benzyl N-[(2S)-1-(benzylsulfanyl)-5-carbamimidamido-1-oxopentan-2-yl]carbamate

• ChemBase ID: 106656
• Molecular Formular: C21H26N4O3S
• Molecular Mass: 414.52114
• Monoisotopic Mass: 414.17256171
• SMILES: NC(=N)NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)SCc1ccccc1
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)SCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C21H26N4O3S/c22-20(23)24-13-7-12-18(19(26)29-15-17-10-5-2-6-11-17)25-21(27)28-14-16-8-3-1-4-9-16/h1-6,8-11,18H,7,12-15H2,(H,25,27)(H4,22,23,24)/t18-/m0/s1
• InChIKey: FUGAPOARIHJRAG-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S)-1-(benzylsulfanyl)-5-carbamimidamido-1-oxopentan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[(2S)-1-(benzylsulfanyl)-5-carbamimidamido-1-oxopentan-2-yl]carbamate
• Synonyms: Z-Arg-Thiobenzyl Ester; Z-R-Thiobenzyl Ester; Z-Arg-Thiobenzyl Ester

Database IDs

• PubChem SID: 162105604
• PubChem CID: 25108802

CALCULATED PROPERTIES

• Acid pKa: 13.583505
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.77945906
• LogD (pH = 7.4): 0.7825816
• Log P: 3.0738904
• Molar Refractivity: 125.3297 cm^3
• Polarizability: 44.572483 Å^3
• Polar Surface Area: 117.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03SB001

A colorimetric substrate for Trypsinlike Protease Substrates.

REFERENCES

• McRae, B.J. et al., Biochem., 20:7196 (1981).