Investigation of substituent effect of 1-(3,3-diphenylpropyl)-piperidinyl phenylacetamides on CCR5 binding affinity using QSAR and virtual screening techniques
- 1 February 2006
- journal article
- research article
- Published by Springer Nature in Journal of Computer-Aided Molecular Design
- Vol. 20 (2) , 83-95
- https://doi.org/10.1007/s10822-006-9038-2
Abstract
A linear quantitative–structure activity relationship model is developed in this work using Multiple Linear Regression Analysis as applied to a series of 51 1-(3,3-diphenylpropyl)-piperidinyl phenylacetamides derivatives with CCR5 binding affinity. For the selection of the best variables the Elimination Selection-Stepwise Regression Method (ES-SWR) is utilized. The predictive ability of the model is evaluated against a set of 13 compounds. Based on the produced QSAR model and an analysis on the domain of its applicability, the effects of various structural modifications on biological activity are investigated. The study leads to a number of guanidine derivatives with significantly improved predicted activities.Keywords
This publication has 21 references indexed in Scilit:
- QSAR study on para-substituted aromatic sulfonamides as carbonic anhydrase II inhibitors using topological information indicesBioorganic & Medicinal Chemistry, 2005
- QSAR Analyses of 3-(4-Benzylpiperidin-1-yl)-N-phenylpropylamine Derivatives as Potent CCR5 AntagonistsJournal of Chemical Information and Modeling, 2005
- The Better Predictive Model: High q2 for the Training Set or Low Root Mean Square Error of Prediction for the Test Set?QSAR & Combinatorial Science, 2005
- Modulators of the human CCR5 receptor. Part 1: Discovery and initial SAR of 1-(3,3-diphenylpropyl)-piperidinyl amides and ureasBioorganic & Medicinal Chemistry Letters, 2005
- Molecular docking and 3D QSAR studies on 1-amino-2-phenyl-4-(piperidin-1-yl)-butanes based on the structural modeling of human CCR5 receptorBioorganic & Medicinal Chemistry, 2004
- Classical QSAR Modeling of CCR5 Receptor Binding Affinity of Substituted BenzylpyrazolesQSAR & Combinatorial Science, 2004
- CCR5 Δ32, matrix metalloproteinase-9 and disease activity in multiple sclerosisJournal of Neuroimmunology, 2000
- Recognizing molecules with drug-like propertiesCurrent Opinion in Chemical Biology, 1999
- Selection of optimal regression models via cross‐validationJournal of Chemometrics, 1988
- Estimating the Error Rate of a Prediction Rule: Improvement on Cross-ValidationJournal of the American Statistical Association, 1983