N-methyl-N-{3-[(2E)-9-oxatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}formamide

• ChemBase ID: 166258
• Molecular Formular: C19H19NO2
• Molecular Mass: 293.35966
• Monoisotopic Mass: 293.14157885
• SMILES: O1Cc2c(/C(=C\CCN(C)C=O)/c3c1cccc3)cccc2
• Canonical SMILES: O=CN(CC/C=C\1/c2ccccc2OCc2c1cccc2)C
• InChI: InChI=1S/C19H19NO2/c1-20(14-21)12-6-10-17-16-8-3-2-7-15(16)13-22-19-11-5-4-9-18(17)19/h2-5,7-11,14H,6,12-13H2,1H3/b17-10+
• InChIKey: VPVYCYABWFVNIZ-LICLKQGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-N-{3-[(2E)-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}formamide
• IUPAC Traditional name: N-methyl-N-{3-[(2E)-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}formamide
• Synonyms: N-(3-Dibenz[b,e]oxepin-11(6H)-ylidenepropyl)-N-methyl-formamide; N-[(3E)-3-(Dibenz[b,e]oxepin-11(6H)-ylidene)propyl]-N-methyl-formamide; (E)-N-Desmethyl-N-formyldoxepin; (E)-N-Desmethyl-N-formyl Doxepin

Database IDs

• CAS Number: 250331-52-3
• PubChem SID: 162260391
• PubChem CID: 59023615

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.018169
• LogD (pH = 7.4): 3.0181696
• Log P: 3.0181696
• Molar Refractivity: 98.0255 cm^3
• Polarizability: 33.8034 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291670

A metabolite of Doxepin (D550000).

REFERENCES

• Moody, J., et al.: Drug Metab. Disposition, 27, 1157 (1999)