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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

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

Mechanism of Action

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

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

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

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

Alternate Forms of Compound in ChEMBL


CHEMBL685

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 0.930
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.715
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.204

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 0.880
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.772
CHEMBL1906 Serine/threonine-protein kinase RAF Homo sapiens 0.726
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.309
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.209
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.208

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

Compound Cross References

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

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

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
BindinDB 50180753
ChEBI 6704
DrugBank DB00643
eMolecules 511302 740153
FDA SRS 81G6I5V05I
Human Metabolome Database HMDB14781
IBM Patent System 5A1973D65F1B7317261B65C543D8E530
IBM Patents US20080050450 US20090186853 WO2009037500A1 WO2006121518A2 US20100216689 US20080138391 WO2006083668A2 WO2007084266A2 US20080095838 US20090214718 EP1239845B1 EP0265116B1 EP2049567A2 US20070054920 US5215753 US20050209345 US20060078604 US20050004049 EP1594501A2 US20020177226 WO2006009883A2 US20090136999 US20060194301 EP0197718B2 US7652071 EP1706373B1 US7670612 US20090247856 EP0354761A2 EP0214009A2 US6368788 US20050118652 US20020071864 WO2007150020A1 US20040086544 US20100144846 US20080299199 US20080075785 EP1434579A1 US7175857 US6962717 US5324521 EP1991678A2 US6831069 WO1997009978A1 US20030180352 US5654404 US7618651 WO2004002424A2 US20060199827 WO2010011289A2 WO2006020722A2 EP1836162A2 EP2217295A1 WO2006065960A2 WO2006017185A1 EP1373366B1 EP1561820B1 EP0333311A1 EP1051181A2 WO2008096231A1 EP1462119A1 US20040180949 US20060270922 US20050033029 US20030036533 US20060039865 US3989826 EP1968685A2 WO2010057177A2 US20050129777 US20090175887 US20020132005 US20050106151 EP1931320A2 US20100261779 US7432374 WO2005054297A2 US20080096912 US20030175326 US5466811 WO2003000777A2 US20030124182 WO2006110810A2 WO2004052868A1 US20090186933 EP0935523B1 US20090105317 US20100310611 WO2008148798A2 US7199151 US6906098 US6359004 EP1861407A1 US20100136105 US20040033994 WO2001054481A2 US20070197547 US7371384 US20030045587
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 ZINC00121541

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