Validation of critical points in the electron density as descriptors by building quantitative structure-property relationships for the atomic polar tensor

Journal of Computational Chemistry

Volumn 28, Issue 13, 2007, Pages 2130-2139

  Buttingsrud, Bård ^a   Alsberg, Bjørn K ^a   Åstrand, Per Olof ^a  

^a NORWEGIAN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Norway)

Author keywords

Atomic charges; Atomic polar tensor; Atoms in molecules; Quantitative structure activity relationship; Quantitative structure property relationship

Indexed keywords

ATOMIC PHYSICS; CARRIER CONCENTRATION; CHARGED PARTICLES; ELECTRONIC STRUCTURE; INFRARED SPECTROSCOPY;

ATOMIC CHARGES; ATOMIC POLAR TENSORS; CARBON ATOMS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS; QUANTITATIVE STRUCTURE-PROPERTY RELATIONSHIPS;

MOLECULAR STRUCTURE;

BENZENE DERIVATIVE; CARBON; FLUOROBENZENE; HYDROGEN;

ALGORITHM; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; ELECTRICITY; INFRARED SPECTROPHOTOMETRY; METHODOLOGY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; VALIDATION STUDY;

ALGORITHMS; BENZENE DERIVATIVES; CARBON; COMPUTER SIMULATION; ELECTROSTATICS; FLUOROBENZENES; HYDROGEN; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SPECTROPHOTOMETRY, INFRARED;

EID: 34547929894     PISSN: 01928651     EISSN: 1096987X     Source Type: Journal    
DOI: 10.1002/jcc.20666     Document Type: Article

References (47)

1. Hansen, C.; Leo, A.; Taft, R. W. Chem Rev 1991, 91, 165.
2. Hansch, C.; Hoekman, D.; Gao, H. Chem Rev 1996, 96, 1045.
3. Livingstone, D. J. J Chem Inf Comput Sci 2000, 40, 195.
4. Hansch, C.; Hoekman, D.; Leo, A.; Weininger, D.; Selassie, C. D. Chem Rev 2002, 102, 783.
5. Nikolova, N.; Jaworska J. QSAR Comb Sci 2003, 22, 1006.
6. Sutherland, J. J.; O'Brien, L. A.; Weaver, D. F. J Med Chem 2004, 47, 5541.
7. Dudek, A. Z.; Arodz, T.; Glvez, J. Comb Chem High T Scr 2006, 9, 213.
8. Wold, S.; Martens, H.; Wold, H. Lect Notes Math 1983, 973, 286.
9. Martens, H.; Ns, T. Multivariate Calibration: Wiley: Chichester, 1989.
10. Hohenberg, P.; Kohn, W. Phys Rev B 1964, 136, 864.
11. Bader, R. F. W. In International Series of Monographs on Chemistry; Clarendon Press: Oxford, 1990.
12. Popelier, P. L. A. J Phys Chem A 1999, 103, 2883.
13. O'Brien, S. E.; Popelier, P. L. A. Can J Chem 1999, 77, 28.
14. Alsberg, B. K.; Marchand-Geneste, N.; King, R. D. Chemometr Intell Lab 2000, 54, 75.
15. Alsberg, B. K.; Marchand-Geneste, N.; King, R. D. Anal Chim Acta 2001, 446, 3.
16. O'Brien, S. E.; Popelier, P. L. A. J Chem Inf Comput Sci 2001, 41, 764.
17. O'Brien, S. E.; Popelier, P. L. A. J Chem Soc Perkin Trans 2002, 2, 478.
18. Popelier, P. L. A.; Chaudry, U. A.; Smith. P. J. J Chem Soc Perkin Trans 2002, 2, 1231.
19. Chaudry, U. A.; Popelier, P. L. A. J Phys Chem A 2003, 107, 4578.
20. Smith, P. J.; Popelier, P. L. A. J Comput Aid Mol Des 2004, 18, 135.
21. Chaudry, U. A.; Popelier, P. L. A. J Org Chem 2004, 69, 233.
22. Popelier, P. L. A.; Smith, P. J.; Chaudry, U. A. J Comput Aid Mol Des 2004, 18, 709.
23. Smith, P. J.; Popelier, P. L. A. Org Biomol Chem 2005, 3, 3399.
24. Loader, R. J.; Singh, N.; O'Malley, P. J.; Popelier, P. L. A. Bioorg Med Chem Lett 2006, 16, 1249.
25. Buttingsrud, B.; Ryeng, E.; King, R. D.; Alsberg, B. K. J Comput Aid Mol Des 2006, 20, 361.
26. Buttingsrud, B.; Alsberg, B. K.; Åstrand, R-O. J. Mol. Struct. (THEOCHEM) 2007, doi: 10.1016/j.theochem.2007.01.031. An investigation of descriptors based on the critical points in the electron density by building quantitative structure-property relationships for proton chemical shifts (Submitted).
27. Person, W. B.; Zerbi, G. Eds. Studies in Physical and Theoretical Chemistry; Elsevier: Amsterdam, 1982; chapter 4.
28. Gussoni, M.; Castiglioni, C.; Zerbi G. J Phys Chem 1984, 88, 600.
29. Person, W. B.; Zilles, B.; Roger, J. D.; Maia, R. G. A. J Mol Struct 1982, 80, 297.
30. Cioslowski, J. J Am Chem Soc 1989, 111, 8333.
31. Cioslowski, J. Phys Rev Lett 1989, 62, 1469.
32. Dinur, U.; Hagler, A. T. J Chem Phys 1989, 91, 2949.
33. Fowler, P. W.; Buckingham, A. D. Chem Phys 1985, 98, 167.
34. Rappé, A. K.; Casewit, C. J. Molecular Mechanics Across Chemistry; University Science Books: Sausalito, 1997.
35. Engkvist, O.; Åstrand, R-O.; Karlström, G. Chem Rev 2000, 100, 4087.
36. Solheim, H.; Ruud, K.; Åstrand, P-O. J Chem Phys 2004, 120, 10368.
37. Bieglerkonig, F. W.; Nguyendang, T. T.; Tal, Y.; Bader, R. F. W.; Duke, A. J. J Phys B: At Mol Opt Phys 1981, 14, 2739.
38. Gaussian 98 (Revision A.L). Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian, Inc., Pittsburgh, PA, 1998.
39. MORPHY98 - A program written by P.L.A. Popelier with a contribution from R.G.A. Bone; UMIST, Manchester, England.
40. Popelier, P. L. A. Chem Phys Lett 1994, 228, 160.
41. DALTON, a molecular electronic structure program, Release 2.0 (2005), see http://www.kjemi.uio.no/software/dalton/dalton.html.
42. Dunning, T. H., Jr. J Chem Phys 1989, 90, 1007.
43. Kendall, R. A.; Dunning, T. H., Jr.; Harrison, R. J. J Chem Phys 1992, 96, 6796.
44. Åstrand, R-O.; Ruud, K.; Mikkelsen, K. V.; Helgaker, T. J Phys Chem A 1998, 102, 7686.
45. Stone, M. J Roy Statist Soc B 1974, 36, 111.
46. Efron, B.; Tibshirani, R. An Introduction to the Bootstrap Vol. 57 of Monographs on statistics and applied probabilityl; Chapman & Hall: New York, 1998.
47. Martens, H.; Martens, M. Mutlivariate Analysis of Quality: An Introduction; Wiley: Chichester, 2001.