True prediction of lowest observed adverse effect levels

Molecular Diversity

Volumn 10, Issue 2, 2006, Pages 159-168

  Garcia Domenech R ^a   De Julian Ortiz J V ^a   Besalu E ^b  

^a UNIVERSITY OF VALENCIA   (Spain)

^b UNIVERSITY OF GIRONA   (Spain)

Author keywords

ITS method; Linear discriminant analysis; LOAEL; Multiple linear regression; Topological indices; True prediction

Indexed keywords

ARTICLE; CHEMICAL STRUCTURE; DATA BASE; DISCRIMINANT ANALYSIS; MULTIPLE LINEAR REGRESSION ANALYSIS; NONHUMAN; PREDICTION; PREDICTION AND FORECASTING; PRIORITY JOURNAL;

ALGORITHMS; DATABASES, FACTUAL; DISCRIMINANT ANALYSIS; HAZARDOUS SUBSTANCES; LINEAR MODELS; MODELS, CHEMICAL; NO-OBSERVED-ADVERSE-EFFECT LEVEL; TOXICITY TESTS; TOXICOLOGY;

EID: 33746217558     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11030-005-9007-z     Document Type: Article

References (31)

1. McNaught, A.D. and Wilkinson, A., IUPAC Compendium of Chemical Terminology, 2nd Edition Blackwell Science, 1997.
2. Pogliani, L., From molecular connectivity indices to semiempirical connectivity terms: recent trends in graph theoretical descriptors, Chem Rev., 100 (2000) 3827-3858.
3. Gozalbes, R., Doucet, J.P. and Derouin, F., Application of topological descriptors in QSAR and drug design: history and new trends, Curr. Drug Targets Infect. Disord., 2 (2002) 93-102.
4. Torrens, F., A new topological index to elucidate apolar hydrocarbons, J. Comput.-Aid. Mol. Des., 15 (2001) 709-719.
5. Besalú, E., Gironés, X., Amat, L. and Carbó-Dorca, R., Molecular quantum similarity and the fundamentals of QSAR, Acc. Chem. Res., 35 (2002) 289-295.
6. Golbraikh, A., Bonchev, D. and Tropsha, A., Novel ZE-isomerism descriptors derived from molecular topology and their application to QSAR analysis, J. Chem. Inf. Comput. Sci., 42 (2002) 769-787.
7. Tomovic, Z. and Gutman, I., Modeling boiling points of cycloalkanes by means of iterated line graph sequences, J. Chem. Inf. Comput. Sci., 41 (2001) 1041-1045.
8. Torrens, F., Table of periodic properties of fullerenes based on structural parameters, J. Chem. Inf. Comput. Sci., 44 (2004) 60-67.
9. Estrada, E., Patlewicz, G., Chamberlain, M., Basketter, D. and Larbey, S., Computer-aided knowledge generation for understanding skin sensitization mechanisms: The TOPS-MODE approach, Chem. Res. Toxicol., 16 (2003) 1226-1235.
10. Gálvez, J., Julián-Ortiz, J.V. de and García- Domenech, R., General topological patterns of known drugs, J. Mol. Graph. Model., 20 (2001) 84-94.
11. Murcia-Soler, M., Pérez-Giménez, F., García-March, F.J., Salabert-Salvador, M.T., Díaz-Villanueva, W. and Castro-Bleda, M.J., Drugs and nondrugs: An effective discrimination with topological methods and artificial neural networks, J. Chem. Inf. Comput. Sci., 43 (2003) 1688-1702.
12. Ivanciuc, O. and Klein, D.J., Computing wiener-type indices for virtual combinatorial libraries generated from heteroatom-containing building blocks, J. Chem. Inf. Comput. Sci., 42 (2002) 8-22.
13. Basak, S.C., Mills, D.R., Balaban, A.T. and Gute, B.D., Prediction of mutagenicity of aromatic and heteroaromatic amines from structure: A hierarchical QSAR approach, J. Chem. Inf. Comput. Sci., 41 (2001) 671-678.
14. Julián-Ortiz, J.V. de, García-Domenech, R., Gálvez, J. and Pogliani, L., Predictability and prediction of lowest observed adverse effect levels in a structurally heterogeneous set of chemicals, SAR QSAR Environ. Res., 16 (2005) 263-272
15. Mumtaz, M.M., Knauf, L.A., Reisman, D.J., Peirano, W.B., DeRosa, C.T., Gombar, V.K., Enslein, K., Carter, J.R., Blake, B.W., Huque, K.I. and Ramanujam, V.M.S., Assessment of effect levels of chemicals from quantitative structure-activity relationship (QSAR) models. I. Chronic lowest-observed- adverse-effect level (LOAEL), Toxicol Lett., 79 (1995) 131-143.
16. Venkatapathy, R., Moudgal, C.J. and Bruce, R.M., Assessment of the oral rat chronic lowest observed adverse effect level model in TOPKAT, a QSAR software package for toxicity prediction, J. Chem. Inf. Comput. Sci., 44 (2004) 1623-1629.
17. García-Domenech, R., DESCRI version 2003. Department of Physical Chemistry. University of Valencia, Spain. It is a home-made PC program for the calculation of 62 molecular structural invariants which accepts lists of MDL MOL files as inputs, freely available to academia upon request to the author (Ramon.Garcia@uv.es).
18. Hall, L.H., Molconn-Z (version 3.0) EastemNazaree College, Quincy, Massachusetts, USA.
19. BMDP New System 2.0., Statistical Solutions Ltd., Saugus, MA, USA, 2001.
20. Furnival, G.M. and Wilson, R.W., Regresions by leaps and bounds, Technometrics, 16 (1974) 499-511.
21. Livingstone, D.J. and Salt, D.W., Judging the significance of multiple linear regression models, J. Med. Chem., 48 (2005) 661-663.
22. Besalú, E., Regre v 1.57. Institute of Computational Chemistry. University of Girona. Spain, 2005.
23. García-García, A., Gálvez, J., Julián-Ortiz, J.V. de, García-Domenech, R., Muñoz, C., Guna, R. and Borrás, R., Search of chemical scaffolds for novel antituberculosis agents, J. Biomol. Screen., 10 (2005) 206-214.
24. Besalú, E. and Julián-Ortiz, J.V. de, Equivalence of the Pecka-Ponec correlation probability and the statistical F significance for MLR models, J. Math. Chem., 36 (2004) 361-363.
25. Gálvez, J., García-Domenech, R., Julián-Ortiz, J.V. de and Soler. R., Topological approach to drug design, J. Chem. Inf. Comp. Sci., 35 (1995) 272-284. Errata: J. Chem. Inf. Comp. Sci. 35 (1995) 938.
26. Kier, L.B., Murray, W.J., Randic, M. and Hall, L.H., Molecular connectivity V: connectivity series concept applied to density, J. Pharm. Sci., 65 (1976) 1226-1230.
27. Julián-Ortiz, J.V. de, Gálvez, J., Muñoz-Collado, C., García-Domenech, R. and Gimeno-Cardona, C., Virtual combinatorial syntheses and computational screening of new potential anti-herpes compounds, J. Med. Chem., 42 (1999) 3308-3314.
28. Kier, L.B. and Hall, L.H., General definition of valence delta values for molecular connectivity, J. Pharm. Sci., 72 (1983) 1170-1173.
29. Gálvez, J., García-Domenech, R., Salabert, M.T. and Soler, R., Charge indexes. New topological descriptors, J. Chem. Inf. Comp. Sci., 34 (1994) 520-525.
30. Hall, L.H. and Kier, L.B., Electrotopological state indices for atom types: a novel combination of electronic, topological, and valence state information, J. Chem. Inf. Comput. Sci., 35 (1995) 1039-1045.
31. Kier, L.B., Indexes of molecular shape from chemical graphs, Medicinal Research Reviews, 7 (1987) 417-440.