benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamate

• ChemBase ID: 106411
• Molecular Formular: C38H43N7O7
• Molecular Mass: 709.79072
• Monoisotopic Mass: 709.32239675
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)c2
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C38H43N7O7/c1-24-20-33(46)52-32-22-27(16-17-28(24)32)42-34(47)29(14-8-18-41-37(39)40)43-35(48)31-15-9-19-45(31)36(49)30(21-25-10-4-2-5-11-25)44-38(50)51-23-26-12-6-3-7-13-26/h2-7,10-13,16-17,20,22,29-31H,8-9,14-15,18-19,21,23H2,1H3,(H,42,47)(H,43,48)(H,44,50)(H4,39,40,41)/t29-,30-,31-/m0/s1
• InChIKey: NRLXVFDAQFYWNA-CHQNGUEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[(2S)-1-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamate
• Synonyms: Z-Phe-Pro-Arg-AMC; Z-FPR-AMC; Z-Phe-Pro-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105443
• PubChem CID: 25108602

CALCULATED PROPERTIES

• Acid pKa: 12.268629
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 0.6580219
• LogD (pH = 7.4): 0.66248375
• Log P: 2.6927953
• Molar Refractivity: 204.5559 cm^3
• Polarizability: 74.01893 Å^3
• Polar Surface Area: 205.04 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC054

A fluorogenic substrate for Kallikrein.

REFERENCES

• Magihara, M. et al., Clin. Chem., 33:1463 (1987).