(2S)-2,6-diamino-N-[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]hexanamide

• ChemBase ID: 106398
• Molecular Formular: C19H26N4O4
• Molecular Mass: 374.43414
• Monoisotopic Mass: 374.19540533
• SMILES: C[C@H](NC(=O)[C@@H](N)CCCCN)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)C)N
• InChI: InChI=1S/C19H26N4O4/c1-11-9-17(24)27-16-10-13(6-7-14(11)16)23-18(25)12(2)22-19(26)15(21)5-3-4-8-20/h6-7,9-10,12,15H,3-5,8,20-21H2,1-2H3,(H,22,26)(H,23,25)/t12-,15-/m0/s1
• InChIKey: BEIXTDYXKGFYLC-WFASDCNBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,6-diamino-N-[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]hexanamide
• IUPAC Traditional name: (2S)-2,6-diamino-N-[(1S)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]ethyl]hexanamide
• Synonyms: Lys-Ala-AMC; LA-AMC; Lys-Ala-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105437
• PubChem CID: 125104

CALCULATED PROPERTIES

• Acid pKa: 12.260127
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -5.2201524
• LogD (pH = 7.4): -3.116744
• Log P: 0.2966793
• Molar Refractivity: 103.1568 cm^3
• Polarizability: 39.58847 Å^3
• Polar Surface Area: 136.54 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC035

A fluorogenic substrate for DPP-II.

REFERENCES

• Smid, J.R. et al., Anat. Res., 233:394 (1992).
• Vargas, M.A. et al., Peptides, 13:255 (1992).