QSPR modeling using Catalan solvent and solute parameters

Jouyban, Abolghasem, Fakhree, Mohammad A A, Shayanfar, Ali and Ghafourian, Taravat (2010) QSPR modeling using Catalan solvent and solute parameters. Journal of the Brazilian Chemical Society, 22 (4). pp. 684-692. ISSN 0103-5053

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Abstract

The field of quantitative structure-property relationship (QSPR) can greatly benefit from molecular descriptors that particularly represent the intermolecular interactions. Catalan has developed a set of solvatochromic scales for solvents, which could be exploited for this purpose. In this work, Catalan solvent scales were explored as molecular descriptors for the development of QSPR models, and for the calculation of new solute descriptors for further use in QSPR. Catalan solvent scales and the newly derived solute descriptors were compared with the commonly used set of Abraham descriptors in terms of the quality of the developed QSPRs. Catalan solvent parameters, which showed modest correlation with the corresponding Abraham descriptors, proved to be successful in modeling melting point, boiling point, flash point, refractive index, surface tension, density, and solubility parameter of the solvents with geometric mean relative deviations (GMRD) of 7.1, 6.6, 4.9, 3.8, 9.1, 6.0, and 4.2, respectively. The solute descriptors were obtained from regression equations between a solute's solubility in different solvents with an overall GMRD of 30.0. The solute descriptors obtained in this way outperformed Abraham general solvation model in the calculation of aqueous solubility for 27 solutes of broad chemical ranges. It was concluded that Catalan descriptors can be regarded as a valuable resource for QSPR modeling. ©2011 Sociedade Brasileira de Química.

Item Type: Article
Schools and Departments: School of Life Sciences > Biochemistry
Depositing User: Taravat Ghafourian
Date Deposited: 30 Nov 2017 16:21
Last Modified: 30 Nov 2017 16:21
URI: http://sro.sussex.ac.uk/id/eprint/64137

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