BIOISOSTERIC EQUIVALENCE OF FIVE-MEMBERED HETEROCYCLES

Abstract

A variety of factors can affect bioisosteric relationships between structural motifs in a medicinal chemistry optimization project, both in terms of ligand affinity to a given target and off-target profile. Such parameters, e. g. the ability to participate in hydrogen bonding and π–π-interactions, basicity, and solubility are discussed with a particular focus on five-membered heterocycles and their application in drug design.

Also published in Chemistry of Heterocyclic Compounds, 2012, 48 (1), pp 27-32

http://link.springer.com/article/10.1007/s10593-012-0964-8