3-amino-8-[(1E)-3-(3-carbamimidoylphenyl)triaz-1-en-1-yl]-5-(2H5)ethyl-6-phenylphenanthridin-5-ium bromide hydrobromide

• ChemBase ID: 171818
• Molecular Formular: C28H27Br2N7
• Molecular Mass: 621.36888
• Monoisotopic Mass: 619.0694679
• SMILES: c1c(cc2c(c1)c1c(c([n+]2CC)c2ccccc2)cc(cc1)/N=N/Nc1cccc(c1)C(=N)N)N.[Br-].Br
• Canonical SMILES: CC[n+]1c(c2ccccc2)c2cc(/N=N/Nc3cccc(c3)C(=N)N)ccc2c2c1cc(N)cc2.Br.[Br-]
• InChI: InChI=1S/C28H25N7.2BrH/c1-2-35-26-16-20(29)11-13-24(26)23-14-12-22(17-25(23)27(35)18-7-4-3-5-8-18)33-34-32-21-10-6-9-19(15-21)28(30)31;;/h3-17,29H,2H2,1H3,(H4,30,31,32,33);2*1H
• InChIKey: ZLKRCDXAXRAULJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-8-[(1E)-3-(3-carbamimidoylphenyl)triaz-1-en-1-yl]-5-(^2H₅)ethyl-6-phenylphenanthridin-5-ium bromide hydrobromide
• IUPAC Traditional name: 3-amino-8-[(1E)-3-(3-carbamimidoylphenyl)triaz-1-en-1-yl]-5-(^2H₅)ethyl-6-phenylphenanthridin-5-ium bromide hydrobromide
• Synonyms: 3-Amino-8-[3-[3-(aminoiminomethyl)phenyl]-2-triazen-1-yl]-5-(ethyl-d5)-6-phenylphenanthridinium Bromide Hydrobromide; 8-[3-(m-Amidinophenyl)-2-triazeno]-3-amino-5-(ethyl-d5)-6-phenylphenanthridinium Bromide Monohydrobromide; Isometamidium-d5 Bromide Hydrobromide

Database IDs

• PubChem SID: 164227728
• PubChem CID: 71749568

CALCULATED PROPERTIES

• Acid pKa: 18.941854
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.6304367
• LogD (pH = 7.4): -1.6205415
• Log P: 0.78490597
• Molar Refractivity: 158.2949 cm^3
• Polarizability: 56.74384 Å^3
• Polar Surface Area: 116.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I821267

Labelled Isometamidium (I821265). Antitrypanosomal agent.

REFERENCES

• Tettey, J., et al.: J. Pharm. Biomed. Anal., 21, 1 (1999)
• Newton, P., et al.: Lancet Infect. Dis., 6, 602 (1999)