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ID: ALA1140259

Journal: Bioorg Med Chem Lett

Title: Isomeric thiazole derivatives as ligands for the neuropeptide Y5 receptor.

Authors: Nettekoven M, Guba W, Neidhart W, Mattei P, Pflieger P, Roche O, Taylor S.

Abstract: Sets of isomeric thiazole derivatives 1 and 2 have been synthesised in a parallel iterative solution-phase synthesis approach guided by the SAR analysis derived from biological results and computer-aided design and analysis. This synergistic and streamlined working procedure led to highly active isomeric NPY5 receptor ligands. However, a 10-fold difference at least in their respective binding affinities was consistently found for all isomeric pairs 1 and 2. The analysis of conformational differences due to heteroatom interactions in 1 and 2 revealed a favourable C=O...S interaction in 1, whereas thiazoles 2 showed a repulsive C=O...N interaction.

CiteXplore: 15951170

DOI: 10.1016/j.bmcl.2005.05.009