Use of a novel electrotopological descriptor for the prediction of biological activity of peptide analogues

Abstract

A new set of electrotopological descriptors called Molecular Electronegativity Topological Distance Vector (METDV) which are used to describe the molecular structure of peptide analogues is proposed based on the Pauling electronegativity and topological distance between each non-hydrogen atom. A quantitative structure activity relationship model, based on biological activity of 58 angiotensin converting enzyme (ACE) inhibitors, was constructed by multiple linear regression method. In order to explain the ability of theMETDV to characterize the molecular structure of peptides, a further investigation was performed by modeling quantitative structure activity relationship of bradykinin-potentiating pentapeptides. The results show that the novelMETDV has both excellent structural characterization ability and good activity estimation ability, and reinforce the key role of the joint use of electronic and topological descriptors.