchana S, Hashida M (2002) J Pharm Sci 91:2230
17. Malkia A, Murtomaki L, Urtti A, Kontturi K (2004) Eur J Pharm Sci 23:13
18. Fujiwara S, Yamashita F, Hashida M (2002) Int J Pharm 237:95
19. Stouch TR, Kenyon JR, Johnson SR, Chen XQ, Doweyko A, Li Y (2003) J Comput Aided Mol Des 17:83
20. Palm K, Luthman K, Ungell A-L, Strandlund G, Artrusson P (1996) J Pharm Sci 85:32
21. Avdeef A, Artursson P, Neuhoff S, Lazorova L, Grasjo J, Tavelin S (2005) Eur J Pharm Sci 24:333
22. Jorgensen WL, Tiradorives J (1988) J Am Chem Soc 110:1666
23. Kaminski GA, Friesner RA, Tirado-Rives J, Jorgensen WL (2001) J Phys Chem B 105:6474
24. Ghosh A, Rapp CS, Friesner RA (1998) J Phys Chem B 102:10983
25. Luo R, Head MS, Given JA, Gilson MK (1999) Biophys Chem 78:183
26. Goodwin JT, Mao B, Vidmar TJ, Conradi RA, Burton PS (1999) J Pept Res 53:355
27. Pohorille A, New MH, Schweighofer K, Wilson MA (1999) Curr Topics Membr 48:49
28. Walter A, Gutknecht J (1986) J Membr Biol 90:207