(4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]pentyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-carboxypropyl]carbamoyl}-4-acetamidobutanoic acid

• ChemBase ID: 106453
• Molecular Formular: C38H55N7O12
• Molecular Mass: 801.883
• Monoisotopic Mass: 801.39087024
• SMILES: CC(C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)C)C(C)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](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CCC(=O)O)CCC(=O)O
• InChI: InChI=1S/C38H55N7O12/c1-19(2)32(37(55)43-25(9-7-8-16-39)34(52)41-23-10-11-24-21(5)17-31(51)57-28(24)18-23)45-38(56)33(20(3)4)44-36(54)27(13-15-30(49)50)42-35(53)26(40-22(6)46)12-14-29(47)48/h10-11,17-20,25-27,32-33H,7-9,12-16,39H2,1-6H3,(H,40,46)(H,41,52)(H,42,53)(H,43,55)(H,44,54)(H,45,56)(H,47,48)(H,49,50)/t25-,26-,27-,32-,33-/m0/s1
• InChIKey: XNSCAUZOUBBHER-JCVZHIKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]pentyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-carboxypropyl]carbamoyl}-4-acetamidobutanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-5-amino-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]pentyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-carboxypropyl]carbamoyl}-4-acetamidobutanoic acid
• Synonyms: Ac-Glu-Glu-Val-Val-Lys-AMC; Ac-EEVVK-AMC; Ac-Glu-Glu-Val-Val-Lys-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105622
• PubChem CID: 25108640

CALCULATED PROPERTIES

• Acid pKa: 3.5432835
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -4.057842
• LogD (pH = 7.4): -5.758456
• Log P: -2.9777255
• Molar Refractivity: 204.0648 cm^3
• Polarizability: 79.15047 Å^3
• Polar Surface Area: 301.52 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC178

A fluorogenic substrate for Hepatitis C Virus NS3 Protease substrates.

REFERENCES

• Pennington, M.W. et al., J. Cell Biochem., 135:1186 (1996).