THE USE OF DENSITY-FUNCTIONAL THEORY-BASED REACTIVITY DESCRIPTORS IN MOLECULAR SIMILARITY CALCULATIONS

Molecular similarity is studied via density functional theory-based si milarity indices using a numerical integration method. Complementary t o the existing similarity indices, we introduce a reactivity-related s imilarity index based on the local softness. After a study of some tes t systems, a series of peptide isosteres is studied in view of their i mportance in pharmacology. The whole of the present work illustrates t he importance of the study of molecular similarity based on both shape and reactivity. (C) 1998 Elsevier Science B.V. All rights reserved.