3D QSAR - Comparative Molecular Similarity Indices Analysis of 2-Heteroarylquinoline-4-amines as Possible Anti-HIV-1 Agents

Abstract

Three dimensional quantitative structure activity relationships (3D-QSAR), based upon Comparative Molecular Similarity Indices Analysis (CoMSIA) and partial least square analysis (PLS) with dipole moment and shape descriptors for thirty seven 2-heteroarylquinolines as anti-HIV-1 agents were investigated. The training set and test set consisted of 30 and 7 heteroarylquinoline-4-amines respectively. The combination of steric, donor and acceptor fields in CoMSIA gave the best results with cross-validated and conventional correlation coefficients of 0.55 and 0.92 respectively. The predictive ability of CoMSIA was determined using a test set of seven quinoline-4-amine derivatives giving predictive correlation coefficients of 0.67. These results provided further understanding of the relationship between the structural features of quinoline-4-amines and its activities, which should be applicable to design and find new potential anti-HIV-1 agents.