Estimation of drug solubility in water, PEG 400 and their binary mixtures using the molecular structures of solutes

Ghafourian, Taravat and Bozorgi, Atefeh Haji Agha (2011) Estimation of drug solubility in water, PEG 400 and their binary mixtures using the molecular structures of solutes. European Journal of Pharmaceutical Sciences, 40 (5). pp. 430-440. ISSN 0928-0987. (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided)

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With the aim of solubility estimation in water, polyethylene glycol 400 (PEG) and their binary mixtures, quantitative structure–property relationships (QSPRs) were investigated to relate the solubility of a large number of compounds to the descriptors of the molecular structures. The relationships were quantified using linear regression analysis (with descriptors selected by stepwise regression) and formal inference-based recursive modeling (FIRM). The models were compared in terms of the solubility prediction accuracy for the validation set. The resulting regression and FIRM models employed a diverse set of molecular descriptors explaining crystal lattice energy, molecular size, and solute–solvent interactions. Significance of molecular shape in compound’s solubilitywasevident from several shape descriptors being selected by FIRM and stepwise regression analysis. Some of these influential structural features, e.g. connectivity indexes and Balaban topological index, were found to be related to the crystal lattice energy. The results showed that regression models outperformed most FIRM models and produced higher prediction accuracy. However, the most accurate estimation was achieved by the use of a combination of FIRM and regression models. The results also showed that the use of melting point in regression models improves the estimation accuracy especially for solubility in higher concentrations of PEG. Aqueous or PEG/water solubilities can be estimated by these models with root mean square error of below 0.70.

Item Type: Article
Additional information: Unmapped bibliographic data: PY - 2010/// [EPrints field already has value set] AD - Medway School of Pharmacy, University of Kent, Kent, United Kingdom [Field not mapped to EPrints] AD - Drug applied Research Centre, Tabriz University of Medical Sciences, Tabriz, Iran [Field not mapped to EPrints] AD - School of Pharmacy, Shahid Beheshti University, Tehran, Iran [Field not mapped to EPrints] JA - Eur. J. Pharm. Sci. [Field not mapped to EPrints]
Uncontrolled keywords: ADME, Cosolvent, PEG, Polyethylene glycol, QSAR, QSPR, Solubility, allopurinol, azathioprine, caffeine, guanine, macrogol 400, solvent, strychnine, uric acid, water, xanthine, accuracy, analytical error, aqueous solution, article, chemical structure, crystal structure, drug solubility, molecular interaction, molecular size, prediction, priority journal, quantitative structure property relation, solute, statistical model, validation study, Molecular Structure, Pharmaceutical Preparations, Polyethylene Glycols, Quantitative Structure-Activity Relationship, Regression Analysis, Solubility, Solutions, Solvents, Water
Subjects: Q Science
Q Science > QA Mathematics (inc Computing science)
Q Science > QD Chemistry
R Medicine > RM Therapeutics. Pharmacology
R Medicine > RS Pharmacy and materia medica
Divisions: Faculties > Science Technology and Medical Studies > Medway School of Pharmacy
Depositing User: Taravat Ghafourian
Date Deposited: 26 Oct 2010 14:46
Last Modified: 20 May 2014 15:12
Resource URI: (The current URI for this page, for reference purposes)
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