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

• ChemBase ID: 106404
• Molecular Formular: C18H21N3O4
• Molecular Mass: 343.37704
• Monoisotopic Mass: 343.15320617
• SMILES: C[C@H](N)C(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)[C@@H](N)C)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C18H21N3O4/c1-10-8-16(22)25-15-9-12(5-6-13(10)15)20-17(23)14-4-3-7-21(14)18(24)11(2)19/h5-6,8-9,11,14H,3-4,7,19H2,1-2H3,(H,20,23)/t11-,14-/m0/s1
• InChIKey: KWBQMDXXCSNTMD-FZMZJTMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-aminopropanoyl]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2-aminopropanoyl]-N-(4-methyl-2-oxochromen-7-yl)pyrrolidine-2-carboxamide
• Synonyms: Ala-Pro-AMC; AP-AMC; Ala-Pro-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105440
• PubChem CID: 25108598

CALCULATED PROPERTIES

• Acid pKa: 13.015559
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7492115
• LogD (pH = 7.4): -0.059660736
• Log P: 0.70124555
• Molar Refractivity: 93.5337 cm^3
• Polarizability: 35.502716 Å^3
• Polar Surface Area: 101.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC042

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).