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Inhibitor Report for: beta-aminoacyl-thiazolidine-2da

Name Class
beta-aminoacyl-thiazolidine-2daTypeTrifluoro
Sulfur Compound
Thiazolidine
Other_NameN-(4-{[({(2r)-3-[(3r)-3-Amino-4-(2,4,5-Trifluorophenyl)butanoyl]-1,3-Thiazolidin-2-Yl}carbonyl)amino]methyl}phenyl)-D-Valine
AZV
2DA
Chemical_Nomenclature(2R)-2-[4-[[[3-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-1,3-thiazolidine-2-carbonyl]amino]methyl]anilino]-3-methylbutanoic acid
FormulaC26H31F3N4O4S
MW552.61
PaperPark_2011_Bioorg.Med.Chem.Lett_21_1366
Structure3Q8W
CommentIC(50) value of 1 nM, and selective over DPP-2, DPP-8, and DPP-9. Stable, and showed no CYP inhibition, hERG binding or cytotoxicity. Compound 2db, an ester prodrug of 2da, showed good in vivo DPP-IV inhibition after oral administration in rat and dog models.
Gene_locushuman-DPP4
CID50919286
FamilyDPP4N_Peptidase_S9
InChIKeyZUNWVBNRQTWJFD-DELLSAQKSA-N
CanonicalSMILESCC(C)C(C(=O)O)NC1=CC=C(C=C1)CNC(=O)C2N(CCS2)C(=O)CC(CC3=CC(=C(C=C3F)F)F)N
InChIInChI=1S/C26H31F3N4O4S/c1-14(2)23(26(36)37)32-18-5-3-15(4-6-18)13-31-24(35)25-33(7-8-38-25)22(34)11-17(30)9-16-10-20(28)21(29)12-19(16)27/h3-6,10,12,14,17,23,25,32H,7-9,11,13,30H2,1-2H3,(H,31,35)(H,36,37)/t17-,23-,25?/m1/s1

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Mail to: Nicolas Lenfant, Thierry Hotelier, Yves Bourne, Pascale Marchot and Arnaud Chatonnet.
Please cite: Lenfant 2013 Nucleic.Acids.Res. or Marchot Chatonnet 2012 Prot.Pept Lett.
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