Eccentric Connectivity Index:  A Novel Highly Discriminating Topological Descriptor for Structure−Property and Structure−Activity Studies

Abstract

A novel, distance-cum-adjacency topological descriptor, termed as eccentric connectiVity index, has been conceptualized, and its discriminating power has been investigated with regard to physical/biological properties of molecules. Correlation coefficients ranging from 95% to 99% were obtained using eccentric connectivity index in various datasets with regard to physical properties of diverse nature. These correlations were far superior to those correspondingly derived from the Wiener index. For structure-activity studies, a dataset, comprised of 94 substituted piperidinyl methyl ester and methylene methyl ester analogs as analgesic agents, was selected. Values of the eccentric connectivity index, the Wiener index, and Randic ´'s molecular connectivity index were calculated, and active ranges were identified. Good correlations between topological descriptors and analgesic activity of these analogs were obtained. Eccentric connectivity index exhibited highest predictibility of the order of 86%. High discriminating power as revealed by excellent correlations obtained from structure-property and structure-activity studies offers an eccentric connectivity index of vast potential in QSPR/QSAR.

On Eccentricity-Based Topological Indices and Polynomials of Phosphorus-Containing Dendrimers

“…In this work, the quantity, W e , eventually named the Wiener index or Wiener number, was introduced for the first time, and he showed that there are excellent correlations between W e and a variety of physico-chemical properties of organic compounds. Another distance-based topological index of the graph G is the eccentric-connectivity index, ξ(G), which is defined as [5] …”

On Eccentric Connectivity Index of Eccentric Graph of Regular Dendrimer

“…Several such indices (see, for example, [5,8] ) have been introduced and investigated subsequently. The eccentric connectivity index is a parameter recently introduced [10] and subsequently studied (see for example [2,6,7,11,13]) with regard to physical / biological properties of molecules.…”

“…We now recall needed notions, such as regular dendrimer, eccentric connectivity index [10], eccentric connectivity polynomial [14] and others. For unexplained notions and notations, we refer to [3].…”

Prediction the Normal Boiling Points of Primary, Secondary and Tertiary Liquid Amines from their Molecular Structure Descriptors

“…Karelson et al and Katrizky et al reviewed the earlier physicochemical, topological, geometrical and constitutional descriptors in QSPR studies, including the methods for boiling-point estimations of diverse organic compounds [18]. Sharma et al [19] and Kier et al [20] used topological and electrotopological descriptors for predicting normal boiling points of 34 and 21 amines by MLR method, respectively. Compared with the previous work, the data set used in our investigation is more diverse and the developed model is more general, stable and practicable.…”