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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL415
CHEMBL415
Compound Name CLOMIPRAMINE
ChEMBL Synonyms TRANQUAX | CLOMIPRAMINE | Chlorimipramine | ANAFRANIL | G 34586 | Anafranil | CLOMIPRAMINE HYDROCHLORIDE | ANAFRANIL SR
Max Phase 4 (Approved)
Trade Names ANAFRANIL | TRANQUAX | CLOMIPRAMINE HYDROCHLORIDE | ANAFRANIL SR | Chlorimipramine
Molecular Formula C19H23ClN2

Additional synonyms for CHEMBL415 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCCN1c2ccccc2CCc3ccc(Cl)cc13
Standard InChI InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9- ...
Download InChI
Standard InChI Key GDLIGKIOYRNHDA-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL415

Molecule Features

CHEMBL415 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Premature EjaculationD0616863ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression4ClinicalTrials
ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov CLOMIPRAMINE
The Cochrane Collaboration CLOMIPRAMINE

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 CHEMBL415. 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
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.999
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.999
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.999
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.999
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.999
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.998
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.998
CHEMBL313 Serotonin transporter Rattus norvegicus 0.994
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 0.993
CHEMBL222 Norepinephrine transporter Homo sapiens 0.991



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.999
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.999
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.999
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.999
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.998
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.997
CHEMBL298 Cholecystokinin B receptor Homo sapiens 0.997
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.995
CHEMBL313 Serotonin transporter Rattus norvegicus 0.995
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.995

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
314.9 314.155 4.53 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
- 9.46 4.94 2.95 2 22 0.82

Structural Alerts

There are no structural alerts for CHEMBL415

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AA - Non-selective monoamine reuptake inhibitors
N06AA04 - clomipramine

ChemSpider ChemSpider:GDLIGKIOYRNHDA-UHFFFAOYSA-N
DailyMed clomipramine hydrochloride
PubChem SID: 104171137 SID: 11110978 SID: 11110979 SID: 11113368 SID: 124879726 SID: 144203668 SID: 170464702 SID: 26751616 SID: 50100206 SID: 50104278 SID: 90340575
Wikipedia Clomipramine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL415



ACToR 303-49-1
Atlas clomipramine
BindingDB 77970
Brenda 4115 24402 48203 75632
ChEBI 47780
ChemicalBook CB5173107
DrugBank DB01242
DrugCentral 701
eMolecules 1883437
EPA CompTox Dashboard DTXSID6022844
FDA SRS NUV44L116D
Guide to Pharmacology 2398
Human Metabolome Database HMDB0015372
IBM Patent System B0ED32EF5576F174A084E2B3471E7AAC
KEGG Ligand C06918
LINCS LSM-3171
Mcule MCULE-6443168248
MolPort MolPort-002-051-949
Nikkaji J8.630D
PDBe CXX
PharmGKB PA449048
PubChem 2801
PubChem: Thomson Pharma 15322462
SureChEMBL SCHEMBL35423
ZINC ZINC000000020248

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