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

• ChemBase ID: 106402
• Molecular Formular: C17H19N3O4
• Molecular Mass: 329.35046
• Monoisotopic Mass: 329.1375561
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@@H]1CCCN1C(=O)CN)c2
• Canonical SMILES: NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C17H19N3O4/c1-10-7-16(22)24-14-8-11(4-5-12(10)14)19-17(23)13-3-2-6-20(13)15(21)9-18/h4-5,7-8,13H,2-3,6,9,18H2,1H3,(H,19,23)/t13-/m0/s1
• InChIKey: UTDVHCQTKWTQEA-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-aminoacetyl)-N-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-(2-aminoacetyl)-N-(4-methyl-2-oxochromen-7-yl)pyrrolidine-2-carboxamide
• Synonyms: Gly-Phe-AMC; GF-AMC; Gly-Phe-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105439
• PubChem CID: 125640

CALCULATED PROPERTIES

• Acid pKa: 13.015564
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.122241
• LogD (pH = 7.4): -0.43468598
• Log P: 0.13248132
• Molar Refractivity: 89.0398 cm^3
• Polarizability: 33.668293 Å^3
• Polar Surface Area: 101.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC039

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).