Discrete derivatives for atom-pairs as a novel graph-theoretical invariant for generating new molecular descriptors: Orthogonality, interpretation and QSARs/QSPRs on benchmark databases

Molecular Informatics

Volumn 33, Issue 5, 2014, Pages 343-368

  Martínez Santiago, Oscar ^a   Millán Cabrera, Reisel ^a   Marrero Ponce, Yovani ^a,c   Barigye, Stephen J ^a,d   Martínez Lõpez, Yoan ^a   Torrens, Francisco ^b   Pérez Giménez, Facundo ^b  

^a CENTRAL UNIVERSITY OF LAS VILLAS   (Cuba)

^b UNIVERSITY OF VALENCIA   (Spain)

^c UNIVERSIDAD DE CARTAGENA   (Colombia)

^d UNIVERSIDAD DE CAMAGÜEY   (Cuba)

Author keywords

DIVATI; Event; Frequency matrix; Generalized incidence matrix; Genetic algorithm; Invariant; Molecular descriptors; QSPR; Sub graph; TOMOCOMD CARDD

Indexed keywords

COMPUTATIONAL CHEMISTRY; DRUG PRODUCTS; GENETIC ALGORITHMS; GRAPH THEORY; GRAPHIC METHODS; MATRIX ALGEBRA; MOLECULAR GRAPHICS; MOLECULAR STRUCTURE; MOLECULES; ORGANIC POLLUTANTS; PRINCIPAL COMPONENT ANALYSIS;

DIVATI; EVENT; FREQUENCY MATRIX; GENERALIZED INCIDENCE MATRIX; INCIDENCE MATRICES; INVARIANT; MOLECULAR DESCRIPTORS; QSPR; SUBGRAPHS; TOMOCOMD-CARDD;

ATOMS;

ALCOHOL DERIVATIVE; CARBONYL DERIVATIVE; HYDROCARBON; HYDROGEN; PHENETHYLAMINE DERIVATIVE; POLYCHLORINATED BIPHENYL;

ARTICLE; ATOM; CHEMICAL STRUCTURE; CHEMOMETRIC ANALYSIS; GENETIC ALGORITHM; MATHEMATICAL MODEL; MELTING POINT; MOLECULAR WEIGHT; MOLECULE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PHYSICAL CHEMISTRY; PRINCIPAL COMPONENT ANALYSIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; QUANTITATIVE STRUCTURE PROPERTY RELATION; QUANTUM CHEMISTRY; STEREOSPECIFICITY;

EID: 84901287780     PISSN: 18681743     EISSN: 18681751     Source Type: Journal    
DOI: 10.1002/minf.201300173     Document Type: Article

References (40)

1. R. Todeschini, V. Consonni, Handbook of Molecular Descriptors, Wiley-VCH, Germany, Weinheim, 2000.
2. A. R. Katritzky, E. V. Gordeeva, J. Chem. Inf. Comput. Sci. 1993, 33, 835-857.
3. M. T. Randic̈, N. Trinajstic̈, J. Mol. Struct. (THEOCHEM) 1993, 300, 551-572
4. J. Devillers, A. T. Balaban, Topological Indices and Related Descriptors in QSAR and QSPR, Gordon and Breach Scientific, Amsterdam, 1999, 21-57.
5. E. Estrada, Chem. Phys. Lett. 2001, 336, 248-252.
6. M. Randic̈, J. Am. Chem. Soc. 1975, 97, 6609-6615.
7. V. A. Gorbátov, Fundamentos de la Matematica Discreta, Mir, Moscú, URSS, 1988.
8. R. Todeschini, V. Consonni, MATCH Commun. Math. Comput. Chem. 2010, 64, 359-372.
9. L. B. Kier, L. H. Hall, Pharm. Res. 1990, 7, 801-807
10. L. B. Kier, L. H. Hall, Molecular Structure Description. The Electrotopological State, Academic Press, San Diego, 1999
11. A. T. Balaban, J. Chem. Inf. Comput. Sci. 1994, 34, 398-402
12. Y. Marrero-Ponce, Bioorg. Med. Chem. 2004, 12, 6351-6369
13. Y. Marrero-Ponce, F. Torres; Alvarado, Y. R. Rotondo, J. Comput.-Aided Mol. Des. 2006, 20, 685-701.
14. R. Daudel, C. Moser, Quantum Chemistry: Methods and Applications, Wiley, New York, USA, 1984.
15. M. M. Deza, E. Deza, Encyclopedia of Distances, Springer, Heidelberg, 2009.
16. Y. Marrero-Ponce, V.T. Romero, TOMOCOMD-CARDD (TOpological MOlecular COMputational Design) Software, Version 1.0; an academic version can be obtained upon request to Y. Marrero-Ponce: ymarrero77@yahoo.es version 1.0. Central University of Las Villas: Santa Clara, Villa Clara, 2002.
17. M. Randic, J. Math. Chem. 1996, 19, 375-392
18. M. Randic̈, J. Math. Chem. 1991, 7, 155-168.
19. P. K. Agarwal, Proteins 2004, 56, 449-463
20. V. Consonni, R. Todeschini, M. Pavan, J. Chem. Inf. Comput. Sci. 2002, 42, 682-692.
21. E. Estrada, E. Molina, J. Mol. Graphics Model. 2001, 20, 54-64
22. L. H. Hall, B. Mohney, L. B. Kier, Quant. Structure-Activity Relat. 1991, 10, 43-51.
23. V. Consonni, R. Todeschini, M. Pavan, P. Gramatica, J. Chem. Inf. Comput. Sci. 2002, 42, 693-705.
24. M. T. Randic̈, N. Trinajstic̈, J. Mol. Struct. (THEOCHEM) 1993, 284, 209-221.
25. E. Estrada, J. Chem. Inf. Comput. Sci. 1999, 39, 1042-1048
26. E. Estrada, L. Rodriguez, J. Chem. Inf. Comput. Sci. 1999, 39, 1037-1041
27. M. Randic̈, J. Mol. Struct. (THEOCHEM) 1991, 233, 45-59
28. M. Randic̈, Croat. Chim. Acta. 1993, 66, 289-312
29. M. Randic̈, X. Guo, T. Oxley, H. Krishnapriyan, L. Naylor, J. Chem. Inf. Comput.Sci. 1994, 34, 361-367
30. M. V. Diudea, J. Chem. Inf. Comput. Sci. 1996, 36, 535-540
31. M. V. Diudea, O. M. Minailiuc, G. Katona, Rev. Roum. Chim. 1997, 42, 239-249.
32. D. E. Needham, I.-C. Wei, P. G. Seybold, J. Am. Chem. Soc. 1988, 110, 4186-4194.
33. O. Martínez-Santiago, Y. Martinez, S. Barigye, Y. Marrero-Ponce, DIVATI (Discrete deriVAtive Type Indices), Unit of Computer-Aided Molecular "Bio-Silico" Discovery and Bioinformatic Research (CAMD-BIR Unit), Santa Clara, Villa Clara, Cuba, 2011.
34. R. Todeschini, P. Gramatica, Perspect. Drug Dis. Des. 1998, 9-11, 355-380.
35. R. Todeschini, V. Consoni, A. Mauri, M. Pavan, Talete, Milano, Italy 2005.
36. E. Bayram, P. Santago, R. Harris, Y. D. Xiao, A. J. Clauset, J. D. Schmitt, J. Comput.-Aided Mol. Des. 2004, 18, 483-493
37. D. E. Goldberg, Genetic Algorithms, Addison-Wesley, Reading, MA 1989.
38. A. Basilevsky, Statistical Factor Analysis and Related Methods, Wiley, New York, 1994
39. E. F. lldiko, J. H. Friedman, Technometrics, 1993, 35, 109-135.
40. STATISTICA (data analysis software system), Statsoft, Tulsa, 2008.