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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL53
CHEMBL53
Compound Name APOMORPHINE
ChEMBL Synonyms APO-GO PFS | APOKYN | DIAMORPHINE HYDROCHLORIDE | DIAPHINE | APO-GO PEN | DIAMORPH HCL | Euphorin | Apomorphine Hydrochloride Hemihydrate | APOMORPHINE | Bromophin | APOMORPHINE HYDROCHLORIDE | DIAMORPH,COCAINE,CHLORPROMAZINE | BRITAJECT | DIAGESIL | DIAMORPH ROCHE | APO-GO | UPRIMA
Max Phase 4 (Approved)
Trade Names APO-GO | APOKYN | DIAPHINE | APO-GO PEN | Bromophin | DIAMORPH HCL | Euphorin | DIAMORPH,COCAINE,CHLORPROMAZINE | BRITAJECT | DIAGESIL | DIAMORPH ROCHE | UPRIMA | APO-GO PFS
Molecular Formula C17H17NO2

Additional synonyms for CHEMBL53 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCc2cccc3c2[C@H]1Cc4ccc(O)c(O)c34
Standard InChI InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5- ...
Download InChI
Standard InChI Key VMWNQDUVQKEIOC-CYBMUJFWSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL53

Molecule Features

CHEMBL53 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
D2-like dopamine receptor agonist D2-like dopamine receptor DailyMed ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Parkinson DiseaseD010300EFO:0002508Parkinson's disease4ATC
ClinicalTrials
ClinicalTrials
DailyMed
Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov APOMORPHINE
The Cochrane Collaboration APOMORPHINE

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 CHEMBL53. 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
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 1.000
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.998
CHEMBL4081 Coagulation factor III Homo sapiens 0.981
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.953
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.913
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.896
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.854
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.852
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.829
CHEMBL242 Estrogen receptor beta Homo sapiens 0.583



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.998
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.992
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.968
CHEMBL4081 Coagulation factor III Homo sapiens 0.950
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.938
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.862
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.859
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.857
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.833
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.754

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
267.3 267.1259 2.85 0 43.7 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 3 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.43 7.88 1.7 1.16 2 20 0.72

Structural Alerts

There are 2 structural alerts for CHEMBL53. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04B - DOPAMINERGIC AGENTS
N04BC - Dopamine agonists
N04BC07 - apomorphine

G - GENITO URINARY SYSTEM AND SEX HORMONES
G04 - UROLOGICALS
G04B - UROLOGICALS
G04BE - Drugs used in erectile dysfunction
G04BE07 - apomorphine

ChemSpider ChemSpider:VMWNQDUVQKEIOC-CYBMUJFWSA-N
DailyMed apomorphine hydrochloride
PubChem SID: 11114270 SID: 144204518 SID: 170465297 SID: 26752261
Wikipedia Apomorphine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL53



ACToR 58-00-4
BindingDB 50001955 29644
Brenda 204689 13241
ChEBI 48538
DrugBank DB00714
DrugCentral 228
eMolecules 901400
EPA CompTox Dashboard DTXSID8022614
FDA SRS N21FAR7B4S
Guide to Pharmacology 33
Human Metabolome Database HMDB0014852
IBM Patent System 40ED66D721C612C8ED875F60F35C3F23
LINCS LSM-25611
Mcule MCULE-3200317958
Metabolights MTBLC48538
Nikkaji J4.588H
PharmGKB PA164781163
PubChem 6005
PubChem: Thomson Pharma 14823961 14848260
SureChEMBL SCHEMBL8541
ZINC ZINC000000009073

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