Estimation of the Aqueous Solubility of Organic Molecules by the Group Contribution Approach
- 1 March 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Chemical Information and Computer Sciences
- Vol. 41 (2) , 439-445
- https://doi.org/10.1021/ci000152d
Abstract
Several group contribution methods to estimate the aqueous solubility of organic molecules are proposed and evaluated for their ability to predict the water solubility of new molecules. The learning set consisted of 1168 organic compounds with experimental data taken from the literature after critical evaluation. The best method, based on a new fragment atom scheme, leads to a squared correlation coefficient of 0.95 and an average absolute calculation error of 0.50 log unit, which is superior to other group contribution methods currently available. One of the advantages of this model is that it has upper and lower limits so that the predicted solubilities cannot be unrealistily high or low.Keywords
This publication has 12 references indexed in Scilit:
- Correlation of the Aqueous Solubility of Hydrocarbons and Halogenated Hydrocarbons with Molecular StructureJournal of Chemical Information and Computer Sciences, 1998
- Solubility and solubilization properties of non-steroidal anti-inflammatory drugsInternational Journal of Pharmaceutics, 1995
- Physico-chemical properties of barbituric acid derivatives: IV. Solubilities of 5,5-disubstituted barbituric acids in waterInternational Journal of Pharmaceutics, 1994
- Quantitative Structure-Pharmacokinetic Relationships for Systemic Drug Distribution Kinetics Not Confined to a Congeneric SeriesJournal of Pharmaceutical Sciences, 1994
- Estimation of the aqueous solubility of complex organic compoundsChemosphere, 1993
- Estimation of aqueous solubility of organic molecules by the group contribution approach. Application to the study of biodegradationJournal of Chemical Information and Computer Sciences, 1992
- Prediction of aqueous solubility of organic chemicals based on molecular structure. 2. Application to PNAs, PCBs, PCDDs, etcEnvironmental Science & Technology, 1989
- SMILES, a chemical language and information system. 1. Introduction to methodology and encoding rulesJournal of Chemical Information and Computer Sciences, 1988
- A method for calculation of the aqueous solubility of organic compounds by using new fragment solubility constants.CHEMICAL & PHARMACEUTICAL BULLETIN, 1986
- Artificial intelligence approach to structure-activity studies. Computer automated structure evaluation of biological activity of organic moleculesJournal of the American Chemical Society, 1984