4-[({[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]butanoic acid

• ChemBase ID: 106553
• Molecular Formular: C24H32N6O6
• Molecular Mass: 500.54748
• Monoisotopic Mass: 500.23833277
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)CCCC(=O)O)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)CNC(=O)CCCC(=O)O)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C24H32N6O6/c1-36-19-13-16(12-15-6-2-3-7-17(15)19)29-23(35)18(8-5-11-27-24(25)26)30-21(32)14-28-20(31)9-4-10-22(33)34/h2-3,6-7,12-13,18H,4-5,8-11,14H2,1H3,(H,28,31)(H,29,35)(H,30,32)(H,33,34)(H4,25,26,27)/t18-/m0/s1
• InChIKey: YUOVUYMTUFFHHE-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[({[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]butanoic acid
• IUPAC Traditional name: 4-[({[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}methyl)carbamoyl]butanoic acid
• Synonyms: Glutaryl-Gly-Arg-MNA; Glutaryl-GR-MNA; Glutaryl-Gly-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105520
• PubChem CID: 25108711

CALCULATED PROPERTIES

• Acid pKa: 3.778089
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -1.8915423
• LogD (pH = 7.4): -1.8848788
• Log P: -1.8848653
• Molar Refractivity: 142.8554 cm^3
• Polarizability: 51.46952 Å^3
• Polar Surface Area: 195.73 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA050

A fluorogenic/colorimetric substrate for Urokinase.

REFERENCES

• Huseby, R.M. et al., Throm. Res., 10:679 (1977).