5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene-14-carbaldehyde

• ChemBase ID: 169439
• Molecular Formular: C14H13N3O
• Molecular Mass: 239.27252
• Monoisotopic Mass: 239.10586205
• SMILES: c12c(nccn1)cc1c(c2)C2CN(CC1C2)C=O
• Canonical SMILES: O=CN1CC2CC(C1)c1c2cc2c(c1)nccn2
• InChI: InChI=1S/C14H13N3O/c18-8-17-6-9-3-10(7-17)12-5-14-13(4-11(9)12)15-1-2-16-14/h1-2,4-5,8-10H,3,6-7H2
• InChIKey: WFXWKRXICPYTSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,8,14-triazatetracyclo[10.3.1.0^2,^1^1.0^4,^9]hexadeca-2,4,6,8,10-pentaene-14-carbaldehyde
• IUPAC Traditional name: 5,8,14-triazatetracyclo[10.3.1.0^2,^1^1.0^4,^9]hexadeca-2,4,6,8,10-pentaene-14-carbaldehyde
• Synonyms: 6,7,9,10-Tetrahydro-6,10-methano-8H-pyrazino[2,3-h][3]benzazepine-8-carboxaldehyde; N-Formylvarenicline; N-Formyl Varenicline

Database IDs

• CAS Number: 796865-82-2
• PubChem SID: 162263571
• PubChem CID: 10308042

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.5688281
• LogD (pH = 7.4): 0.568871
• Log P: 0.56887156
• Molar Refractivity: 66.3784 cm^3
• Polarizability: 26.85243 Å^3
• Polar Surface Area: 46.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F701650

A metabolite of Varenicline. Metabolite M5.

REFERENCES

• Dow, J., et al.: Drug Metab. Dispos., 22, 738 (1994)
• Toide, K., et al.: Biochem. Pharmacol., 67, 1269 (1994)
• Coe, J., et al.: J. Med. Chem., 48, 3474 (1994)
• Doll, R., et al.: Br. J. Cancer, 92, 426 (1994)