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

• ChemBase ID: 106283
• Molecular Formular: C24H24F3N5O5
• Molecular Mass: 519.4730696
• Monoisotopic Mass: 519.17295355
• SMILES: NC(=N)NCCC[C@H](NC(=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)OCc1ccccc1
• InChI: InChI=1S/C24H24F3N5O5/c25-24(26,27)17-12-20(33)37-19-11-15(8-9-16(17)19)31-21(34)18(7-4-10-30-22(28)29)32-23(35)36-13-14-5-2-1-3-6-14/h1-3,5-6,8-9,11-12,18H,4,7,10,13H2,(H,31,34)(H,32,35)(H4,28,29,30)/t18-/m0/s1
• InChIKey: KINAJZYLZIEITI-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105567
• PubChem CID: 25108505

CALCULATED PROPERTIES

• Acid pKa: 12.524363
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.16648164
• LogD (pH = 7.4): 0.16989934
• Log P: 2.2231045
• Molar Refractivity: 138.5855 cm^3
• Polarizability: 47.355766 Å^3
• Polar Surface Area: 155.63 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC023

A fluorogenic substrate for Trypsin.

REFERENCES

• Powers, J.C. et al., J. Appl. Toxicol., 20:5177 (2000).