ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL685
CHEMBL685
Compound Name MEBENDAZOLE
ChEMBL Synonyms Telmin | Mebenvet | R-17635 | Vermox | Mebendazole | Telmintic | R 17,635
Max Phase 4 (Approved)
Trade Names Mebenvet | Telmin | Mebendazole | Telmintic | Vermox
Molecular Formula C16H13N3O3

Additional synonyms for CHEMBL685 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)Nc1nc2ccc(cc2[nH]1)C(=O)c3ccccc3
Standard InChI InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)1 ...
Download InChI
Standard InChI Key OPXLLQIJSORQAM-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • MMV Pathogen Box
  • 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


CHEMBL685

Molecule Features

CHEMBL685 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Tubulin inhibitor Tubulin DailyMed ISBN PubMed
Tubulin inhibitor Tubulin DailyMed ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GLIOMAD005910EFO:0000326CENTRAL NERVOUS SYSTEM CANCER1ClinicalTrials
ANEMIAD000740EFO:0004272ANEMIA3ClinicalTrials

Clinical Data

ClinicalTrials.gov MEBENDAZOLE
The Cochrane Collaboration MEBENDAZOLE

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 CHEMBL685. 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
CHEMBL1781862 Calmodulin-domain protein kinase 1 Toxoplasma gondii 1.000
CHEMBL4128 Tyrosine-protein kinase TIE-2 Homo sapiens 1.000
CHEMBL1906 Serine/threonine-protein kinase RAF Homo sapiens 0.813
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.630

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1781862 Calmodulin-domain protein kinase 1 Toxoplasma gondii 1.000
CHEMBL4128 Tyrosine-protein kinase TIE-2 Homo sapiens 1.000
CHEMBL3658 Tubulin alpha chain Sus scrofa 0.859
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.721
CHEMBL1906 Serine/threonine-protein kinase RAF Homo sapiens 0.542
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.231

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
295.3 295.0957 3.06 4 84.08 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.52 4.7 2.83 2.83 3 22 0.72

Structural Alerts

There are 2 structural alerts for CHEMBL685. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P02 - ANTHELMINTICS
P02C - ANTINEMATODAL AGENTS
P02CA - Benzimidazole derivatives
P02CA51 - mebendazole, combinations

P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P02 - ANTHELMINTICS
P02C - ANTINEMATODAL AGENTS
P02CA - Benzimidazole derivatives
P02CA01 - mebendazole

ChemSpider ChemSpider:OPXLLQIJSORQAM-UHFFFAOYSA-N
DailyMed mebendazole
PubChem SID: 11112718 SID: 124882564 SID: 144204171 SID: 170464914 SID: 174007187 SID: 26746927 SID: 855610
Wikipedia Mebendazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL685



ACToR 31431-39-7
BindingDB 50180753
ChEBI 6704
DrugBank DB00643
DrugCentral 1641
eMolecules 511302 740153
EPA CompTox Dashboard DTXSID4040682
FDA SRS 81G6I5V05I
Human Metabolome Database HMDB14781
IBM Patent System 5A1973D65F1B7317261B65C543D8E530
LINCS LSM-3749
Mcule MCULE-4133611535
MolPort MolPort-001-889-615
NIH Clinical Collection SAM002548959
Nikkaji J2.773A
PharmGKB PA164776669
PubChem 4030
PubChem: Thomson Pharma 14898153 144214057
SureChEMBL SCHEMBL15860
ZINC ZINC000000121541

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