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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL86
CHEMBL86
Compound Name METOCLOPRAMIDE
ChEMBL Synonyms METOCLOMEX | CLOPRA | REGLAN ODT | METRAMID | MAXOLON | GASTROMAX | METOZOLV ODT | PRIMPERAN | PARMID | METOX | CLOPRA-"YELLOW" | Reglan | GASTROFLUX | GASTROBID CONTINUS | GASTRESE L.A. | AHR-3070-C | REGLAN | METOCLOPRAMIDE INTENSOL | MAXOLON SR | METOCLOPRAMIDE | Clopra-"Yellow" | Clopra | MYGDALON | Maxolon | METOCLOPRAMIDE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names GASTROMAX | MAXOLON | METRAMID | REGLAN ODT | CLOPRA | METOCLOMEX | METOCLOPRAMIDE HYDROCHLORIDE | MYGDALON | MAXOLON SR | METOCLOPRAMIDE | METOCLOPRAMIDE INTENSOL | REGLAN | GASTRESE L.A. | GASTROBID CONTINUS | GASTROFLUX | CLOPRA-"YELLOW" | METOX | PARMID | PRIMPERAN | METOZOLV ODT
Molecular Formula C14H22ClN3O2

Additional synonyms for CHEMBL86 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
Standard InChI InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12 ...
Download InChI
Standard InChI Key TTWJBBZEZQICBI-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL86

Molecule Features

CHEMBL86 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
Dopamine D2 receptor antagonist Dopamine D2 receptor FDA
Serotonin 3a (5-HT3a) receptor antagonist Serotonin 3a (5-HT3a) receptor ISBN
Serotonin 4 (5-HT4) receptor agonist Serotonin 4 (5-HT4) receptor ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GastroschisisD020139EFO:1000949gastroschisis3ClinicalTrials
Hyperemesis GravidarumD006939EFO:1000971hyperemesis gravidarum3ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials
GastroparesisD018589EFO:1000948gastroparesis3ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials
Digestive System DiseasesD004066EFO:0000405digestive system disease4ATC
HeadacheD006261HP:0002315Headache3ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Postoperative Nausea and VomitingD020250EFO:0004888post operative nausea and vomiting4DailyMed
DailyMed
DailyMed
DailyMed
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
SepsisD018805HP:0100806sepsis3ClinicalTrials
VomitingD0148393ClinicalTrials
ClinicalTrials
GastroenteritisD005759EFO:1001463gastroenteritis3ClinicalTrials

Clinical Data

ClinicalTrials.gov METOCLOPRAMIDE
The Cochrane Collaboration METOCLOPRAMIDE

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 CHEMBL86. 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
CHEMBL4317 Serotonin 4 (5-HT4) receptor Rattus norvegicus 1.000
CHEMBL5017 Serotonin 4 (5-HT4) receptor Cavia porcellus 1.000
CHEMBL1875 Serotonin 4 (5-HT4) receptor Homo sapiens 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 0.996
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.966
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.949
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.847
CHEMBL2731 Galanin receptor 3 Homo sapiens 0.532
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.454



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4317 Serotonin 4 (5-HT4) receptor Rattus norvegicus 1.000
CHEMBL5017 Serotonin 4 (5-HT4) receptor Cavia porcellus 1.000
CHEMBL1875 Serotonin 4 (5-HT4) receptor Homo sapiens 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 0.995
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.985
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.875
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.556
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.406
CHEMBL5763 Cholinesterase Equus caballus 0.278

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
299.8 299.1401 2 7 67.59 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.84 9.08 2.16 .3 1 20 0.76

Structural Alerts

There are 4 structural alerts for CHEMBL86. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A03 - DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
A03F - PROPULSIVES
A03FA - Propulsives
A03FA01 - metoclopramide

ChemSpider ChemSpider:TTWJBBZEZQICBI-UHFFFAOYSA-N
DailyMed metoclopramide hydrochloride
PubChem SID: 11111421 SID: 11111422 SID: 144203739 SID: 170464848 SID: 26751627 SID: 90341551
Wikipedia Metoclopramide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL86



ACToR 364-62-5
BindingDB 48320
Brenda 31546 41127
ChEBI 107736
DrugBank DB01233
DrugCentral 1782
eMolecules 877442
EPA CompTox Dashboard DTXSID6045169
FDA SRS L4YEB44I46
Guide to Pharmacology 241
Human Metabolome Database HMDB0015363
IBM Patent System FA039005C243ACB6675A41489DBF71CA
KEGG Ligand C07868
LINCS LSM-3689
Mcule MCULE-8566255889
MolPort MolPort-000-883-854
Nikkaji J2.037K
PharmGKB PA450475
PubChem 4168
PubChem: Thomson Pharma 14873753
SureChEMBL SCHEMBL18629
ZINC ZINC000001530716

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