5-[(2-chlorophenyl)methyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-5-ium-5-olate

• ChemBase ID: 178641
• Molecular Formular: C14H14ClNOS
• Molecular Mass: 279.78506
• Monoisotopic Mass: 279.04846275
• SMILES: c1ccc(c(c1)Cl)C[N+]1(Cc2c(CC1)scc2)[O-]
• Canonical SMILES: Clc1ccccc1C[N+]1([O-])CCc2c(C1)ccs2
• InChI: InChI=1S/C14H14ClNOS/c15-13-4-2-1-3-11(13)9-16(17)7-5-14-12(10-16)6-8-18-14/h1-4,6,8H,5,7,9-10H2
• InChIKey: YEICEJCPALKCAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2-chlorophenyl)methyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-5-ium-5-olate
• IUPAC Traditional name: 5-[(2-chlorophenyl)methyl]-4H,6H,7H-thieno[3,2-c]pyridin-5-ium-5-olate
• Synonyms: 5-[(2-Chlorophenyl)methyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 5-Oxide; Ticlopidine N-Oxide

Database IDs

• CAS Number: 79923-55-0
• PubChem SID: 164234551
• PubChem CID: 71752573

CALCULATED PROPERTIES

• Acid pKa: 19.407255
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.071553
• LogD (pH = 7.4): 3.0715551
• Log P: 3.0715551
• Molar Refractivity: 76.3729 cm^3
• Polarizability: 28.739073 Å^3
• Polar Surface Area: 26.88 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T438340

A metabolite of the platelet aggregation inhibitor Ticlopidine (T438325).

REFERENCES

• Tuong, A. et al.: Eur. J. Drug Metab. Pharmacokin, 6, 91 (1981)
• Dalvie, D. et al.: Drug Metab. Disp., 32, 49 (1981)