benzyl N-[(1S)-1-{[(2S)-5-carbamimidamido-2-[(4-methyl-2-oxo-2H-chromen-7-yl)amino]pentanoyl]carbamoyl}-2-phenylethyl]carbamate

• ChemBase ID: 103101
• Molecular Formular: C33H36N6O6
• Molecular Mass: 612.67554
• Monoisotopic Mass: 612.2696329
• SMILES: Cc1cc(=O)oc2cc(N[C@@H](CCCNC(=N)N)C(=O)NC(=O)[C@H](Cc3ccccc3)NC(=O)OCc3ccccc3)ccc12
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C33H36N6O6/c1-21-17-29(40)45-28-19-24(14-15-25(21)28)37-26(13-8-16-36-32(34)35)30(41)39-31(42)27(18-22-9-4-2-5-10-22)38-33(43)44-20-23-11-6-3-7-12-23/h2-7,9-12,14-15,17,19,26-27,37H,8,13,16,18,20H2,1H3,(H,38,43)(H4,34,35,36)(H,39,41,42)/t26-,27-/m0/s1
• InChIKey: ZJHZQAYHEHUARV-SVBPBHIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(2S)-5-carbamimidamido-2-[(4-methyl-2-oxo-2H-chromen-7-yl)amino]pentanoyl]carbamoyl}-2-phenylethyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(2S)-5-carbamimidamido-2-[(4-methyl-2-oxochromen-7-yl)amino]pentanoyl]carbamoyl}-2-phenylethyl]carbamate
• Synonyms: Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride; N-CBZ-L-PHENYLALANYL-L-ARGININE-4-METHYLCOUMARYL-7-AMIDE

Database IDs

• CAS Number: 65147-22-0
• PubChem SID: 162090585
• PubChem CID: 125187

CALCULATED PROPERTIES

• Acid pKa: 11.307249
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 0.92181325
• LogD (pH = 7.4): 0.9257573
• Log P: 2.4739847
• Molar Refractivity: 179.5694 cm^3
• Polarizability: 64.3277 Å^3
• Polar Surface Area: 184.73 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02150579

Hydrochloride
Fluorogenic substrate for plasma kallikrein. Also excellent substrate for fluorometric assay of Cathepsin and Cathepsin B.