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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL170
CHEMBL170
Compound Name QUININE
ChEMBL Synonyms QUININE PHOSPHATE | Quinine | QUININE HYDROCHLORIDE | QUININE BIASCORBATE | Qualaquin | QUININE HYDROBROMIDE | QUININE ASCORBATE | QUININE BISULFATE | QUININE SULFATE | QUININE DIHYDROCHLORIDE | QUININE GLYCEROPHOSPHATE | GNF-Pf-506 | QUININE SALICYLATE
Max Phase 4 (Approved)
Trade Names Qualaquin | Quinine sulfate
Molecular Formula C20H24N2O2

Additional synonyms for CHEMBL170 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1
Standard InChI InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)1 ...
Download InChI
Standard InChI Key LOUPRKONTZGTKE-WZBLMQSHSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL170

Molecule Features

CHEMBL170 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MALARIAD008288EFO:0001068MALARIA4ClinicalTrials
MALARIA, FALCIPARUMD016778EFO:0007444PLASMODIUM FALCIPARUM MALARIA3ClinicalTrials

Clinical Data

ClinicalTrials.gov QUININE
The Cochrane Collaboration QUININE

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 CHEMBL170. 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
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 1.000
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.522
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.482

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.999
CHEMBL4697 Hexose transporter 1 Plasmodium falciparum 0.792
CHEMBL2535 Glucose transporter Homo sapiens 0.401
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.341
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.267

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
324.4 324.1838 2.73 4 45.59 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.8 9.28 2.82 .98 2 24 0.88

Structural Alerts

There are 3 structural alerts for CHEMBL170. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M09 - OTHER DRUGS FOR DISORDERS OF THE MUSCULO-SKELETAL SYSTEM
M09A - OTHER DRUGS FOR DISORDERS OF THE MUSCULO-SKELETAL SYSTEM
M09AA - Quinine and derivatives
M09AA72 - quinine, combinations with psycholeptics

P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BC - Methanolquinolines
P01BC01 - quinine

ChemSpider ChemSpider:LOUPRKONTZGTKE-WZBLMQSHSA-N
DailyMed quinine sulfate
Wikipedia Quinine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL170



ACToR 1407-83-6
BindingDB 50367247
Brenda 2219
ChEBI 15854
DrugBank DB00468
DrugCentral 4523
eMolecules 6843708 30151887 29549573
EPA CompTox Dashboard DTXSID0044280
FDA SRS A7V27PHC7A
Guide to Pharmacology 2510
Human Metabolome Database HMDB0014611
IBM Patent System 1E9DE93060A78A4B9143F0183FF2A83A 56418080E1C626225272A01F5E6F821A C9AFE1150EBFB9E7E78754DDA3B51B51
Metabolights MTBLC15854
MolPort MolPort-000-146-082
Nikkaji J654.524F
PDBe QI9
PubChem 3034034
PubChem: Thomson Pharma 56480783 14797229
SureChEMBL SCHEMBL27031
ZINC ZINC000003831404

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