IMIPRAMINE

Search structure
Synonyms:
Status: Approved (1959)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N06AA02
UNII: OGG85SX4E4

Structure
InChI Key BCGWQEUPMDMJNV-UHFFFAOYSA-N
Smile CN(C)CCCN1c2ccccc2CCc2ccccc21
InChI
InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H24N2
Molecular Weight 280.42
AlogP 3.88
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 6.48
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 21.0

Pharmacology

Primary Target
SERT
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 6.999
Enzyme Phosphodiesterase
- 5000 - - -
Enzyme Transferase
- - - - 13.63
Epigenetic regulator Reader Bromodomain
- 6.47-10.2 - - -
Ion channel Ligand-gated ion channel 5HT3 receptor
- 1.1 - 1.1 -
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor
- 14000 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 3388.44-3400 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 4050-8300 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 3600 - - 72.7
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 269 - 65 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 160 - 255-4900 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 410 - 726 63
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 0.06 - 10 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 1.1 - 94-160 15
Membrane receptor
- 0.06 - 255-4900 15
Surface antigen
10000 - 584000 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 0.88-29 - 0.52-1300 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 16.9
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 7950-37000 - 42000 82.8
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 10000 - - -
Transporter
- 0.88-29 - 0.52-1300 16.9

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 4 D003866 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Death, Sudden, Cardiac 3 D016757 ClinicalTrials
Ventricular Fibrillation 3 D014693 ClinicalTrials
Chest Pain 3 D002637 ClinicalTrials
Digestive System Diseases 3 D004066 ClinicalTrials
Gastroesophageal Reflux 3 D005764 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Urinary Incontinence, Stress 3 D014550 ClinicalTrials
Rosacea 2 D012393 ClinicalTrials
Somatoform Disorders 2 D013001 ClinicalTrials
Photosensitivity Disorders 1 D010787 ClinicalTrials
Dysthymic Disorder 1 D019263 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials

Related Entries

Scaffolds

Salt
Salt

Cross References

Resources Reference
CAS NUMBER 50-49-7
ChEBI 47499
ChEMBL CHEMBL11
DrugBank DB08002
DrugCentral 1427
EPA CompTox DTXSID1043881
FDA SRS OGG85SX4E4
Human Metabolome Database HMDB01848
Guide to Pharmacology 357
KEGG C07049
PDB IXX
PharmGKB PA449969
PubChem 3696
SureChEMBL SCHEMBL34282
ZINC ZINC000000020245
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