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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL416956
CHEMBL416956
Compound Name MEFLOQUINE
ChEMBL Synonyms RO 21-5998 | WR 142,490 | GNF-Pf-5544 | MEFLOQUINE | Mefaquin | MEFLOQUINE HYDROCHLORIDE | RO 21-5998/001 | Lariam | Fansimef | LARIAM
Max Phase 4 (Approved)
Trade Names LARIAM | Fansimef | MEFLOQUINE HYDROCHLORIDE
Molecular Formula C17H16F6N2O

Additional synonyms for CHEMBL416956 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(C1CCCCN1)c2cc(nc3c(cccc23)C(F)(F)F)C(F)(F)F
Standard InChI InChI=1S/C17H16F6N2O/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1 ...
Download InChI
Standard InChI Key XEEQGYMUWCZPDN-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Gene Expression Atlas Compounds
  • Manually Added Drugs
  • Novartis Malaria Screening
  • 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


CHEMBL416956

Molecule Features

CHEMBL416956 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
Ferriprotoporphyrin IX inhibitor Ferriprotoporphyrin IX PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MALARIA, FALCIPARUMD016778EFO:0007444PLASMODIUM FALCIPARUM MALARIA2ClinicalTrials
MALARIAD008288EFO:0001068MALARIA3ClinicalTrials

Clinical Data

ClinicalTrials.gov MEFLOQUINE
The Cochrane Collaboration MEFLOQUINE

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 CHEMBL416956. 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.


10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4794 Vanilloid receptor Homo sapiens 0.241

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
378.3 378.1167 4.3 4 45.15 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.81 9.24 2.2 .5 2 26 0.78

Structural Alerts

There are 1 structural alerts for CHEMBL416956. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01B - ANTIMALARIALS
P01BC - Methanolquinolines
P01BC02 - mefloquine

ChemSpider ChemSpider:XEEQGYMUWCZPDN-UHFFFAOYSA-N
DailyMed mefloquine hydrochloride
PubChem SID: 174006936 SID: 26748684 SID: 29216385
Wikipedia Mefloquine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL416956



ACToR 49752-90-1
Atlas mefloquine
BindingDB 50022889
Brenda 23282
ChEBI 63681
DrugBank DB00358
eMolecules 1987625
Human Metabolome Database HMDB0014502
IBM Patent System 414F02EC2DF850B9BE37B23F57021748
KEGG Ligand C07633
LINCS LSM-5180
Nikkaji J320.015I
PharmGKB PA450348
PubChem 4046
PubChem: Thomson Pharma 14804464
SureChEMBL SCHEMBL21782

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