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

• ChemBase ID: 106417
• Molecular Formular: C36H41N7O7
• Molecular Mass: 683.75344
• Monoisotopic Mass: 683.30674669
• SMILES: C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C36H41N7O7/c1-22-18-31(44)50-30-20-26(15-16-27(22)30)41-33(46)28(14-9-17-39-35(37)38)42-32(45)23(2)40-34(47)29(19-24-10-5-3-6-11-24)43-36(48)49-21-25-12-7-4-8-13-25/h3-8,10-13,15-16,18,20,23,28-29H,9,14,17,19,21H2,1-2H3,(H,40,47)(H,41,46)(H,42,45)(H,43,48)(H4,37,38,39)/t23-,28-,29-/m0/s1
• InChIKey: WEHXJEKJGFFEBW-OIFPXGRLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105446
• PubChem CID: 25108607

CALCULATED PROPERTIES

• Acid pKa: 11.611993
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): 0.38536385
• LogD (pH = 7.4): 0.3904062
• Log P: 2.3536038
• Molar Refractivity: 196.8668 cm^3
• Polarizability: 71.06748 Å^3
• Polar Surface Area: 213.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC062

A fluorogenic substrate for Plasma Kallikrein.