(2S)-1-(2-aminoacetyl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 106297
• Molecular Formular: C17H16F3N3O4
• Molecular Mass: 383.3218496
• Monoisotopic Mass: 383.10929067
• SMILES: NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• InChI: InChI=1S/C17H16F3N3O4/c18-17(19,20)11-7-15(25)27-13-6-9(3-4-10(11)13)22-16(26)12-2-1-5-23(12)14(24)8-21/h3-4,6-7,12H,1-2,5,8,21H2,(H,22,26)/t12-/m0/s1
• InChIKey: PSEMEFVPHHIWLG-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-aminoacetyl)-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-(2-aminoacetyl)-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pyrrolidine-2-carboxamide
• Synonyms: Gly-Pro-AFC; GP-AFC; Gly-Pro-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105386
• PubChem CID: 25108518

CALCULATED PROPERTIES

• Acid pKa: 12.781176
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7578137
• LogD (pH = 7.4): -0.0702595
• Log P: 0.49690843
• Molar Refractivity: 89.9723 cm^3
• Polarizability: 33.09786 Å^3
• Polar Surface Area: 101.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC039

A fluorogenic substrate for DPP-IV.

REFERENCES

• Loch, N. et al., Eur. J. Biochem., 210:161 (1992).
• Smith, R.E. et al., Histochem. J., 24:637 (1992).