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

• ChemBase ID: 106558
• Molecular Formular: C29H35N7O6
• Molecular Mass: 577.6315
• Monoisotopic Mass: 577.26488188
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)CNC(=O)OCc2ccccc2)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)OCc2ccccc2)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C29H35N7O6/c1-41-24-15-21(14-20-10-5-6-11-22(20)24)35-27(39)23(12-7-13-32-28(30)31)36-26(38)17-33-25(37)16-34-29(40)42-18-19-8-3-2-4-9-19/h2-6,8-11,14-15,23H,7,12-13,16-18H2,1H3,(H,33,37)(H,34,40)(H,35,39)(H,36,38)(H4,30,31,32)/t23-/m0/s1
• InChIKey: KZPIYKPHCXHBIA-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-{[({[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]methyl}carbamate
• IUPAC Traditional name: benzyl N-{[({[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]methyl}carbamate
• Synonyms: Z-Gly-Gly-Arg-MNA; Z-GGR-MNA; Z-Gly-Gly-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162106014
• PubChem CID: 21125824

CALCULATED PROPERTIES

• Acid pKa: 11.70491
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.6862049
• LogD (pH = 7.4): -1.6820202
• Log P: 0.30146727
• Molar Refractivity: 166.4008 cm^3
• Polarizability: 60.580177 Å^3
• Polar Surface Area: 196.76 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA056

A fluorogenic/colorimetric substrate for Plasminogen Activator.

REFERENCES

• Huseby, R.M. et al., Throm. Res., 10:679 (1977).
• Suido, N.M.E. et al., J. Periodontal Res., 22:412 (1987).