anagliptin   Click here for help

GtoPdb Ligand ID: 11582

Synonyms: compound 4a [PMID: 22019046] | CWP-403 | SK-0403 | SK0403 | Suiny®
Approved drug PDB Ligand
anagliptin is an approved drug (Japan (2012))
Compound class: Synthetic organic
Comment: Anagliptin (SkK-0403) is a dipeptidyl peptidase-4 (DPP4) inhibitor [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 115.42
Molecular weight 383.21
XLogP 0.03
No. Lipinski's rules broken 0
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Canonical SMILES N#C[C@@H]1CCCN1C(=O)CNC(CNC(=O)c1cnc2n(c1)nc(c2)C)(C)C
Isomeric SMILES N#C[C@@H]1CCCN1C(=O)CNC(CNC(=O)c1cnc2n(c1)nc(c2)C)(C)C
InChI InChI=1S/C19H25N7O2/c1-13-7-16-21-9-14(11-26(16)24-13)18(28)22-12-19(2,3)23-10-17(27)25-6-4-5-15(25)8-20/h7,9,11,15,23H,4-6,10,12H2,1-3H3,(H,22,28)/t15-/m0/s1
1. Kato N, Oka M, Murase T, Yoshida M, Sakairi M, Yamashita S, Yasuda Y, Yoshikawa A, Hayashi Y, Makino M et al.. (2011)
Discovery and pharmacological characterization of N-[2-({2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl}amino)-2-methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide hydrochloride (anagliptin hydrochloride salt) as a potent and selective DPP-IV inhibitor.
Bioorg Med Chem, 19 (23): 7221-7. [PMID:22019046]
2. Nishio S, Abe M, Ito H. (2015)
Anagliptin in the treatment of type 2 diabetes: safety, efficacy, and patient acceptability.
Diabetes Metab Syndr Obes, 8: 163-71. [PMID:25834461]