Automatic log P estimation based on combined additive modeling methods
- 123 Downloads
A program for the automatic estimation of the logarithm of the partition coefficient between 1-octanol and water phases (log P) has been developed as a component of a system entitled CHEMICALC (Combined Handling of Estimation Methods Intended for Completely Automated Log P Calculation). Log P values are calculated based on additive group contributions to log P. Three sets of groups are defined, and their contributions have been derived from the experimental log P values of 1465 molecules. The system divides a structural formula of a compound of interest into the groups whose increments are provided and then calculates its log P value. All processing after structure input is fully automated. This system has been tested for predicting the log P values of 1686 compounds. The accuracy is sufficient for many practical purposes.
Key wordsPartition coefficient Property estimation Hydrophobicity Lipophilicity Group-contribution method Drug design Structure-property correlation
Unable to display preview. Download preview PDF.
- 1.Hansch, C. and Fujita, T., J. Am. Chem. Soc., 86 (1964) 1616.Google Scholar
- 2.Rekker, R.F. and de Kort, H.M., Eur. J. Med. Chem., 14 (1979) 479.Google Scholar
- 3.Hansch, C. and Leo, A.J., Substituent Constants for Correlation Analysis in Chemistry and Biology, Wiley, New York, NY, 1979.Google Scholar
- 4.Chou, J.T. and Jurs, P.C., J. Chem. Inf. Comput. Sci., 19 (1979) 172.Google Scholar
- 5.CLOGP3 User Guide, MedChem Software Release 3.5, Daylight Chemical Information Systems, Inc., Irvine, CA 1988.Google Scholar
- 6.Broto, P., Moreau, G. and Vandycke, C., Eur. J. Med. Chem., 19 (1984) 71.Google Scholar
- 7.Ghose, A.K. and Crippen, G.M., J. Comput. Chem., 7 (1986) 565.Google Scholar
- 8.Klopman, G., Namboodiri, K. and Schochet, M., J. Comput. Chem., 6 (1985) 28.Google Scholar
- 9.Benson, S.W., Thermochemical Kinetics, 2nd ed., Wiley, New York, NY, 1976.Google Scholar
- 10.Suzuki, T. and Kudo, Y., Bull. Yamagata Univ., 20 (1988) 69.Google Scholar