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TitleDiscovery, structure-activity relationship, and pharmacological evaluation of (5-substituted-pyrrolidinyl-2-carbonyl)-2-cyanopyrrolidines as potent dipeptidyl peptidase IV inhibitors.
Journal, issue, pagesJ. Med. Chem., Vol. 49, Page 3520-3535, Year 2006
Publish dateFeb 23, 2006 (structure data deposition date)
AuthorsPei, Z. / Li, X. / Longenecker, K. / Von Geldern, T.W. / Wiedeman, P.E. / Lubben, T.H. / Zinker, B.A. / Stewart, K. / Ballaron, S.J. / Stashko, M.A. ...Pei, Z. / Li, X. / Longenecker, K. / Von Geldern, T.W. / Wiedeman, P.E. / Lubben, T.H. / Zinker, B.A. / Stewart, K. / Ballaron, S.J. / Stashko, M.A. / Mika, A.K. / Beno, D.W. / Long, M. / Wells, H. / Kempf-Grote, A.J. / Madar, D.J. / McDermott, T.S. / Bhagavatula, L. / Fickes, M.G. / Pireh, D. / Solomon, L.R. / Lake, M.R. / Edalji, R. / Fry, E.H. / Sham, H.L. / Trevillyan, J.M.
External linksJ. Med. Chem. / PubMed:16759095
MethodsX-ray diffraction
Resolution2 - 2.4 Å
Structure data

PDB-2g5p:
Crystal structure of human dipeptidyl peptidase IV (DPPIV) complexed with cyanopyrrolidine (C5-pro-pro) inhibitor 21ac
Method: X-RAY DIFFRACTION / Resolution: 2.4 Å

PDB-2g5t:
Crystal structure of human dipeptidyl peptidase IV (DPPIV) complexed with cyanopyrrolidine (C5-pro-pro) inhibitor 21ag
Method: X-RAY DIFFRACTION / Resolution: 2.3 Å

PDB-2g63:
Crystal structure of human dipeptidyl peptidase IV (DPPIV) complexed with cyanopyrrolidine (C5-pro-pro) inhibitor 24b
Method: X-RAY DIFFRACTION / Resolution: 2 Å

Chemicals

ChemComp-ADF:
4-{[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHOXY}-3-TERT-BUTYLBENZOIC ACID

ChemComp-HOH:
WATER

ChemComp-ACF:
3-{[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHOXY}-4-CHLOROBENZOIC ACID

ChemComp-AAF:
METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE

Source
  • homo sapiens (human)
KeywordsHYDROLASE / serine peptidase / beta-propeller

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