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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1113
CHEMBL1113
Compound Name AMOXAPINE
ChEMBL Synonyms Amoxapine | ASENDIN | CL-67772 | CL 67,772
Max Phase 4 (Approved)
Trade Names Amoxapine | ASENDIN
Molecular Formula C17H16ClN3O

Additional synonyms for CHEMBL1113 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Clc1ccc2Oc3ccccc3N=C(N4CCNCC4)c2c1
Standard InChI InChI=1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-1 ...
Download InChI
Standard InChI Key QWGDMFLQWFTERH-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1113

Molecule Features

CHEMBL1113 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
Dopamine receptor antagonist Dopamine receptor DailyMed
Norepinephrine transporter inhibitor Norepinephrine transporter DailyMed
Serotonin transporter inhibitor Serotonin transporter DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DEPRESSIVE DISORDERD003866EFO:0003761UNIPOLAR DEPRESSION4DailyMed
ATC
DailyMed

Clinical Data

ClinicalTrials.gov AMOXAPINE
The Cochrane Collaboration AMOXAPINE

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 CHEMBL1113. 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
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL3759 Histamine H4 receptor Homo sapiens 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.999
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.998
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.985
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.981
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.962
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.943
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.913
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.839
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.828
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.715
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.698
CHEMBL228 Serotonin transporter Homo sapiens 0.628
CHEMBL231 Histamine H1 receptor Homo sapiens 0.518
CHEMBL222 Norepinephrine transporter Homo sapiens 0.515
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.277



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL3759 Histamine H4 receptor Homo sapiens 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.999
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.997
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.996
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.995
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.995
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.985
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.978
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.961
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.955
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.879
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.691
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.528
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.465
CHEMBL228 Serotonin transporter Homo sapiens 0.416
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.413
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.397
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.390
CHEMBL222 Norepinephrine transporter Homo sapiens 0.319

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
313.8 313.0982 2.9 1 36.86 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.62 2.93 1.79 2 22 0.88

Structural Alerts

There are no structural alerts for CHEMBL1113

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AA - Non-selective monoamine reuptake inhibitors
N06AA17 - amoxapine

ChemSpider ChemSpider:QWGDMFLQWFTERH-UHFFFAOYSA-N
DailyMed amoxapine
PubChem SID: 104171096 SID: 11110675 SID: 11110676 SID: 124879022 SID: 124879024 SID: 144203615 SID: 144212669 SID: 170465376 SID: 26747067 SID: 26751577 SID: 50100159 SID: 50104205 SID: 50104206 SID: 85230879 SID: 855963 SID: 90341240
Wikipedia Amoxapine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1113



ACToR 14028-44-5
BindingDB 22870
ChEBI 2675
DrugBank DB00543
DrugCentral 191
eMolecules 533809
EPA CompTox Dashboard DTXSID7022598
FDA SRS R63VQ857OT
Guide to Pharmacology 201
Human Metabolome Database HMDB0014683
IBM Patent System 896BD00481FE7D7A0B6B5D271911BB92
LINCS LSM-2021
Mcule MCULE-9583761109
NIH Clinical Collection SAM002564189
Nikkaji J3.129A
PharmGKB PA448405
PubChem 2170
PubChem: Drugs of the Future 12013426
PubChem: Thomson Pharma 14950373
SureChEMBL SCHEMBL33950
ZINC ZINC000000000931

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