(2S)-2,6-diamino-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide

• ChemBase ID: 106388
• Molecular Formular: C16H21N3O3
• Molecular Mass: 303.35624
• Monoisotopic Mass: 303.15829155
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@@H](N)CCCCN)c2
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N
• InChI: InChI=1S/C16H21N3O3/c1-10-8-15(20)22-14-9-11(5-6-12(10)14)19-16(21)13(18)4-2-3-7-17/h5-6,8-9,13H,2-4,7,17-18H2,1H3,(H,19,21)/t13-/m0/s1
• InChIKey: ZLBMFVYCTXDWPT-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,6-diamino-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide
• IUPAC Traditional name: (2S)-2,6-diamino-N-(4-methyl-2-oxochromen-7-yl)hexanamide
• Synonyms: L-Lys-AMC; L-K-AMC; L-Lys-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105430
• PubChem CID: 7015860

CALCULATED PROPERTIES

• Acid pKa: 13.04815
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.778137
• LogD (pH = 7.4): -2.7007506
• Log P: 0.8331983
• Molar Refractivity: 85.8594 cm^3
• Polarizability: 32.83869 Å^3
• Polar Surface Area: 107.44 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC008

A fluorogenic substrate for Aminopeptidase B.

REFERENCES

• Cahn, S.A.T. et al., Biochem. Biophys. Rem. Comm., 127:962 (1985).