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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL841
CHEMBL841
Compound Name LOPERAMIDE
ChEMBL Synonyms NORIMODE | IMODIUM IBS RELIEF | ARRET | NORMALOE | LOPERAGEN | IMODIUM | ENTROCALM | DIORALEZE | DIOCALM | DIARRHOEA RELIEF | DIAH-LIMIT | LOPERAMIDE HYDROCHLORIDE | IMODIUM INSTANTS | GPPE PACK | DIOCAPS | DIAREZE | DIAQUITTE | LODIAR | R 18,553 | IMODIUM A-D EZ CHEWS | Imodium | DIASORB | IMODIUM INSTANT MELTS | Imodium advanced | IMODIUM CLASSIC | LOPERAMIDE | IMODIUM LIQUICAPS | IMODIUM A-D
Max Phase 4 (Approved)
Trade Names DIASORB | IMODIUM INSTANT MELTS | Imodium advanced | IMODIUM A-D EZ CHEWS | LODIAR | ARRET | IMODIUM IBS RELIEF | NORIMODE | DIAH-LIMIT | DIARRHOEA RELIEF | DIOCALM | DIORALEZE | ENTROCALM | IMODIUM | IMODIUM CLASSIC | LOPERAGEN | NORMALOE | DIAQUITTE | DIAREZE | DIOCAPS | GPPE PACK | IMODIUM INSTANTS | LOPERAMIDE HYDROCHLORIDE | IMODIUM A-D | IMODIUM LIQUICAPS
Molecular Formula C29H33ClN2O2

Additional synonyms for CHEMBL841 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)C(=O)C(CCN1CCC(O)(CC1)c2ccc(Cl)cc2)(c3ccccc3)c4ccccc4
Standard InChI InChI=1S/C29H33ClN2O2/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-1 ...
Download InChI
Standard InChI Key RDOIQAHITMMDAJ-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


CHEMBL841

Molecule Features

CHEMBL841 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mu opioid receptor agonist Mu opioid receptor DailyMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DiarrheaD003967HP:0002014diarrhea3ClinicalTrials
ClinicalTrials
EczemaD004485HP:0000964Eczema2ClinicalTrials
Paget Disease, ExtramammaryD010145EFO:0000512reproductive system disease2ClinicalTrials
DehydrationD0036813ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
Clostridium InfectionsD003015EFO:1000874commensal Clostridium infectious disease2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
PainD010146EFO:0003843pain0ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma3ClinicalTrials

Clinical Data

ClinicalTrials.gov LOPERAMIDE
The Cochrane Collaboration LOPERAMIDE

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 CHEMBL841. 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
CHEMBL2413 C-C chemokine receptor type 1 Homo sapiens 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 1.000
CHEMBL233 Mu opioid receptor Homo sapiens 0.996
CHEMBL287 Sigma opioid receptor Homo sapiens 0.979
CHEMBL231 Histamine H1 receptor Homo sapiens 0.576
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.248



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2413 C-C chemokine receptor type 1 Homo sapiens 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 1.000
CHEMBL233 Mu opioid receptor Homo sapiens 0.999
CHEMBL287 Sigma opioid receptor Homo sapiens 0.961
CHEMBL237 Kappa opioid receptor Homo sapiens 0.829
CHEMBL228 Serotonin transporter Homo sapiens 0.755
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.657
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.590
CHEMBL231 Histamine H1 receptor Homo sapiens 0.566
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.533
CHEMBL3401 Pregnane X receptor Homo sapiens 0.480
CHEMBL236 Delta opioid receptor Homo sapiens 0.384
CHEMBL240 HERG Homo sapiens 0.280

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
477.1 476.2231 5.09 7 43.78 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 1 4 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.85 7.76 4.15 3.61 3 34 0.52

Structural Alerts

There are 2 structural alerts for CHEMBL841. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07D - ANTIPROPULSIVES
A07DA - Antipropulsives
A07DA03 - loperamide

A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07D - ANTIPROPULSIVES
A07DA - Antipropulsives
A07DA53 - loperamide, combinations

ChemSpider ChemSpider:RDOIQAHITMMDAJ-UHFFFAOYSA-N
DailyMed loperamide hydrochloride
PubChem SID: 104171181 SID: 11111380 SID: 11112740 SID: 11113732 SID: 124880549 SID: 124880551 SID: 124880553 SID: 144203731 SID: 170464852 SID: 26751916 SID: 26751917 SID: 50104594 SID: 50104595 SID: 90340730
Wikipedia Loperamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL841



ACToR 53179-11-6
BindingDB 50017698
Brenda 145971 145057 6844
ChEBI 6532
DrugBank DB00836
DrugCentral 1599
eMolecules 902064
EPA CompTox Dashboard DTXSID6045165
FDA SRS 6X9OC3H4II
Guide to Pharmacology 7215
Human Metabolome Database HMDB0004999
IBM Patent System 35A3C06C1CD3D98FC75274EC80341492
KEGG Ligand C07080
LINCS LSM-3365
Mcule MCULE-3957783776
Nikkaji J10.085D
PharmGKB PA450262
PubChem 3955
PubChem: Thomson Pharma 14809921
SureChEMBL SCHEMBL28530
ZINC ZINC000000537928

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