(2S)-6-amino-2-[(2S)-2-[(2S)-2-acetamidopropanamido]propanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide

• ChemBase ID: 106406
• Molecular Formular: C24H33N5O6
• Molecular Mass: 487.54872
• Monoisotopic Mass: 487.2430838
• SMILES: C[C@H](NC(=O)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)C)C
• InChI: InChI=1S/C24H33N5O6/c1-13-11-21(31)35-20-12-17(8-9-18(13)20)28-24(34)19(7-5-6-10-25)29-23(33)15(3)27-22(32)14(2)26-16(4)30/h8-9,11-12,14-15,19H,5-7,10,25H2,1-4H3,(H,26,30)(H,27,32)(H,28,34)(H,29,33)/t14-,15-,19-/m0/s1
• InChIKey: IGTZKZNAOYCQTL-DOXZYTNZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-acetamidopropanamido]propanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-acetamidopropanamido]propanamido]-N-(4-methyl-2-oxochromen-7-yl)hexanamide
• Synonyms: Ac-Ala-Ala-Lys-AMC; Ac-AAK-AMC; Ac-Ala-Ala-Lys-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105442
• PubChem CID: 25108600

CALCULATED PROPERTIES

• Acid pKa: 11.859859
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.4449444
• LogD (pH = 7.4): -3.0241053
• Log P: -0.4209931
• Molar Refractivity: 129.898 cm^3
• Polarizability: 49.745872 Å^3
• Polar Surface Area: 168.72 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC048

A fluorogenic substrate for Tryptase.

REFERENCES

• Schwartz, L.B. et al., The N. E. J. of Med., June 25 (1987).
• Schwartz, L.B. et al., J. Imm., 126:1290 (1981).