doxepin   Click here for help

GtoPdb Ligand ID: 1225

Synonyms: Deptran® | P-3693A | Sinequan®
Approved drug PDB Ligand
doxepin is an approved drug (FDA (1969))
Compound class: Synthetic organic
Comment: Doxepin inhibits the sodium-dependent noradrenaline transporter SLC6A2.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 12.47
Molecular weight 279.16
XLogP 3.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN(CCC=C1c2ccccc2OCc2c1cccc2)C
Isomeric SMILES CN(CC/C=C\1/c2ccccc2OCc2c1cccc2)C
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/b17-11+
InChI Key ODQWQRRAPPTVAG-GZTJUZNOSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1969))
IUPAC Name Click here for help
(3E)-3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
International Nonproprietary Names Click here for help
INN number INN
1855 doxepin
Synonyms Click here for help
Deptran® | P-3693A | Sinequan®
Database Links Click here for help
BindingDB Ligand 50240484
CAS Registry No. 1668-19-5 (source: Scifinder)
ChEBI CHEBI:4710
ChEMBL Ligand CHEMBL860
DrugBank Ligand DB01142
GtoPdb PubChem SID 135650208
PubChem CID 667477
RCSB PDB Ligand 5EH
Search Google for chemical match using the InChIKey ODQWQRRAPPTVAG-GZTJUZNOSA-N
Search Google for chemicals with the same backbone ODQWQRRAPPTVAG
Search PubMed clinical trials doxepin
Search PubMed titles doxepin
Search PubMed titles/abstracts doxepin
Search UniChem for chemical match using the InChIKey ODQWQRRAPPTVAG-GZTJUZNOSA-N
Search UniChem for chemicals with the same backbone ODQWQRRAPPTVAG
SynPHARM 2980 (in complex with H1 receptor)
Wikipedia Doxepin