The Learned Symmetry Concept in Revealing Quantitative Structure-Activity Relationships With Artificial Neural Networks

Abstract

A method to build QSAR models based on substituent constants for congeneric sets of compounds having several topologically equivalent substituent positions was proposed. The approach is based on the application of artificial neural networks (learning to construct nonlinear structure-activity relationships taking into account necessary symmetry properties of training set structures) to a training set expanded by adding the copies of compounds with the same activity values but with permuted assignment of equivalent substituent positions. The better predictive power of these constructed models, as compared with the performances of neural network models for non-expanded sets was demonstrated for the calcium channel blockers of 1,4-dihydropyridine type and for hallucinogenic phenylalkylamines.

Key Words:

• QSAR
• Neural network
• Symmetry
• Substituent parameters
• 1,4-dihydropyridines
• Phenylalkylamines