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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL72
CHEMBL72
Compound Name DESIPRAMINE
ChEMBL Synonyms PERTOFRANE | DESIPRAMINE HYDROCHLORIDE | JB-8181 | PERTOFRAN | EX 4355 | DESIPRAMINE | RMI 9,384A | G-35020 | 18-8181 | DMI | NORPRAMIN | EX-4355
Max Phase 4 (Approved)
Trade Names NORPRAMIN | PERTOFRANE | DESIPRAMINE HYDROCHLORIDE | PERTOFRAN
Molecular Formula C18H22N2

Additional synonyms for CHEMBL72 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNCCCN1c2ccccc2CCc3ccccc13
Standard InChI InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16 ...
Download InChI
Standard InChI Key HCYAFALTSJYZDH-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL72

Molecule Features

CHEMBL72 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
Norepinephrine transporter inhibitor Norepinephrine transporter DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Erectile DysfunctionD007172EFO:0004234erectile dysfunction1ClinicalTrials
Rett SyndromeD015518Orphanet:778Rett syndrome2ClinicalTrials
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease3ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder3ClinicalTrials
Small Cell Lung CarcinomaD055752EFO:0000702small cell lung carcinoma2ClinicalTrials
Sleep Apnea, ObstructiveD020181EFO:0003918obstructive sleep apnea2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression4ClinicalTrials
ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov DESIPRAMINE
The Cochrane Collaboration DESIPRAMINE

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 CHEMBL72. 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
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.999
CHEMBL222 Norepinephrine transporter Homo sapiens 0.999
CHEMBL228 Serotonin transporter Homo sapiens 0.999
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.998
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.998
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.998
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.998
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.997
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.997
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.996
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.995
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.992
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.992
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.982
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.947
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 0.940
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.930



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.999
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.999
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.999
CHEMBL228 Serotonin transporter Homo sapiens 0.999
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.999
CHEMBL222 Norepinephrine transporter Homo sapiens 0.998
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.996
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.994
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.994
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.992
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.987
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.986
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.978
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.976
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.975
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.965
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.964
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 0.956
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.926

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
266.4 266.1783 3.53 4 15.27 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.4 3.97 1.27 2 20 0.85

Structural Alerts

There are 1 structural alerts for CHEMBL72. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AA - Non-selective monoamine reuptake inhibitors
N06AA01 - desipramine

ChemSpider ChemSpider:HCYAFALTSJYZDH-UHFFFAOYSA-N
DailyMed desipramine hydrochloride
PubChem SID: 11111066 SID: 11111067 SID: 174316136 SID: 50100220 SID: 50104283 SID: 90341801
Wikipedia Desipramine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL72



ACToR 50-47-5
BindingDB 35229
Brenda 12503 122951 75633 78545 4002
ChEBI 47781
DrugBank DB01151
DrugCentral 812
eMolecules 1883445
EPA CompTox Dashboard DTXSID6022896
FDA SRS TG537D343B
Guide to Pharmacology 2399
Human Metabolome Database HMDB0015282
IBM Patent System 223EC7D67F6873EC4CB690104A337E8E
KEGG Ligand C06943
LINCS LSM-3351
Mcule MCULE-5904286906
MolPort MolPort-002-051-955
Nikkaji J8.596K
PDBe DSM
PharmGKB PA449233
PubChem 2995
PubChem: Thomson Pharma 14774838
SureChEMBL SCHEMBL34384
ZINC ZINC000001530611

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