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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1450
CHEMBL1450
Compound Name ATOVAQUONE
ChEMBL Synonyms ATOVAQUONE | 566C | 566C80 | MEPRON
Max Phase 4 (Approved)
Trade Names MEPRON
Molecular Formula C22H19ClO3

Additional synonyms for CHEMBL1450 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC1=C([C@@H]2CC[C@H](CC2)c3ccc(Cl)cc3)C(=O)c4ccccc4C1=O
Standard InChI InChI=1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13 ...
Download InChI
Standard InChI Key KUCQYCKVKVOKAY-CTYIDZIISA-N

Sources

  • British National Formulary
  • Harvard Malaria Screening
  • Manually Added Drugs
  • Open Source Malaria Screening
  • 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


CHEMBL1450

Molecule Features

CHEMBL1450 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cytochrome b inhibitor Cytochrome b DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MALARIAD008288EFO:0001068MALARIA2ClinicalTrials
MALARIA, FALCIPARUMD016778EFO:0007444PLASMODIUM FALCIPARUM MALARIA1ClinicalTrials
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA0ClinicalTrials
PNEUMONIA, PNEUMOCYSTISD011020EFO:0007448PNEUMOCYSTOSIS4DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov ATOVAQUONE
The Cochrane Collaboration ATOVAQUONE

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 CHEMBL1450. 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
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.499
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.415
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.367

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.627
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.498
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.423

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
366.8 366.1023 5.32 2 54.37 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.01 - 6.47 4.11 2 26 0.78

Structural Alerts

There are 7 structural alerts for CHEMBL1450. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01A - AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
P01AX - Other agents against amoebiasis and other protozoal diseases
P01AX06 - atovaquone

ChemSpider ChemSpider:KUCQYCKVKVOKAY-CTYIDZIISA-N
DailyMed atovaquone
PubChem SID: 144204265 SID: 170464681
Wikipedia Atovaquone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1450



ACToR 95233-18-4
ChEBI 575568
DrugBank DB01117
DrugCentral 258
eMolecules 2728596
EPA CompTox Dashboard DTXSID7022629
FDA SRS Y883P1Z2LT
Guide to Pharmacology 9695
Human Metabolome Database HMDB0015249
KEGG Ligand C06835
Mcule MCULE-7318126574
MolPort MolPort-003-666-542
Nikkaji J389.528I
PDBe AOQ
PubChem: Thomson Pharma 14803776
Selleck atovaquone-atavaquone
SureChEMBL SCHEMBL21694
ZINC ZINC000116473771

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