ADME evaluation: 2. A computer model for the prediction of intestinal absorption in humans

European Journal of Pharmaceutical Sciences

Volumn 17, Issue 4-5, 2002, Pages 253-263

  Klopman, Gilles ^a,b   Stefan, Liliana R ^a   Saiakhov, Roustem D ^b  

^a CASE WESTERN RESERVE UNIVERSITY   (United States)

^b MULTICASE Inc   (United States)

Author keywords

ADME; Human intestinal absorption; QSAR model

Indexed keywords

ABSORPTION; COMPUTATIONAL METHODS; DRUG PRODUCTS; HYDROGEN BONDS;

STANDARD DEVIATION;

PHARMACOKINETICS;

ACARBOSE; ACETOHEXAMIDE; AZIMILIDE; BENSERAZIDE; BICALUTAMIDE; CHLORDIAZEPOXIDE; CHLORPHENESIN; CHLORPROPAMIDE; CILAZAPRIL; CLOZAPINE; DOFETILIDE; ESTRAMUSTINE; FLUCLOXACILLIN; FLUNARIZINE; GALANTAMINE; GATIFLOXACIN; GUANADREL; GUANFACINE; HALOPERIDOL; IMATINIB; LEVOSIMENDAN; LOSARTAN; MESUXIMIDE; METOCLOPRAMIDE; METYRAPONE; MOCLOBEMIDE; MOXIFLOXACIN; NATEGLINIDE; SALBUTAMOL; UNINDEXED DRUG; DRUG;

ARTICLE; CALCULATION; COMPUTER MODEL; DRUG ABSORPTION; DRUG DISTRIBUTION; DRUG EXCRETION; DRUG METABOLISM; GASTROINTESTINAL TRACT; HYDROGEN BOND; INTESTINE ABSORPTION; PARAMETER; PHYSICAL CHEMISTRY; PREDICTION; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RELIABILITY; ADSORPTION; BIOAVAILABILITY; CHEMISTRY; COMPUTER SIMULATION; DRUG EFFECT; HUMAN; METABOLISM; PHYSIOLOGY; PREDICTION AND FORECASTING; STATISTICS;

ADSORPTION; BIOLOGICAL AVAILABILITY; COMPUTER SIMULATION; HUMANS; INTESTINAL ABSORPTION; PHARMACEUTICAL PREPARATIONS; PREDICTIVE VALUE OF TESTS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0036891365     PISSN: 09280987     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0928-0987(02)00219-1     Document Type: Article

References (36)

1. Agatonovic-Kustrin S., Beresford R., Yusof A.P.M. Theoretically-derived molecular descriptors important in human intestinal absorption. J. Pharm. Biomed. Anal. 25:2001;227-237.
2. Balimane P.V., Chong S., Morrison R.A. Current methodologies used for evaluation of intestinal permeability and absorption. J. Pharmacol. Toxicol. Methods. 44:2000;301-312.
3. Chiou W.L., Jeong H.Y., Chung S.M., Wu T.C. Evaluation of using dog as an animal model to study the fraction of oral dose absorbed of 43 drugs in humans. Pharm. Res. 17:2000;135-140.
4. Clark D.E. Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 1. Prediction of intestinal absorption. J. Pharm. Sci. 88:1999;807-814.
5. Clark D.E. Prediction of intestinal absorption and blood-brain barrier penetration by computational methods. Comb. Chem. High Throughput Screen. 4:2001;477-496.
6. Clemett D., Markham A. Azimilide. Drugs. 59:2000;271-277.
7. Egan W.J., Merz K.M. Jr., Baldwin J.J. Prediction of drug absorption using multivariate statistics. J. Med. Chem. 43:2000;3867-3877.
8. Figgitt D.P., Gillies P.S., Goa K.L. Levosimendan. Drugs. 61:2001;613-627.
9. Irvine J.D., Takahashi L., Lockhart K., Cheong J., Tolan J.W., Selick H.E., Grove J.R. MDCK (Madin-Darby canine kidney) cells: a tool for membrane permeability screening. J. Pharm. Sci. 88:1999;28-33.
10. Klopman G. Artificial intelligence approach to structure-activity studies. J. Am. Chem. Soc. 106:1984;7315-7321.
11. Klopman G. MULTICASE: a hierarchical computer automated structure evaluation program. Quant. Struct.-Act. Relatsh. 11:1992;176-184.
12. Klopman G. Multiple Computer-Automated Structure Evaluation. (3.45). 2000;. Ref type: Computer Program.
13. Klopman G., Zhu H. Estimation of the aqueous solubility of organic molecules by the group contribution approach. J. Chem. Inf. Comput. Sci. 41:2001;439-450.
14. Klopman G., Wang S., Balthasar D.M. Estimation of aqueous solubility of organic molecules by the group contribution approach. Application to the study of biodegradation. J. Chem. Inf. Comput. Sci. 32:1992;474-482.
15. Klopman G., Li J.-Y., Wang S., Dimayuga M. Computer automated log P calculations based on an extended group contribution approach. J. Chem. Inf. Comput. Sci. 34:1994;752-781.
16. Klopman G., Stefan L.R., Saiakhov R.D. Multiple computer-automated structure evaluation model of the plasma protein binding affinity of diverse drugs. Perspect. Drug Discov. Design. 19:2000;133-155.
17. Knutson L., Knutson F., Knutson T. Permeability in the gastrointestinal tract. Dressman J.B., Lennernäs H., Oral Drug Absorption: Prediction and Assessment. 2000;11-16 Marcel Dekker, New York.
18. Lee C.R., Plosker G.L., Mctavish D. Tropisetron - a review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential as an antiemetic. Drugs. 46:1993;925-943.
19. Lipinski C.A., Lombardo F., Dominy B.W., Feeney P.J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Deliv. Rev. 23:1997;3-25.
20. Norinder U., Osterberg T., Artursson P. Theoretical calculation and prediction of intestinal absorption of drugs in humans using MolSurf parametrization and PLS statistics. Eur. J. Pharm. Sci. 8:1999;49-56.
21. Palm K., Luthman K., Ungell A.L., Strandlund G., Artursson P. Correlation of drug absorption with molecular surface properties. J. Pharm. Sci. 85:1996;32-39.
22. Palm K., Stenberg P., Luthman K., Artursson P. Polar molecular surface properties predict the intestinal absorption of drugs in humans. Pharm. Res. 14:1997;568-571.
23. Raevsky O.A., Fetisov V.I., Trepalina E.P., McFarland J.W., Schaper K.J. Quantitative estimation of drug absorption in humans for passively transported compounds on the basis of their physico-chemical parameters. Quant. Struct.-Act. Relat. 19:2000;366-374.
24. Reents S., et al. Clinical Pharmacology 2000. 2001;Gold Standard Multimedia.
25. Scott L.J., Goa K.L. Galantamine - a review of its use in Alzheimer's disease. Drugs. 60:2000;1095-1122.
26. Stass H. Absorption and bioavailability of moxifloxacin. Drugs. 58:1999;227-228.
27. Stass H., Kubitza D. Basic pharmacokinetics of moxifloxacin. Drugs. 58:1999;225-226.
28. Stenberg P., Luthman K., Artursson P. Virtual screening of intestinal drug permeability. J. Control. Release. 65:2000;231-243.
29. Stenberg P., Norinder U., Luthman K., Artursson P. Experimental and computational screening models for the prediction of intestinal drug absorption. J. Med. Chem. 44:2001;1927-1937.
30. Weaver M.L., Orwig B.A., Rodriguez L.C., Graham E.D., Chin J.A., Shapiro M.J., McLeod J.F., Mangold J.B. Pharmacokinetics and metabolism of nateglinide in humans. Drug Metab. Dispos. 29:2001;415-421.
31. Weininger D. Smiles, a chemical language and information-system. 1. Introduction to methodology and encoding rules. J. Chem. Inf. Comput. Sci. 28:1988;31-36.
32. Wessel M.D., Jurs P.C., Tolan J.W., Muskal S.M. Prediction of human intestinal absorption of drug compounds from molecular structure. J. Chem. Inf. Comput. Sci. 38:1998;726-735.
33. Wessel M.D., Mente S. ADME by computer. Ann. Rep. Med. Chem. 36:2001;257-266.
34. Yu L.X., Amidon G.L. A compartmental absorption and transit model for estimating oral drug absorption. Int. J. Pharm. 186:1999;119-125.
35. Zhang Y.P., Sussman N., Klopman G., Rosenkranz H.S. Development of methods to ascertain the predictivity and consistency of SAR models: application to the US National Toxicology Program Rodent Carcinogenicity Bioassays. Quant. Struct.-Act. Relat. 16:1997;290-295.
36. Zhao Y.H., Le J., Abraham M.H., Hersey A., Eddershaw P.J., Luscombe C.N., Boutina D., Beck G., Sherborne B., Cooper I., Platts J.A. Evaluation of human intestinal absorption data and subsequent derivation of a quantitative structure-activity relationship (QSAR) with the Abraham descriptors. J. Pharm. Sci. 90:2001;749-784.