Structure Report for: 3WQH

Watanabe, Y.S., Okada, S., Motoyama, T., Takahashi, R., Adachi, H., Oka

Title: Anagliptin, a potent dipeptidyl peptidase IV inhibitor: its single-crystal structure and enzyme interactions
Watanabe YS, Yasuda Y, Kojima Y, Okada S, Motoyama T, Takahashi R, Oka M
Ref: J Enzyme Inhib Med Chem, 30:981, 2015 : PubMed
Abstract


ESTHER: Watanabe_2015_J.Enzyme.Inhib.Med.Chem_30_981
PubMedSearch: Watanabe 2015 J.Enzyme.Inhib.Med.Chem 30 981
PubMedID: 26147347
Gene_locus related to this paper: human-DPP4
Inhibitor(s) related to this paper: Anagliptin

Abstract

The single-crystal structure of anagliptin, N-[2-({2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl}amino)-2-methylpropyl]-2-methyl pyrazolo[1,5-a]pyrimidine-6-carboxamide, was determined. Two independent molecules were held together by intermolecular hydrogen bonds, and the absolute configuration of the 2-cyanopyrrolidine ring delivered from l-prolinamide was confirmed to be S. The interactions of anagliptin with DPP-4 were clarified by the co-crystal structure solved at 2.85 A resolution. Based on the structure determined by X-ray crystallography, the potency and selectivity of anagliptin were discussed, and an SAR study using anagliptin derivatives was performed.