6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate

• ChemBase ID: 174906
• Molecular Formular: C19H17N5O2
• Molecular Mass: 347.37058
• Monoisotopic Mass: 347.13822481
• SMILES: c1c(cc2c(c1)cc(cc2)OC(=O)c1ccc(cc1)NC(=N)N)C(=N)N
• Canonical SMILES: NC(=N)Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)ccc(c2)C(=N)N
• InChI: InChI=1S/C19H17N5O2/c20-17(21)14-2-1-13-10-16(8-5-12(13)9-14)26-18(25)11-3-6-15(7-4-11)24-19(22)23/h1-10H,(H3,20,21)(H4,22,23,24)
• InChIKey: MQQNFDZXWVTQEH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate
• IUPAC Traditional name: 6-carbamimidoylnaphthalen-2-yl 4-carbamimidamidobenzoate
• Synonyms: FUT-175, 6-Amidino-2-naphthyl-4-guanidinoenzoate, mesylate; Nafamostat Mesylate

Database IDs

• CAS Number: 82956-11-4
• PubChem SID: 164230816
• PubChem CID: 4413

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.813672
• LogD (pH = 7.4): -0.27969515
• Log P: 2.5186195
• Molar Refractivity: 122.1174 cm^3
• Polarizability: 38.512295 Å^3
• Polar Surface Area: 138.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Tan to pale orange solid
• Melting Point: 178-180°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N210000

A non-peptide proteaseinhibitor.

REFERENCES

• Ayoyama, T., et al.: Chem. Pharm. Bull., 33, 1458 (1985)