Title: Detour matrix-based adjacent path eccentric distance sum indices for QSAR/QSPR. Part I: development and evaluation

Authors: Monika Singh; Harish Jangra; P.V. Bharatam; A.K. Madan

Addresses: Faculty of Pharmaceutical Sciences, M.D. University, Rohtak 124-001, India ' Department of Pharmacoinformatics, National Institute of Pharmaceutical Education and Research, S.A.S. Nagar, Mohali 160-062, India ' Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, S.A.S. Nagar, Mohali 160-062, India ' Faculty of Pharmaceutical Sciences, Pt. B.D. Sharma University of Health Sciences, Rohtak 124-001, India

Abstract: In the present study, three detour matrix-based topological indices (TIs) termed as adjacent path eccentric distance sum indices 1-3 (denoted by Aξ1PDS, Aξ2PDS and Aξ3PDS) as well as their topochemical versions (denoted by Aξ1cPDS, Aξ2cPDS and Aξ3cPDS) have been conceptualised. Values of the proposed TIs were computed for all possible cyclic and acyclic structures containing three, four, five vertices using an in-house computer programme. Proposed TIs were evaluated for discriminating power, degeneracy, intercorrelation and sensitivity towards branching as well relative position of substituent(s) in cyclic structures. Mathematical properties of one of the proposed TIs were also studied. Exceptionally high discriminating power, high sensitivity towards branching as well as relative position(s) of substituent(s) in cyclic structures and negligible degeneracy offer proposed indices a vast potential for use in characterisation of structures, similarity/dissimilarity studies, lead identification and optimisation, combinatorial library design and quantitative tructure-activity/property/toxicity/pharmacokinetic relationship studies so as to facilitate drug design.

Keywords: adjacent path eccentric distance sum indices; path eccentricity; detour matrix; chemical detour matrix; chemical path; Wiener's index; Balaban's index; Randic's molecular connectivity index; topological indices; anti-inflammatory agents; COX-1 side effects; cycloxygenase; drug design.

DOI: 10.1504/IJCBDD.2014.066540

International Journal of Computational Biology and Drug Design, 2014 Vol.7 No.4, pp.295 - 318

Received: 30 Oct 2013
Accepted: 25 Nov 2013

Published online: 24 Dec 2014 *

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