Octanol/water partition coefficient estimation without missing fragment problems
- Syracuse Research Corp., NY (United States)
Atom/fragment contribution values, used to estimate the log octanol-water partition coefficient (log P) of organic compounds, have been determined for 125 simple chemical substructures by a multiple linear regression of 1175 compounds with measured log P values. An additional 1176 compounds were used to determine 230 ``correction factors`` for various substructure orientations. Log P of a compound is estimated by simply summing all atom-fragment contribution values and correction factors occurring in a chemical structure. For the 2351 compound training set, the correlation coefficient (r{sup 2}) for the estimated to measured log P values is 0.98 with a standard deviation (sd) of 0.22 and an absolute mean error (me) of 0.16. This atom/fragment contribution (AFC) method was then tested on a separate validation set of 6,055 measured log P value.% that were not used to derive the methodology, and yielded r{sup 2} of 0.94, ad of 0.41 and me of 0.31. The method is able to predict log P within {+-}0.8 log units for over 96% of the experimental dataset of 8,406 compounds. Because of the simple atom/fragment methodology, ``missing fragments`` (a problem encountered in other methods), does not occur in the AFC method. Statistically, it is superior to other comprehensive estimation methods.
- OSTI ID:
- 49564
- Report Number(s):
- CONF-9410273-; TRN: IM9523%%387
- Resource Relation:
- Conference: 15. annual meeting of the Society of Environmental Toxicology and Chemistry (SETAC), Denver, CO (United States), 30 Oct - 3 Nov 1994; Other Information: PBD: 1994; Related Information: Is Part Of Society of Environmental Toxicology and Chemistry 15th annual meeting: Abstract book. Ecological risk: Science, policy, law, and perception; PB: 286 p.
- Country of Publication:
- United States
- Language:
- English
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