benzyl N-[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-methylpropyl]carbamate

• ChemBase ID: 106561
• Molecular Formular: C36H49N7O6
• Molecular Mass: 675.81756
• Monoisotopic Mass: 675.37443232
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)OCc2ccccc2)C(C)C)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)OCc2ccccc2)CC(C)C)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C36H49N7O6/c1-22(2)18-29(42-34(46)31(23(3)4)43-36(47)49-21-24-12-7-6-8-13-24)33(45)41-28(16-11-17-39-35(37)38)32(44)40-26-19-25-14-9-10-15-27(25)30(20-26)48-5/h6-10,12-15,19-20,22-23,28-29,31H,11,16-18,21H2,1-5H3,(H,40,44)(H,41,45)(H,42,46)(H,43,47)(H4,37,38,39)/t28-,29-,31-/m0/s1
• InChIKey: XAELECOYPAIDFB-QMOZSOIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-methylpropyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-methylpropyl]carbamate
• Synonyms: Z-Val-Leu-Arg-MNA; Z-VLR-MNA; Z-Val-Leu-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105590
• PubChem CID: 25108716

CALCULATED PROPERTIES

• Acid pKa: 12.196025
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): 1.5929317
• LogD (pH = 7.4): 1.597336
• Log P: 3.577196
• Molar Refractivity: 198.0578 cm^3
• Polarizability: 73.44962 Å^3
• Polar Surface Area: 196.76 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA065

A fluorogenic/colorimetric substrate for Glandular Kallikrein.

REFERENCES

• Marata, M.A. et al., Can. Res., 48:4158 (1988).
• Shori, D.K. et al., Biochem. Pharmacology, 43(6):1209 (1992).
• Chan, K. et al., Diabetes, 42:113 (1993).