(2S)-2-amino-4-methyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide

• ChemBase ID: 106387
• Molecular Formular: C16H20N2O3
• Molecular Mass: 288.3416
• Monoisotopic Mass: 288.14739251
• SMILES: CC(C)C[C@H](N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: CC(C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N)C
• InChI: InChI=1S/C16H20N2O3/c1-9(2)6-13(17)16(20)18-11-4-5-12-10(3)7-15(19)21-14(12)8-11/h4-5,7-9,13H,6,17H2,1-3H3,(H,18,20)/t13-/m0/s1
• InChIKey: GTAAIHRZANUVJS-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-methyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: (2S)-2-amino-4-methyl-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: L-Leu-AMC; L-L-AMC; L-Leu-7-Amino-4-Methylcoumarin

Database IDs

• CAS Number: 66447-31-2
• PubChem SID: 162089042
• PubChem CID: 171787

CALCULATED PROPERTIES

• Acid pKa: 13.047167
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.36337495
• LogD (pH = 7.4): 1.2959193
• Log P: 2.2192092
• Molar Refractivity: 82.2208 cm^3
• Polarizability: 31.310612 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC007

A fluorogenic substrate for Aminopeptidase M.

REFERENCES

• Smith, G.P. et al., Biochem. Biophys. Acta., 719:532 (1982).