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

• ChemBase ID: 106660
• Molecular Formular: C23H29N5O4S
• Molecular Mass: 471.57246
• Monoisotopic Mass: 471.19402543
• SMILES: NC(=N)NCCC[C@H](NC(=O)CNC(=O)OCc1ccccc1)C(=O)SCc1ccccc1
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)SCc1ccccc1)NC(=O)CNC(=O)OCc1ccccc1
• InChI: InChI=1S/C23H29N5O4S/c24-22(25)26-13-7-12-19(21(30)33-16-18-10-5-2-6-11-18)28-20(29)14-27-23(31)32-15-17-8-3-1-4-9-17/h1-6,8-11,19H,7,12-16H2,(H,27,31)(H,28,29)(H4,24,25,26)/t19-/m0/s1
• InChIKey: GAFSJNMDBJDBDD-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-({[(2S)-1-(benzylsulfanyl)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}methyl)carbamate
• IUPAC Traditional name: benzyl N-({[(2S)-1-(benzylsulfanyl)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}methyl)carbamate
• Synonyms: Z-Gly-Arg-Thiobenzyl Ester; Z-GR-Thiobenzyl Ester; Z-Gly-Arg-Thiobenzyl Ester

Database IDs

• PubChem SID: 162105607
• PubChem CID: 25108806

CALCULATED PROPERTIES

• Acid pKa: 12.559763
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.32581985
• LogD (pH = 7.4): -0.32235968
• Log P: 1.7584642
• Molar Refractivity: 138.1332 cm^3
• Polarizability: 49.483974 Å^3
• Polar Surface Area: 146.4 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03SB007

A colorimetric substrate for Plasminogen Activator Serine Protease.

REFERENCES

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