Quantitative structure—retention relationships modeling and multivariate data analysis of lipophilicity data of new spirohydantoin derivatives

Abstract

Modeling properties of newly synthesized compounds is important for both understanding their activity and predicting their interactions. This paper describes the evaluation of the lipophilicity of the newly synthesized cycloalkylspiro-5-hydantoins by experimental and calculation methods. The chromatographic lipophilicity (RM0) of the analyzed compounds was determined by reversed-phase liquid chromatographic system consisting of RP-18 stationary phase and methanol—water mobile phase. Correlation coefficients between RM0 values and the predicted log P were above 0.93, indicating a strong linear relationship between the variables. Multivariate data analysis applied in this study enabled the comparison of the lipophilicity and the structure of the investigated compounds using solely information obtained from thin-layer chromatography. Hierarchical clustering analysis (HCA) reveals a high similarity between RM0 and miLogP whereas squared log Ps such as ALOGP2 and MLOGP2 were distinct from RM0. HCA classifies t...