Codessa-based theoretical QSPR model for hydantoin HPLC-RT lipophilicities.
A quantitative structure property relationship investigation was performed on the lipophilicities of a number of hydantoin derivatives as measured by the RP-HPLC retention times provided by Scholl et al. (Scholl, S.; Koch, A.; Henning, D.; Kempter, G.; Kleinpeter, E. Struct. Chem. 1999, 10, 355-366). The lipophilicities (S) were correlated with the theoretical molecular descriptors of the hydantoins obtained using the CODESSA program from the AM1-optimized geometry and electron wave functions. This study discloses enhanced correlations of the lipophilicities with the molecular descriptors, wherein the influence of the entropy factor is found to predominate.
Katritzky
A R
AR
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
Perumal
S
S
Petrukhin
R
R
Kleinpeter
E
E
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002851:Chromatography, High Pressure Liquid; D006827:Hydantoins / Q000737:chemistry*; D008055:Lipids / Q000737:chemistry; D008962:Models, Theoretical; D021281:Quantitative Structure-Activity Relationship; D012044:Regression Analysis
D006827:Hydantoins; D008055:Lipids