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

• ChemBase ID: 106413
• Molecular Formular: C28H33N7O7
• Molecular Mass: 579.60432
• Monoisotopic Mass: 579.24414643
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)c2
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1
• InChI: InChI=1S/C28H33N7O7/c1-17-12-25(38)42-22-13-19(9-10-20(17)22)34-26(39)21(8-5-11-31-27(29)30)35-24(37)15-32-23(36)14-33-28(40)41-16-18-6-3-2-4-7-18/h2-4,6-7,9-10,12-13,21H,5,8,11,14-16H2,1H3,(H,32,36)(H,33,40)(H,34,39)(H,35,37)(H4,29,30,31)/t21-/m0/s1
• InChIKey: SXTGIAYWYXVNLT-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105961
• PubChem CID: 21155421

CALCULATED PROPERTIES

• Acid pKa: 12.128547
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.4084923
• LogD (pH = 7.4): -2.4035583
• Log P: -0.4405036
• Molar Refractivity: 163.26 cm^3
• Polarizability: 57.861053 Å^3
• Polar Surface Area: 213.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC056

A fluorogenic substrate for Plasminogen Activator.

REFERENCES

• Huseby, R.M. et al., Throm. Res., 10:679 (1977).
• Suido, N.M.E. et al., J. Periodontal Res., 22:412 (1987).