Quantum molecular similarity: Use of atoms in molecules derived quantities as QSAR variables

European Congress on Computational Methods in Applied Sciences and Engineering, ECCOMAS 2000

Volumn , Issue , 2000, Pages

  O'Brien, Sean E ^a   Popelier, Paul L A ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

Atoms in molecules; Bcp space; PLS; QSAR; Quantum molecular similarity

Indexed keywords

ATOMS IN MOLECULES; BCP SPACE; PLS; QSAR; QUANTUM MOLECULAR SIMILARITIES;

BIODEGRADATION; CARRIER CONCENTRATION; CHEMICAL ENGINEERING; COMPUTATIONAL METHODS; ELECTRONS; LEAST SQUARES APPROXIMATIONS; MOLECULES; PHYSICAL PROPERTIES; PRINCIPAL COMPONENT ANALYSIS; QUANTUM CHEMISTRY;

ELECTRON DENSITY MEASUREMENT;

EID: 79959789492     PISSN: None     EISSN: None     Source Type: Conference Proceeding    
DOI: None     Document Type: Conference Paper

References (37)

1. Carbo, R.; Leyda, L.; Arnau, M. International journal of quantum chemistry 1980, 17, 1185.
2. Hohenberg, P.; Kohn, W. Self-Consistent Equations Including Exchange and Correlation Effects. Physical Review 1965, 140, 1133-1138.
3. Hansch, C.; Leo, A. Exploring QSAR : Fundamentals and Applications in Chemistry and Biology; 1 ed.; ACS: Washington, 1995; Vol. 1.
4. Kubinyi, H. Quantitative Structure-Activity Relationships in Drug Design, Ed., 1998.
5. Ponec, R. Similarity Models in the Theory of Pericyclic Macromolecules. Topics in Current Chemistry 1995, 174, 1-26.
6. Ponec, R. Similarity approach to chemical reactivity. Spin recoupling in chemical reactions. Croatica Chemica Acta 1998, 71, 501-510.
7. Rouvray, D. H. Similarity in Chemistry - Past, Present and Future. Topics in Current Chemistry 1995, 173, 1-30.
8. Amat, L.; Carbo-Dorca, R.; Ponec, R. Molecular quantum similarity measures as an alternative to log p values in QSAR studies. Journal of Computational Chemistry 1998, 19, 1575-1583.
9. Bowen-Jenkins, P. E.; Richards, W. G. Molecular Similarity in Terms of Valence Electron-Density. Journal of the Chemical Society-Chemical Communications 1986, 133-135.
10. Allan, N. L.; Cooper, D. L. Momentum-Space Electron-Densities and Quantum Molecular Similarity. Topics in Current Chemistry 1995, 173, 85-111.
11. Nissink, J. W. M.; Verdonk, M. L.; Kroon, J.; Mietzner, T.; Klebe, G. Superposition of molecules: Electron density fitting by application of Fourier transforms. Journal of Computational Chemistry 1997, 18, 638-645.
12. Nelder, J. A.; Mead, R. simplex method. Comput. J. 1965, 7, 308.
13. Parretti, M. F.; Kroemer, R. T.; Rothman, J. H.; Richards, W. G. Alignment of molecules by the Monte Carlo optimization of molecular similarity indices. Journal of Computational Chemistry 1997, 18, 1344-1353.
14. Bowen-Jenkins, P. E.; Richards, W. G. Quantitative Measures of Similarity Between Pharmacologically Active Compounds. International Journal of Quantum Chemistry 1986, 30, 763-768.
15. Hodgkin, E. E.; Richards, W. G. Molecular Similarity Based On Electrostatic Potential and Electric- Field. International Journal of Quantum Chemistry 1987, 105- 110.
16. Lee, C.; Smithline, S. An Approach to Molecular Similarity Using Density- Functional Theory. Journal of Physical Chemistry 1994, 98, 1135-1138.
17. Popelier, P. L. A., Molecular Similarity in Drug Design, Ed. P.M.Dean; Chapman and Hall: London, 1995, pp 213.
18. O'Brien, S. E.; Popelier, P. L. A. Quantum molecular similarity. Part 2: The relation between properties in BCP space and bond length. Canadian Journal of Chemistry- Revue Canadienne De Chimie 1999, 77, 28-36.
19. Popelier, P. L. A. Quantum molecular similarity. 1. BCP space. Journal of Physical Chemistry A 1999, 103, 2883-2890.
20. Bader, R. F. W. Atoms in Molecules: A Quantum Theory; Clarendon Press: Oxford, 1990.
21. Popelier, P. L. A. Atoms in Molecules: An introduction; Pearson: London, 1999.
22. Popelier, P. L. A. Morphy; Popelier, P. L. A., Ed.: MORPHY98 - A program written by P.L.A. Popelier with a contribution from R.G.A. Bone. UMIST, Manchester, England, 1998.
23. Wold, S.; Ruhe, A.; Wold, H.; Dunn, W. J. The Collinearity Problem in Linear- Regression - The Partial Least- Squares (Pls) Approach to Generalized Inverses. Siam Journal On Scientific and Statistical Computing 1984, 5, 735-743.
24. Wold, S. A Statistical View of Some Chemometrics Regression Tools - Discussion - Pls in Chemical Practice. Technometrics 1993, 35, 136-139.
25. Martens, H.; Naes, T. Multivariate Calibration; John Wiley & Sons: Guilford, 1989.
26. Wold, S.; Sjotsrom, M. Partial Least Squares Projections to Latent Structures (PLS) in Chemistry, Ed.; John Wiley & Sons: New York, 1998, pp 2006 - 2021.
27. Ponec, R.; Amat, L.; Carbo-Dorca, R. Molecular basis of quantitative structureproperties relationships (QSPR): A quantum similarity approach. Journal of Computer- Aided Molecular Design 1999, 13, 259-270.
28. Wold, S.; Kettaneh, N.; Tjessem, K. Hierarchical multiblock PLS and PC models for easier model interpretation and as an alternative to variable selection. Journal of Chemometrics 1996, 10, 463-482.
29. Livingstone, L. Data Analysis for Chemists; first ed.; Oxford University Press: oxford, 1995.
30. Gaussian98; Revision A7. M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J.Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head- Gordon, C. Gonzalez, and J. A. Pople, Gaussian, Inc., Pittsburgh PA, 1998. 1998.
31. UMETRICS SIMCA-P 8.0; UMETRICS, Ed.; info@umetrics.com: www.umetrics.com, 1998.
32. O'Brien, S. E.; Popelier, P. L. A. Quantum molecular similarity. Part 4: Incorporation of BCP Space into a QSAR framework. Journal of Computational Chemistry 2000, Submitted.
33. Hammett, L. P. Physical Organic Chemistry; 2nd ed.; McGraw-Hill: New York, 1970.
34. Exner, O.; Budesinsky, M. Correlation of C-13 Substituent-Induced Chemical-Shifts Revisited - Meta-Substituted and Para-Substituted Benzonitriles. Magnetic Resonance in Chemistry 1989, 27, 27-36.
35. Damborsky, J.; Schultz, T. W. Comparison of the QSAR models for toxicity and biodegradability of anilines and phenols. Chemosphere 1997, 34, 429-446.
36. Perrin, D. D.; Dempsey, B.; Serjean, E. P. pKa Prediction for Organic Acids and Bases; Chapman and Hall: London, 1981.
37. Dean, J. A. Lange's Handbook of Chemistry; 14th ed.; McGraw-Hill: New York, 1992.