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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL11
CHEMBL11
Compound Name IMIPRAMINE
ChEMBL Synonyms Janimine | JANIMINE | IMIPRAMINE PAMOATE | IMIPRAMINE | Tofranil | PRAMINIL | SARIMP | PRESAMINE | TOFRANIL | IMIPRAMINE HYDROCHLORIDE | Pramine | TOFRANIL-PM | Tofranil-PM | PRAMINE | Presamine
Max Phase 4 (Approved)
Trade Names JANIMINE | PRAMINE | TOFRANIL | PRESAMINE | SARIMP | IMIPRAMINE PAMOATE | IMIPRAMINE HYDROCHLORIDE | PRAMINIL | TOFRANIL-PM
Molecular Formula C19H24N2

Additional synonyms for CHEMBL11 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCCN1c2ccccc2CCc3ccccc13
Standard InChI InChI=1S/C19H24N2/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13 ...
Download InChI
Standard InChI Key BCGWQEUPMDMJNV-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL11

Molecule Features

CHEMBL11 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Norepinephrine transporter inhibitor Norepinephrine transporter DailyMed DailyMed
Serotonin transporter inhibitor Serotonin transporter PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression4ClinicalTrials
ATC
ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease3ClinicalTrials
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov IMIPRAMINE
The Cochrane Collaboration IMIPRAMINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL11. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.999
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.999
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.999
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.999
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.999
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.998
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.998
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.998
CHEMBL228 Serotonin transporter Homo sapiens 0.997
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.997
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.997
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.997
CHEMBL287 Sigma opioid receptor Homo sapiens 0.995



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.999
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.999
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.999
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 0.999
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.999
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.998
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.997
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.997
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.997
CHEMBL228 Serotonin transporter Homo sapiens 0.997
CHEMBL298 Cholecystokinin B receptor Homo sapiens 0.996
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.996
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.994

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
280.4 280.1939 3.88 4 6.48 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.49 4.36 2.35 2 21 0.84

Structural Alerts

There are no structural alerts for CHEMBL11

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AA - Non-selective monoamine reuptake inhibitors
N06AA02 - imipramine

ChemSpider ChemSpider:BCGWQEUPMDMJNV-UHFFFAOYSA-N
DailyMed imipramine hydrochloride imipramine pamoate
PubChem SID: 104171178 SID: 11111330 SID: 11111331 SID: 124880469 SID: 144203725 SID: 170464777 SID: 26751600 SID: 50100256 SID: 50104254 SID: 90341377
Wikipedia Imipramine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL11



ACToR 50-49-7
Atlas imipramine
BindingDB 50010859
Brenda 1618 75631
ChEBI 47499
DrugBank DB00458
DrugCentral 1427
EPA CompTox Dashboard DTXSID1043881
FDA SRS OGG85SX4E4
Guide to Pharmacology 357
Human Metabolome Database HMDB0001848
IBM Patent System 142A1A66C20BF45C1ACCAA2BB713B823
KEGG Ligand C07049
LINCS LSM-2852
Mcule MCULE-9471074673
MolPort MolPort-001-783-692
Nikkaji J8.587A
NMRShiftDB 20147315
PDBe IXX
PharmGKB PA449969
PubChem 3696
PubChem: Thomson Pharma 15222228
SureChEMBL SCHEMBL34282
ZINC ZINC000000020245

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/BCGWQEUPMDMJNV-UHFFFAOYSA-N spacer
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