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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL682
CHEMBL682
Compound Name AMODIAQUINE
ChEMBL Synonyms GNF-Pf-5648 | AMODIAQUINE HYDROCHLORIDE | CAMOQUIN | AMODIAQUINE | CAMOQUIN HYDROCHLORIDE | SJ000110703
Max Phase 4 (Approved)
Trade Names CAMOQUIN HYDROCHLORIDE | CAMOQUIN
Molecular Formula C20H22ClN3O

Additional synonyms for CHEMBL682 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O
Standard InChI InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23 ...
Download InChI
Standard InChI Key OVCDSSHSILBFBN-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • GSK Malaria Screening
  • Manually Added Drugs
  • Novartis Malaria Screening
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • St Jude Leishmania Screening
  • St Jude Malaria Screening
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL682

Molecule Features

CHEMBL682 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:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Ferriprotoporphyrin IX inhibitor Ferriprotoporphyrin IX PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Malaria, VivaxD016780EFO:0007445Plasmodium vivax malaria3ClinicalTrials
MalariaD008288EFO:0001068malaria4ATC
ClinicalTrials
Malaria, FalciparumD016778EFO:0007444Plasmodium falciparum malaria3ClinicalTrials

Clinical Data

ClinicalTrials.gov AMODIAQUINE
The Cochrane Collaboration AMODIAQUINE

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 CHEMBL682. 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
CHEMBL1923 Histidine-rich protein Plasmodium falciparum 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 0.999
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.962
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.909
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 0.422
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 0.420
CHEMBL2414 C-C chemokine receptor type 4 Homo sapiens 0.285
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 0.218



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1923 Histidine-rich protein Plasmodium falciparum 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.988
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 0.986
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.980
CHEMBL3721 Cytochrome P450 2C8 Homo sapiens 0.976
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 0.947
CHEMBL4697 Hexose transporter 1 Plasmodium falciparum 0.927
CHEMBL2535 Glucose transporter Homo sapiens 0.610
CHEMBL5800 Falcipain 2 Plasmodium falciparum 0.548
CHEMBL2414 C-C chemokine receptor type 4 Homo sapiens 0.515
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 0.409
CHEMBL5014 Serine/threonine-protein kinase RIPK2 Homo sapiens 0.300
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 0.278
CHEMBL2292 Dual-specificity tyrosine-phosphorylation regulated kinase 1A Homo sapiens 0.216
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.206

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
355.9 355.1451 5.18 6 48.39 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 1 4 2 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.43 5.62 3.13 .95 3 25 0.6

Structural Alerts

There are 2 structural alerts for CHEMBL682. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BA - Aminoquinolines
P01BA06 - amodiaquine

ChemSpider ChemSpider:OVCDSSHSILBFBN-UHFFFAOYSA-N
PubChem SID: 50085969
Wikipedia Amodiaquine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL682



ACToR 86-42-0
BindingDB 50041457
Brenda 92441 6149
ChEBI 2674
ChemicalBook CB8344720
DrugBank DB00613
DrugCentral 186
eMolecules 30334305 27516205 901375
EPA CompTox Dashboard DTXSID2022597
FDA SRS 220236ED28
Guide to Pharmacology 10018
Human Metabolome Database HMDB0014751
IBM Patent System A782C00BEE834BFB84C09EABB5D9A3A1
KEGG Ligand C07626
LINCS LSM-4042
Mcule MCULE-5116434245
MolPort MolPort-001-924-563 MolPort-000-728-509
Nikkaji J4.258G
PDBe CQA
PharmGKB PA448404
PubChem 2165 3647519
PubChem: Thomson Pharma 15374079
SureChEMBL SCHEMBL44152
ZINC ZINC000000608172

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