2-{[(1Z)-[(methoxycarbonyl)amino]({[2-nitro-5-(propylsulfanyl)phenyl]imino})methyl]amino}ethane-1-sulfonic acid

• ChemBase ID: 175081
• Molecular Formular: C14H20N4O7S2
• Molecular Mass: 420.4612
• Monoisotopic Mass: 420.077341
• SMILES: c1cc(cc(c1[N+](=O)[O-])/N=C(/NCCS(=O)(=O)O)\NC(=O)OC)SCCC
• Canonical SMILES: CCCSc1ccc(c(c1)/N=C(\NC(=O)OC)/NCCS(=O)(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C14H20N4O7S2/c1-3-7-26-10-4-5-12(18(20)21)11(9-10)16-13(17-14(19)25-2)15-6-8-27(22,23)24/h4-5,9H,3,6-8H2,1-2H3,(H,22,23,24)(H2,15,16,17,19)
• InChIKey: WCBVUETZRWGIJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(1Z)-[(methoxycarbonyl)amino]({[2-nitro-5-(propylsulfanyl)phenyl]imino})methyl]amino}ethane-1-sulfonic acid
• IUPAC Traditional name: 2-{[(1Z)-[(methoxycarbonyl)amino]({[2-nitro-5-(propylsulfanyl)phenyl]imino})methyl]amino}ethanesulfonic acid
• Synonyms: 2-[[[(Methoxycarbonyl)amino][[2-nitro-5-(propylthio)phenyl]amino]methylene]amino]ethanesulfonic Acid; Hapadex; Hapasil; Netobimin

Database IDs

• CAS Number: 88255-01-0
• PubChem SID: 164230991
• PubChem CID: 71449

CALCULATED PROPERTIES

• Acid pKa: -1.7974252
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 0.4662846
• LogD (pH = 7.4): -0.34094414
• Log P: 2.2436738
• Molar Refractivity: 102.0661 cm^3
• Polarizability: 38.59727 Å^3
• Polar Surface Area: 162.91 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N390900

Phenylguanidine anthelmintic. Anthelmintic.

REFERENCES

• Williams, J.C., et al.: Am. J. Vet. Res., 46, 2188 (1985)
• Delatour, P., et al.: J. Vet. Pharmacol. Ther., 9, 230 (1985)