methyl[(4-{[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}-1,3-thiazol-2-yl)methyl]amine

• ChemBase ID: 166483
• Molecular Formular: C11H19N5O2S2
• Molecular Mass: 317.43086
• Monoisotopic Mass: 317.09801687
• SMILES: C(SCCN/C(=C/[N+](=O)[O-])/NC)c1csc(n1)CNC
• Canonical SMILES: CNCc1scc(n1)CSCCN/C(=C/[N+](=O)[O-])/NC
• InChI: InChI=1S/C11H19N5O2S2/c1-12-5-11-15-9(8-20-11)7-19-4-3-14-10(13-2)6-16(17)18/h6,8,12-14H,3-5,7H2,1-2H3/b10-6+
• InChIKey: QDLSRAPBCBFIQC-UXBLZVDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl[(4-{[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}-1,3-thiazol-2-yl)methyl]amine
• IUPAC Traditional name: methyl[(4-{[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}-1,3-thiazol-2-yl)methyl]amine
• Synonyms: N-Methyl-N'-[2-[[[2-[(methylamino)methyl]-4-thiazolyl]methyl]thio]ethyl]-2-nitro-1,1-ethenediamine; Desmethyl Nizatidine

Database IDs

• CAS Number: 82586-78-5
• PubChem SID: 162260616
• PubChem CID: 13121939

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.8546101
• LogD (pH = 7.4): -0.14747646
• Log P: 0.37996542
• Molar Refractivity: 91.5475 cm^3
• Polarizability: 31.433935 Å^3
• Polar Surface Area: 94.8 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291945

The main metabolite of Nizatidine (N598500), a new histamine H2-receptor antagonist.

REFERENCES

• Knadler, M.P., et al.: Drug Metab. Dispos., 14, 175 (1986)
• Mathot, R., et al.: Clin. Pharmacol. Ther., 66, 140 (1986)
• Furuta, S., et al.: Xenobiotica, 31, 1 (1986)