Eccentric distance sum: A novel graph invariant for predicting biological and physical properties

Abstract

Eccentric distance sum—a novel graph invariant with vast potential in structure activity/property relationships has been conceptualized in the present study. This graph invariant displayed high discriminating power with respect to both biological activity and physical properties. The structure activity relationship of eccentric distance sum was investigated with regard to anti-HIV activity of dihydroseselins. The values of eccentric distance sum of each analogue in the data set were computed and active range identified. Subsequently, biological activity was assigned to each analogue in the data set, which was then compared with the reported anti-HIV activity of dihydroseselin analogues. Surprisingly the accuracy of prediction was found to be more than 88% with regard to anti-HIV activity. On the other hand, investigations pertaining to quantitative structure property relationship of the novel graph invariant with regard to various physical properties of diverse nature, for data sets consisting of primary amines, secondary amines and alcohols revealed correlation percentages ranging from 93% to 99%. The over all results with regard to structure–activity and quantitative structure–property studies using eccentric distance sum were better than the corresponding values obtained using Wiener's index.