3D‐modelling and Prediction by WHIM Descriptors. Part 6. Application of WHIM Descriptors in QSAR Studies
Roberto Todeschini, Paola Gramatica · Quantitative Structure-Activity Relationships · 1997
Abstract Three‐dimensional molecular indices (WHIM descriptors), proposed in Part 5 [1] are used to search for quantitative structure–activity relationships to investigate the physico‐chemical properties and biological activities of different classes of environmental important compounds. Chlorobenzenes are studied for their interesting physico‐chemical properties, e.g., melting and boiling points, solubility, lipophilicity (log Kow), bioconcentration factor (BCF), and for toxicity (Microtex test and algae). The antagonism of N,N‐dimethyl‐2‐halo‐phenethylamines to epinephrine and histamine is successfully modelled and compared with other models in the literature. Finally, good QSAR models are obtained for modelling the receptor binding affinities (RB) and inductions of aryl hydrocarbon hydroxylase (AHH) for some dioxin analogue compounds, polyhalogenated aryl derivatives. All the obtained models confirm the high modelling power of the WHIM descriptors.