Doxepin

C₁₉H₂₁NO — CID 3158

About Doxepin

Doxepin (PubChem CID 3158) has the molecular formula C₁₉H₂₁NO and a molecular weight of 279.38 g/mol. Its IUPAC name is 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine.

Molecular Properties

• Compound Name: Doxepin
• PubChem CID: 3158
• Molecular Formula: C₁₉H₂₁NO
• Molecular Weight: 279.38 g/mol
• Exact Mass: 279.16
• IUPAC Name: 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
• SMILES: CN(C)CCC=C1c2ccccc2COc2ccccc21
• InChI: InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3
• InChIKey: ODQWQRRAPPTVAG-UHFFFAOYSA-N
• XLogP: 3.96
• TPSA: 12.47 Ų
• H-Bond Acceptors: 2
• Rotatable Bonds: 3
• Heavy Atoms: 21
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	279.38
LogP ≤ 5	3.96
H-Bond Donors ≤ 5	0
H-Bond Acceptors ≤ 10	2

Frequently Asked Questions

What is the IUPAC name of Doxepin?

The IUPAC name of Doxepin (CID 3158) is 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine.

What is the SMILES notation for Doxepin?

The canonical SMILES for Doxepin is CN(C)CCC=C1c2ccccc2COc2ccccc21.

What is the InChIKey of Doxepin?

The InChIKey is ODQWQRRAPPTVAG-UHFFFAOYSA-N. The full InChI is InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3.

What are the key properties of Doxepin?

Doxepin has a molecular weight of 279.38 g/mol, XLogP of 3.96, 3 rotatable bonds, 0 hydrogen bond donors, and 2 hydrogen bond acceptors.

Where does this data come from?

All data for Doxepin is sourced from PubChem (CID 3158), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 3158 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 956 — approved-drug record (CC BY-SA 4.0)

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