Exploring predictive QSAR models using quantum topological molecular similarity (QTMS) descriptors for toxicity of nitroaromatics to Saccharomyces cerevisiae

QSAR and Combinatorial Science

Volumn 27, Issue 8, 2008, Pages 1006-1012

  Roy, Kunal ^a,b   Popelier, Paul L A ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

^b JADAVPUR UNIVERSITY   (India)

Author keywords

External validation; Nitroaromatics; QSAR; QTMS; Toxicity

Indexed keywords

AROMATIC COMPOUNDS; COMPUTATIONAL CHEMISTRY; MOLECULAR GRAPHICS; STATISTICAL TESTS; TOPOLOGY; YEAST;

DESCRIPTORS; ECOTOXICOLOGICAL; EXTERNAL VALIDATION; HAZARD POTENTIAL; INDUSTRIAL USE; NITRO-AROMATICS; QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP MODELING; QUANTUM TOPOLOGICAL MOLECULAR SIMILARITIES; TRAINING SETS;

TOXICITY;

AROMATIC NITRO COMPOUND; LIPID; WATER;

ARTICLE; CHEMICAL STRUCTURE; CONTROLLED STUDY; ECOTOXICOLOGY; NONHUMAN; PARTIAL LEAST SQUARES REGRESSION; PARTITION COEFFICIENT; PHYSICAL PARAMETERS; PREDICTION; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RANDOMIZATION; SACCHAROMYCES CEREVISIAE; TOXICITY TESTING; VALIDATION PROCESS;

SACCHAROMYCES CEREVISIAE;

EID: 55249127304     PISSN: 1611020X     EISSN: 16110218     Source Type: Journal    
DOI: 10.1002/qsar.200810028     Document Type: Article

References (43)

1. S. S. Young, S. J. Profeta, R. J. Unwalla, Chemom. Intell. Lab. Syst. 1997, 37, 115-124.
2. E. Zvinavashe, H. van den Berg, A. E. Soffers, J. Vervoort, A. Freidig, A. J. Murk, I. M. Rietjens, Chem. Res. Toxicol. 2008, 21, 739-745.
3. A. Bassan, A. P. Worth, QSAR Comb. Sci. 2008, 27, 6-20.
4. J. M. Bermudez-Saldana, L. Escuder-Gilabert, M. J. Medina-Hernandez, R. M. Villanueva-Camanas, S. Sagrado, J. Chromatogr. B 2005, 814, 115-125.
5. M. Davoren, A. M. Fogarty, Ecotoxicol. Environ. Saf. 2005, 60, 203-212.
6. K. L. Kaiser, SAR QSAR Environ. Res. 2007, 18, 3-20.
7. J. Tunkel, K. Mayo, C. Austin, A. Hickerson, P. Howard, Environ. Sci. Technol. 2005, 39, 2188-2199.
8. E. Benfenati, Chem. Cent. J. 2007, 1-32, Volume 1.
9. P. C. von der Ohe, R. Kuhne, R. U. Ebert, R. Altenburger, M. Liess, G. Schuurmann, Chem. Res. Toxicol. 2005, 18, 536-555.
10. http://europa.eu.int/comm/enterprise/reach/overview.htm.
11. X.-F. Yan, H.-M. Xiao, X.-D. Gong, X.-H. Ju, Chemosphere 2005, 59, 467-471.
12. X. Wang, C. Yin, L. Wang, Chemosphere 2002, 46, 1045-1051.
13. G. Booth, Nitro Compounds, Aromatic, in: M. Pelc (Ed.), Ullmann's Encyclopaedia of Industrial Chemistry, VCH, Weinheim 1991, 411-455
14. J. Ahlers, M. Benzing, A. Gies, W. Pauli, E. Rösick, Chemosphere 1988, 17, 1603-1615.
15. P. P. Roy, J. T. Leonard, K. Roy, Chemom. Intell. Lab. Syst. 2008, 90, 31-42.
16. K. Roy, J. T. Leonard, QSAR Comb. Sci. 2006, 25, 235-251.
17. P. L. A. Popelier, J. Phys. Chem. A, 1999, 103, 2883-2890.
18. S. E. O'Brien, P. L. A. Popelier, Can. J. Chem. 1999, 77, 28-36.
19. S. E. O'Brien, P. L. A. Popelier, J. Chem. Inf. Comput. Sci. 2001, 41, 764-775.
20. P. L. A. Popelier, U. A. Chaudry, P. J. Smith, J. Chem. Soc., Perkin Trans. 2, 2002, 1231-1237.
21. S. E. O'Brien, P. L. A. Popelier, J. Chem. Soc., Perkin Trans. 2, 2002, 478-483.
22. U. A. Chaudry, P. L. A. Popelier, J. Phys. Chem. A 2003, 107, 4578-4582.
23. P. J. Smith, P. L. A. Popelier, J. Comput. Aided Mol. Des. 2004, 18, 135-143.
24. P. L. A. Popelier, P. J. Smith, U. A. Chaudry, J. Comput. Aided Mol. Des. 2004, 18, 709-718.
25. P. J. Smith, P. L. A. Popelier, Org. Biomol. Chem. 2005, 3, 3399-3407.
26. R. J. Loader, N. Singh, P. J. O'Malley, P. L. A. Popelier, Bioorg. Med. Chem. Lett. 2006, 16, 1249-1254.
27. N. Singh, R. J. Loader, P. J. O'Malley, P. L. A. Popelier, J. Phys. Chem. A 2006, 110, 6498-6503.
28. P. L. A. Popelier, P. J. Smith, Eur. J. Med. Chem. 2006, 41, 862-873.
29. K. Roy, P. L. A. Popelier, Bioorg. Med. Chem. Lett. 2008, 18, 2604-2609.
30. A. Mohajeri, B. Hemmateenejad, A. Mehdipour, R. Miri, J. Mol. Graph. Mod. 2008, 26, 1057-1065.
31. A. Mohajeri, M. H. Dinpajooh, J. Mol. Struct. (THEOCHEM) 2008, 855, 1-5.
32. S. T. Howard, O. Lamarche, J. Phys. Org. Chem. 2003, 16, 133-141.
33. R. F.W. Bader, H. J. T. Preston, Int. J. Quantum Chem. 1969, 3, 327-347.
34. GaussView3.0 Semichem Inc., Gaussian Inc., Pittsburgh, PA, USA 2003.
35. GAUSSIAN03, M. J. Frisch, G.W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. J. Montgomery, J. T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B.Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, In Gaussian, Inc., Pittsburgh PA 2003.
36. MORPHY98, a program written by P. L. A. Popelier with a contribution fromR. G. A. Bone, UMIST, Manchester, England, EU 1998.
37. P. L. A. Popelier, Chem. Phys. Lett. 1994, 228, 160-164.
38. UMETRICS SIMCA-P 10.0, infoυmetrics.com: www.umetrics.com, Umeå, Sweden 2002.
39. S. Wold, M. Sjostrom, L. Eriksson, Chemo. Intell. Lab. Syst. 2001, 58, 109-130.
40. S. Wold, in: H. van de Waterbeemd (Ed.), Chemometric Methods in Molecular Design, VCH, Weinheim 1995, pp. 195-218.
41. A. Golbraikh, A. Tropsha, J. Mol. Graph. Mod. 2002, 20, 269-276.
42. P. P. Roy, K. Roy, QSAR Comb. Sci. 2008, 27, 302-313.
43. K. Roy, Expert Opin. Drug Discov. 2007, 2, 1567-1577.