A Comparative QSAR Study Using Wiener, Szeged, and Molecular Connectivity Indices

In this study we have investigated the relative correlation potential of Wiener (W), Szeged (Sz), and molecular connectivity indices (0chiR, 1chiR and 2chiR) in developing quantitative structure-activity relationships, QSAR; log P values of benzoic acid and its nuclear-substituted derivatives were used for this purpose. The statistical analyses for univariate and multivariate correlations had indicated that both W and Sz are closely related to the connectivity indices (mchiR) and that the W, the Sz, and the 1chiR indices have similar modeling potentials. 1chiR gives slightly better results than both W and Sz. Other connectivity indices 0chiR and 2chiR correlate poorly with log P.

[1]  Paul G. Seybold,et al.  Molecular structure: Property relationships , 1987 .

[2]  Sandi Klavžar,et al.  The Szeged and the Wiener Index of Graphs , 1996 .

[3]  Zlatko Mihalić,et al.  A Structure-Property Study of the Solubility of Aliphatic Alcohols in Water , 1995 .

[4]  Andrey A. Dobrynin,et al.  ON THE SZEGED INDEX OF UNBRANCHED CATACONDENSED BENZENOID MOLECULES , 1996 .

[5]  Sandi Klavzar,et al.  A METHOD FOR CALCULATING WIENER NUMBERS OF BENZENOID HYDROCARBONS , 1996 .

[6]  H. Wiener.  Structural determination of paraffin boiling points. , 1947, Journal of the American Chemical Society.

[7]  Andrey A. Dobrynin,et al.  The Szeged Index and an Analogy with the Wiener Index , 1995, J. Chem. Inf. Comput. Sci..

[8]  M. Randic.  Characterization of molecular branching , 1975 .

[9]  Nenad Trinajstić,et al.  A Novel QSPR Approach to Physicochemical Properties of the α-Amino Acids , 1995 .

[10]  P. Seybold,et al.  Molecular Shape as a Critical Factor in Structure-Property-Activity Studies , 1993 .

[11]  P. Jurs,et al.  Chemical Applications of Graph Theory: Part I. Fundamentals and Topological Indices. , 1988 .

[12]  Andrey A. Dobrynin,et al.  A WIENER-TYPE GRAPH INVARIANT FOR SOME BIPARTITE GRAPHS , 1995 .

[13]  Milan Randic,et al.  Resolution of ambiguities in structure-property studies by use of orthogonal descriptors , 1991, J. Chem. Inf. Comput. Sci..

[14]  Milan Randić,et al.  In search of structural invariants , 1992 .

[15]  Sonja Nikolic,et al.  Comparative study of molecular descriptors derived from the distance matrix , 1992, J. Chem. Inf. Comput. Sci..