benzyl N-[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}butyl]carbamate

• ChemBase ID: 106408
• Molecular Formular: C30H39N9O6
• Molecular Mass: 621.68736
• Monoisotopic Mass: 621.30233001
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)OCc1ccccc1)c2
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C30H39N9O6/c1-18-15-25(40)45-24-16-20(11-12-21(18)24)37-26(41)22(9-5-13-35-28(31)32)38-27(42)23(10-6-14-36-29(33)34)39-30(43)44-17-19-7-3-2-4-8-19/h2-4,7-8,11-12,15-16,22-23H,5-6,9-10,13-14,17H2,1H3,(H,37,41)(H,38,42)(H,39,43)(H4,31,32,35)(H4,33,34,36)/t22-,23-/m0/s1
• InChIKey: DLELKZFCVLJXKZ-GOTSBHOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}butyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]carbamoyl}butyl]carbamate
• Synonyms: Z-Arg-Arg-AMC; Z-RR-AMC; Z-Arg-Arg-7-Amino-4-Methylcoumarin

Database IDs

• CAS Number: 136132-67-7
• PubChem SID: 162087685
• PubChem CID: 439707

CALCULATED PROPERTIES

• Acid pKa: 12.453175
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -4.060114
• LogD (pH = 7.4): -4.0528
• Log P: 0.22378425
• Molar Refractivity: 188.3762 cm^3
• Polarizability: 63.306725 Å^3
• Polar Surface Area: 246.63 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC051

HYGROSCOPIC. Keep in desiccator. A sensitive fluorogenic substrate for the quantitative determination of cathepsin B activity.
Excitation max.: ~360-380 nm, Emission max.: ~430-460 nm

REFERENCES

• Trabandt, A. et al., Arth. and Rheum., 34(11): 1444.
• Hasnain, S et al., Biol. Chem. Hoppe- Seyler, 373:413 (1992).
• Smith, R.E. et al., Antican. Res., 8:525 (1988).
• Hiwasa, T., et al. 1987. FEBS Lett. 211, 23.
• Manson, R.W., et al. 1985. Biochem. J. 226, 233.
• Tanaka, M., et al. 1985. Life Sci. 36, 1217.
• Docherty, K., et al. 1984. J. Biol. Chem. 259, 6041.
• Barrett, A.J., and Kirschke, H. 1981. Methods Enzymol. 80, 535.
• Barrett, A.J. 1980. Biochem. J. 187, 909.