DOXEPIN

Search structure
Synonyms:
Status: Approved (1969)
Entry Type: Small molecule
Molecule Category: Parent
ATC: D04AX01
UNII: 5ASJ6HUZ7D

Structure
InChI Key ODQWQRRAPPTVAG-UHFFFAOYSA-N
Smile 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

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H21NO
Molecular Weight 279.38
AlogP 3.96
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 12.47
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 21.0

Pharmacology

Primary Target
NET
SERT
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel 5HT3 receptor
- 200 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 68
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 0 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 0 - 0-0 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 200 - 105 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 11190 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 4 D003866 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Irritable Bowel Syndrome 2 D043183 ClinicalTrials
Sleep Initiation and Maintenance Disorders 2 D007319 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 1668-19-5
ChEBI 4710
ChEMBL CHEMBL1628227
DrugBank DB01142
DrugCentral 956
FDA SRS 5ASJ6HUZ7D
Human Metabolome Database HMDB0015273
Guide to Pharmacology 1225
KEGG C06971
SureChEMBL SCHEMBL28054
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