Superaugmented Pendentic Indices: Novel Topological Descriptors for QSAR/QSPR

Four pendenticity based topological descriptors termed as superaugmented pendentic indices have been conceptualized in the present study. An in-house computer program was utilized to compute index values of all the possible structures (with at least one pendent vertex) containing four, five and six vertices. The sensitivity towards branching, discriminating power, degeneracy and mathematical properties of the proposed superaugmented pendentic indices were investigated. All the four proposed indices exhibited exceptionally high sensitivity towards branching, high discriminating power and extremely low degeneracy. Superaugmented pendentic index-4 (SA∫P-4) exhibited exceptionally high discriminating power of 114 in structures containing only six vertices. Statistical significance of the proposed indices was investigated using intercorrelation analysis with Wiener’s index, Balaban’s mean square distance index, molecular connectivity index, Zagreb indices (M1 and M2), superpendentic index and eccentric connectivity index. The exceptionally high sensitivity towards branching, high discriminating power amalgamated with extremely low degeneracy offer proposed indices a vast potential for isomer discrimination, similarity/dissimilarity, drug design, quantitative structureactivity/ structure-property relationships, lead optimization and combinatorial library design.

[1]  N. Trinajstic,et al.  The Zagreb Indices 30 Years After , 2003 .

[2]  Roberto Todeschini,et al.  Handbook of Molecular Descriptors , 2002 .

[3]  I. Gutman,et al.  Graph theory and molecular orbitals. XII. Acyclic polyenes , 1975 .

[4]  Kunal Roy,et al.  Topological descriptors in drug design and modeling studies , 2004, Molecular Diversity.

[5]  George W. A. Milne,et al.  Mathematics as a Basis for Chemistry , 1997, J. Chem. Inf. Comput. Sci..

[6]  A. K. Madan,et al.  Predicting anti-HIV activity: computational approach using a novel topological descriptor , 2001, J. Comput. Aided Mol. Des..

[7]  Milan Randic,et al.  Algebraic characterization of skeletal branching , 1977 .

[8]  A. T. Balaban and O. Ivanciuc,et al.  Historical Development of Topological Indices , 2000 .

[9]  R. García-Domenech,et al.  Some new trends in chemical graph theory. , 2008, Chemical reviews.

[10]  J P Doucet,et al.  Application of topological descriptors in QSAR and drug design: history and new trends. , 2002, Current drug targets. Infectious disorders.

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

[12]  Ernesto Estrada.  Novel Strategies in the Search of Topological Indices , 2000 .

[13]  Milan Randic,et al.  "Anticonnectivity": A Challenge for Structure-Property-Activity Studies , 2006, J. Chem. Inf. Model..

[14]  Ernesto Estrada,et al.  From molecular graphs to drugs. A review on the use of topological indices in drug design and discovery , 2003 .

[15]  Alexandru T. Balaban,et al.  Topological indices based on topological distances in molecular graphs , 1983 .

[16]  H. Wiener.  Correlation of Heats of Isomerization, and Differences in Heats of Vaporization of Isomers, Among the Paraffin Hydrocarbons , 1947 .

[17]  A. K. Madan,et al.  Superpendentic Index: A Novel Topological Descriptor for Predicting Biological Activity , 1999, J. Chem. Inf. Comput. Sci..