Model for Prediction of Anti‐HIV Activity of 2‐Pyridinone Derivatives Using Novel Topological Descriptor
Sanjay Bajaj, С. С. Самби, Sunil V. Gupta, А. К. Мадан · QSAR & Combinatorial Science · 2006
Abstract A novel highly discriminating adjacency‐cum‐distance based topological descriptor, termed as augmented eccentric connectivity index, has been conceptualized and it's discriminating power investigated with regard to anti‐HIV activity of 2‐pyridinone derivatives. The discriminating power of the augmented eccentric connectivity index was found to be far superior when compared to that of the distance based Wiener‘s index and adjacency based molecular connectivity index. This index did not exhibit any degeneracy amongst all possible structures with three, four and five vertices. The values of augmented eccentric connectivity index, Wiener's index and first‐order molecular connectivity index of each of the 72 3‐aminopyridin‐2(1H)‐one analogues comprising the dataset were computed using in‐house computer program. The resulting data was analyzed and suitable models were developed after identification of the active ranges. Subsequently, a biological activity was assigned to each of the compounds involved in the dataset using these models which was then compared with the reported anti‐HIV activity. High degree of prediction ranging from 81% to 89% was observed using models based upon these topological descriptors. Exceptionally high discriminating power amalgamated with decreased degeneracy of the proposed index, offers a vast potential for structure‐activity/property studies.