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An evaluation of COSMO-SAC model and its evolutions for the prediction of drug-like molecule solubility: part 1

Bouillot, Baptiste and Teychené, Sébastien and Biscans, Béatrice An evaluation of COSMO-SAC model and its evolutions for the prediction of drug-like molecule solubility: part 1. (2013) Industrial and Engineering Chemistry Research, vol. 52 (n° 26). pp. 9276-9284. ISSN 0888-5885

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Official URL: http://dx.doi.org/10.1021/ie3015318

Abstract

COSMO-SAC model and its evolutions have been investigated for solubility prediction of six pharmaceutical ingedients (ibuprofen, paracetamol, benzoic acid, salicylic acid, 4-aminobenzoic acid, and anthracene) in 35 solvents. The aim is to check the relevancy of the last improvements of the COSMO-SAC method for solubility prediction. The performance of each COSMO-SAC version has been evaluated following different criteria: the mean quadratic error (mse), the predicted solubility order of magnitude, and the solubility temperature dependence. In addition, solubility predictions in mixed solvents have also been analyzed. The results obtained show that the model refinements are relevants for solid-liquid equilibrium predictions. Compared to the original model, the solubility prediction in polar solvents is more accurate, and the solubility temperature dependences are well-represented. Moreover, the refined models (especially the 2010 version) are also more able to predict the solubility maxima in mixed solvents. However, the methods still have problems in representing complex interactions (hydrogen bond and dipole-dipole) and weaker electrostatic ones.

Item Type:Article
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:French research institutions > Centre National de la Recherche Scientifique - CNRS (FRANCE)
Université de Toulouse > Institut National Polytechnique de Toulouse - INPT (FRANCE)
Université de Toulouse > Université Paul Sabatier-Toulouse III - UPS (FRANCE)
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Deposited By: Vincent GERBAUD
Deposited On:16 Oct 2013 09:40

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