4-{13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-3-hydroxypyridin-1-ium-1-olate

• ChemBase ID: 164192
• Molecular Formular: C19H15ClN2O2
• Molecular Mass: 338.7876
• Monoisotopic Mass: 338.08220541
• SMILES: C1(c2c(CCc3c1nccc3)cc(cc2)Cl)c1cc[n+](cc1O)[O-]
• Canonical SMILES: [O-][n+]1ccc(c(c1)O)C1c2ccc(cc2CCc2c1nccc2)Cl
• InChI: InChI=1S/C19H15ClN2O2/c20-14-5-6-15-13(10-14)4-3-12-2-1-8-21-19(12)18(15)16-7-9-22(24)11-17(16)23/h1-2,5-11,18,23H,3-4H2
• InChIKey: WRJFJPDPTSZYKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{13-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-3-hydroxypyridin-1-ium-1-olate
• IUPAC Traditional name: 4-{13-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-3-hydroxypyridin-1-ium-1-olate
• Synonyms: 4-(8-Chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-3-pyridinol 1-Oxide

Database IDs

• CAS Number: 1193725-75-5
• PubChem SID: 162258327
• PubChem CID: 59156956

CALCULATED PROPERTIES

• Acid pKa: 8.114587
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7516434
• LogD (pH = 7.4): 2.7081385
• Log P: 2.7838404
• Molar Refractivity: 94.4825 cm^3
• Polarizability: 35.206593 Å^3
• Polar Surface Area: 58.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C365265

A related compound of Desloratadine (D290250).

REFERENCES

• Krishna, K., et al.: J. Pharm. Biomed. Anal., 32, 29 (2003)
• Qi, M., et al.: J. Pharm. Biomed. Anal., 38, 355 (2003)