2-(1-methylpiperidin-4-ylidene)-4-thiatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),5,11,13-pentaen-8-one

• ChemBase ID: 176019
• Molecular Formular: C19H19NOS
• Molecular Mass: 309.42526
• Monoisotopic Mass: 309.11873523
• SMILES: c12c(C(=C3CCN(CC3)C)c3c(C(=O)C1)ccs3)cccc2
• Canonical SMILES: CN1CCC(=C2c3ccccc3CC(=O)c3c2scc3)CC1
• InChI: InChI=1S/C19H19NOS/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)16-8-11-22-19(16)18/h2-5,8,11H,6-7,9-10,12H2,1H3
• InChIKey: UCYPVYBPZVSJME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-methylpiperidin-4-ylidene)-4-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),5,11,13-pentaen-8-one
• IUPAC Traditional name: 2-(1-methylpiperidin-4-ylidene)-4-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),5,11,13-pentaen-8-one
• Synonyms: 10-(1-Methyl-4-piperidinylidene)-5,10-dihydro-4H-benzo[5,6]cyclohepta[1,2-b]thiophen-4-one; 4-Oxo Ketotifen

Database IDs

• PubChem SID: 164231929
• PubChem CID: 71668858

CALCULATED PROPERTIES

• Acid pKa: 12.898232
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.0322402
• LogD (pH = 7.4): 3.2511902
• Log P: 3.3478694
• Molar Refractivity: 101.734 cm^3
• Polarizability: 35.112957 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O857245

Ketotifen (K315100) impurity.

REFERENCES

• Dunn, J.P., et al.: J. Med. Chem., 20, 1557 (1977)
• O’Duffy, J.D., et al.: Drugs, 27, 373 (1977)