Amitriptyline

C₂₀H₂₃N — CID 2160

About Amitriptyline

Amitriptyline (PubChem CID 2160) has the molecular formula C₂₀H₂₃N and a molecular weight of 277.41 g/mol. Its IUPAC name is N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine.

Molecular Properties

• Compound Name: Amitriptyline
• PubChem CID: 2160
• Molecular Formula: C₂₀H₂₃N
• Molecular Weight: 277.41 g/mol
• Exact Mass: 277.18
• IUPAC Name: N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine
• SMILES: CN(C)CCC=C1c2ccccc2CCc2ccccc21
• InChI: InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3
• InChIKey: KRMDCWKBEZIMAB-UHFFFAOYSA-N
• XLogP: 4.17
• TPSA: 3.24 Ų
• H-Bond Acceptors: 1
• Rotatable Bonds: 3
• Heavy Atoms: 21
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	277.41
LogP ≤ 5	4.17
H-Bond Donors ≤ 5	0
H-Bond Acceptors ≤ 10	1

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'styrene_A(13)', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Amitriptyline?

The IUPAC name of Amitriptyline (CID 2160) is N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylidene)propan-1-amine.

What is the SMILES notation for Amitriptyline?

The canonical SMILES for Amitriptyline is CN(C)CCC=C1c2ccccc2CCc2ccccc21.

What is the InChIKey of Amitriptyline?

The InChIKey is KRMDCWKBEZIMAB-UHFFFAOYSA-N. The full InChI is InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3.

What are the key properties of Amitriptyline?

Amitriptyline has a molecular weight of 277.41 g/mol, XLogP of 4.17, 3 rotatable bonds, 0 hydrogen bond donors, and 1 hydrogen bond acceptors.

Where does this data come from?

All data for Amitriptyline is sourced from PubChem (CID 2160), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 2160 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 180 — approved-drug record (CC BY-SA 4.0)

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