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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL506
CHEMBL506
Compound Name PRIMAQUINE
ChEMBL Synonyms PRIMAQUINE PHOSPHATE | Primaquine | PRIMAQUINE | PRIMACHINE PHOSPHATE
Max Phase 4 (Approved)
Trade Names Primaquine
Molecular Formula C15H21N3O

Additional synonyms for CHEMBL506 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(NC(C)CCCN)c2ncccc2c1
Standard InChI InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4- ...
Download InChI
Standard InChI Key INDBQLZJXZLFIT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Harvard Malaria Screening
  • MMV Pathogen Box
  • Manually Added Drugs
  • 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


CHEMBL506

Molecule Features

CHEMBL506 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OBESITYD009765EFO:0001073OBESITY1ClinicalTrials
MALARIAD008288EFO:0001068MALARIA4ClinicalTrials
ATC
MALARIA, FALCIPARUMD016778EFO:0007444PLASMODIUM FALCIPARUM MALARIA3ClinicalTrials
MALARIA, VIVAXD016780EFO:0007445PLASMODIUM VIVAX MALARIA1ClinicalTrials

Clinical Data

ClinicalTrials.gov PRIMAQUINE
The Cochrane Collaboration PRIMAQUINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
259.4 259.1685 2 6 60.17 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.38 2.74 .01 2 19 0.83

Structural Alerts

There are no structural alerts for CHEMBL506

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BA - Aminoquinolines
P01BA03 - primaquine

ChemSpider ChemSpider:INDBQLZJXZLFIT-UHFFFAOYSA-N
DailyMed primaquine phosphate
PubChem SID: 174006623 SID: 24715072 SID: 24715073 SID: 50123426
Wikipedia Primaquine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL506



ACToR 90-34-6
BindingDB 71542
ChEBI 8405
DrugBank DB01087
DrugCentral 2266
eMolecules 1077024
EPA CompTox Dashboard DTXSID8023509
Human Metabolome Database HMDB0015219
IBM Patent System 507CF1735477E929E832B1C99E8BAE62
KEGG Ligand C07627
LINCS LSM-1649
Mcule MCULE-1557087031
Nikkaji J4.316H
PharmGKB PA451103
PubChem 4908
PubChem: Thomson Pharma 14798934
SureChEMBL SCHEMBL22207

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