File(s) under permanent embargo
QSPR modeling using Catalan solvent and solute parameters
journal contribution
posted on 2023-06-09, 03:25 authored by Abolghasem Jouyban, Mohammad A A Fakhree, Ali Shayanfar, Taravat GhafourianThe 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 QuÃmica.
History
Publication status
- Published
File Version
- Published version
Journal
Journal of the Brazilian Chemical SocietyISSN
0103-5053Publisher
Sociedade Brasileira de QuímicaExternal DOI
Issue
4Volume
22Page range
684-692Department affiliated with
- Biochemistry Publications
Full text available
- No
Peer reviewed?
- Yes
Legacy Posted Date
2017-11-30First Compliant Deposit (FCD) Date
2017-11-30Usage metrics
Categories
No categories selectedKeywords
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC