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

• ChemBase ID: 106313
• Molecular Formular: C28H30F3N7O7
• Molecular Mass: 633.5757096
• Monoisotopic Mass: 633.215881
• SMILES: NC(=N)NCCC[C@H](NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1
• InChI: InChI=1S/C28H30F3N7O7/c29-28(30,31)19-12-24(41)45-21-11-17(8-9-18(19)21)37-25(42)20(7-4-10-34-26(32)33)38-23(40)14-35-22(39)13-36-27(43)44-15-16-5-2-1-3-6-16/h1-3,5-6,8-9,11-12,20H,4,7,10,13-15H2,(H,35,39)(H,36,43)(H,37,42)(H,38,40)(H4,32,33,34)/t20-/m0/s1
• InChIKey: TWNJYUWAKBTEJI-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105943
• PubChem CID: 25108534

CALCULATED PROPERTIES

• Acid pKa: 11.367219
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.0440295
• LogD (pH = 7.4): -2.0363197
• Log P: -0.1439841
• Molar Refractivity: 164.1925 cm^3
• Polarizability: 57.27121 Å^3
• Polar Surface Area: 213.83 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC056

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).