Three-dimensional quantitative structure-activity relationship models

GaiUard, P., Carrupt, R A., Testa, B., and Schambel, R (1996) Binding of arylpiper-azines, (aryloxy)propanolamines and tetrahydropyridyl-indoles to the 5-HT1A receptor contribution of the molecular lipophilicity potential to three-dimensional quantitative structure-activity relationship models. J. Med. Chem. 39, 126-134. 

Three-dimensional quantitative structure-activity relationship models... 

C. L Waller, B. W. juma, L. E. Gray Jr., and W. R. Kelce, Toxicol. Appl. Pharmacol., 137, 219 (1996). Three-Dimensional Quantitative Structure-Activity Relationship Models for Androgen Receptor Ligands. 

P. Gaillard, P.-A. Carrupt, B. Testa, and P. Schambel, J. Med. Chem., 39, 126 (1996). Binding of Arylpiperazines, (Aryloxy)propanolamines and Tetrahydropyridyl-indoles to the 5-HT,jv Receptor Contribution of the Molecular Lipophilicity Potential to Three-Dimensional Quantitative Structure-Activity Relationship Models. 

Ekins S, De Groot MJ, Jones JP. Pharmacophore and three-dimensional quantitative structure activity relationship methods for modeling cytochrome P450 active sites. Drug Metab Dispos 2001 29 936-44. 

Lopez-Rodriguez, M.L., Rosado, M.L., Benhamu, B., Morcillo, M.J., Fernandez, E. and Schaper, K.-J. (1997) Synthesis and structure-activity relationships of a new model of arylpiperazines. 2. Three-dimensional quantitative structure-activity relationships of new hydantoin-phenylpiperazine derivatives with affinity for 5-HTIA and oq receptors. A comparison of CoMFA models. Journal of Medicinal Chemistry, 40, 1648-1656. 

Afzelius, L., Zamora, I., Ridderstrom, M., Andersson, T. B., Karlen, A., and Masimirembwa, C. M. (2001) Competitive CYP2C9 inhibitors enzyme inhibition studies, protein homology modeling, and three-dimensional quantitative structure-activity relationship analysis. Mol. Pharmacol. 59, 909-919. 

Wang, Q. and Halpert, J. R. (2002) Combined three-dimensional quantitative structure-activity relationship analysis of cytochrome P450 2B6 substrates and protein homology modeling. Drug Metab. Dispos. 30, 86-95. 

Waller CL McKinney JD (1995) Three-dimensional quantitative structure activity relationships of dioxins and dioxin-like compounds Model validation and Ah receptor characterization. Chem Res Toxicol, 8 847-858. 

Ambrose Amin E, Welsh WJ (2001) Three-dimensional quantitative structure-activity relationship (3D-QSAR) models for a novel class of piperazine-based stromelysin-1 (MMP-3) inhibitors applying a divide and conquer strategy. J Med Chem 44 3849-3855... 

Structure-based molecular modeling is another promising approach to improvement of the prediction of region-specificity of P450 metabolism. De Groot developed pharmacophore models and three-dimensional quantitative structure-activity relationships either alone or in combination with protein homology models to provide substrate-binding specificity information for CYP jgS. ... 

The next step was made by Klebe et al. [50]. Two 3D-QSAR methods were applied to get three-dimensional quantitative structure-activity relationships using a training set of 72 inhibitors of the benzamidine type with respect to their binding affinities toward Factor Xa to yield statistically reliable models of good predictive power [51-54] the widely used CoMFA method (for steric and electrostatic properties) and the comparative molecular similarity index analysis (CoMSlA) method (for steric, electrostatic, hydrophobic, hydrogen bond donor, and hydrogen bond acceptor properties). These methods allowed the consideration of various physicochemical properties, and the resulting contribution maps could be intuitively interpreted. 

Waller, C.L. and Marshall, G.R. (1993). Three Dimensional Quantitative Structure-Activity Relationship of Angiotesin Converting Enzyme and Thermolysin Inhibitors. 2. A Comparison of CoMFA Models Incorporating Molecular Orbital Fields and Desolvation Free Energies Based on Active Analog and Complementary Receptor Field Alignment Rules. JMeeLChem., 36,2390-2403. 

Yu SJ, Keenan SM, Tong W, Welsh WJ. Influence of the structural diversity of data sets on the statistical quality of three-dimensional quantitative structure-activity relationship (3D-QSAR) models predicting the estrogenic activity of xenoestrogens. Chem Res Toxicol 2002 15 1229-34. 

Akahori Y, Nakai M, Yakabe Y, Takatsuki M, Mizutani M, Matsuo M, et al. Two-step models to predict binding affinity of chemicals to the human estrogen receptor a by three-dimensional quantitative structure-activity relationships (3D-QSARs) using receptor-ligand docking simulation. SAR QSAR Environ Res 2005 16 323-37. 

The resulting hypothetical receptor model is named minireceptor or pseudo-receptor and can be used to derive three-dimensional quantitative structure-activity relationships (3D-QSAR). The concept was originally developed in the 1980s by several groups. ... 

Nair, A.C., Jayatilleke, P., Wang, X., Miertus, S. and Welsh, W.J. (2002) Computational studies on tetrahydropyrimidine-2-one HIV-1 protease inhibitors improving three-dimensional quantitative structure-activity relationship comparative molecular field analysis models by inclusion of calculated inhibitor- and receptor-based properties. /. Med. Chem., 45, 973—983. 

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