Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL685

MEBENDAZOLE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
COC(=O)Nc1nc2cc(C(=O)c3ccccc3)ccc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL685
Name MEBENDAZOLE
Phase Approved
Structure Type MOL
InChI Key OPXLLQIJSORQAM-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Emverm Mebendazol Mebendazole Mebendazole polymorph c Mebendazolum Mebenvet NSC-184849 Ovitelmin Pantelmin R 17,635 R-17635 Telmintic +3 more
14
Targets
33
Activities
3
Assay Types
30
PK Parameters
20
Publications
15
Known Names
7
Indications
2
Mechanisms

Molecular Properties

295.3
MW (Da)
2.97
ALogP
4
HBA
2
HBD
84.1
PSA (Ų)
0.73
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1974
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -bendazole
USAN Year 1971

Extended Properties

Molecular Formula C16H13N3O3
MW 295.30
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.93

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓

Indications

Helminthiasis Anemia Colorectal Neoplasms Necatoriasis Hookworm Infections Pruritus Glioma

ATC Classification

P02CA01
mebendazole
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTHELMINTICS
P02CA51
mebendazole, combinations
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTHELMINTICS

Activity Summary

IC50 19 meas. best 7.27
EC50 11 meas. best 6.3
Ki 3 meas. best 6.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.27 6.69 54.2 8
Giardia intestinalis
CHEMBL612652
 IC50 7.26 7.23 55.0 4
Unchecked
CHEMBL612545
 Ki 6.47 6.415 340.0 2
SK-OV-3
CHEMBL614925
 EC50 6.3 6.3 500.0 1
Unchecked
CHEMBL612545
 EC50 6.3 6.23 500.0 2
Calmodulin-domain protein kinase 1
CHEMBL1781862
 IC50 6.17 6.17 670.0 1
A549
CHEMBL392
 EC50 6.05 6.05 900.0 1
PC-3
CHEMBL390
 EC50 5.96 5.96 1100.0 1
Calu-1
CHEMBL613505
 EC50 5.96 5.96 1100.0 1
PC-3M
CHEMBL4296484
 EC50 5.92 5.92 1210.0 1
A549/TR
CHEMBL4483226
 EC50 5.77 5.77 1700.0 1
NCI-H157
CHEMBL614783
 EC50 5.46 5.46 3500.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 5.44 5.29 3600.0 3
Tyrosine-protein kinase ABL1
CHEMBL1862
 Ki 5.34 5.34 4600.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 5.3 5.3 5000.0 1
Vaccinia virus
CHEMBL613493
 EC50 5.25 5.145 5600.0 2
ATP-binding cassette sub-family C member 4
CHEMBL1743128
 IC50 4.81 4.81 15500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 797.31 ng.hr.mL-1 Mus musculus
AUC 265.77 ng.hr.mL-1 Canis lupus familiaris
AUC 3809.37 ng.hr.mL-1 Mus musculus
AUC 236.24 ng.hr.mL-1 Canis lupus familiaris
CL 15.0 mL.min-1.kg-1 Homo sapiens
CL 14.8 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Homo sapiens
CL 9.0 mL.min-1.g-1 Homo sapiens
CL 45.0 mL.min-1.g-1 Homo sapiens
CL 11.0 mL.min-1.g-1 Homo sapiens
CL 61.0 mL.min-1.g-1 Homo sapiens
CL 16.0 mL.min-1.g-1 Homo sapiens
CL 8.8 mL.min-1.g-1 Homo sapiens
CL 1.8 mL.min-1.g-1 Homo sapiens
CL 1.8 mL.min-1.g-1 Homo sapiens
CL 61.0 mL.min-1.g-1 Homo sapiens
CL 27.4 mL.min-1.kg-1 Mus musculus
CL 22.2 mL.min-1.kg-1 Canis lupus familiaris
Cmax 5300.0 nM Mus musculus
Cmax 2200.0 nM Canis lupus familiaris
Cmax 5100.0 nM Mus musculus
Cmax 5.1 nmol/g Mus musculus
Cmax 200.0 nM Canis lupus familiaris
F 20.0 % Homo sapiens
F 24.0 % Mus musculus
F 11.0 % Canis lupus familiaris
F 17.0 % Homo sapiens
F 22.0 % Homo sapiens
Fu 0.086 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 54.2 nM 7.27 PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator... -
Giardia intestinalis IC50 = 55.0 nM 7.26 Antiparasitic activity against Giardia duodenalis IMSS:0989 after 48 hrs 22464423
Giardia intestinalis IC50 = 60.0 nM 7.22 Antigiardial activity against Giardia lamblia H/7 incubated for 48 hrs by micros... 32869995
Giardia intestinalis IC50 = 60.0 nM 7.22 Antigiardial activity against Giardia lamblia WB incubated for 48 hrs by microsc... 32869995
Giardia intestinalis IC50 = 60.0 nM 7.22 Antigiardial activity against Giardia lamblia P1 incubated for 48 hrs by haemocy... 32869995
Unchecked IC50 = 64.8 nM 7.19 PubChem BioAssay. Increased chromatin condensation in HeLa cells-IC50. (Class ... -
Unchecked IC50 = 76.1 nM 7.12 PubChem BioAssay. Increased HeLa cells with 2N DNA content-IC50. (Class of ass... -
Unchecked IC50 = 80.0 nM 7.1 PubChem BioAssay. Increased HeLa cells with 4N DNA content-IC50. (Class of ass... -
Unchecked IC50 = 245.4 nM 6.61 PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 ce... -
Unchecked Ki = 340.0 nM 6.47 Inhibition of N-terminal hexaHis-tagged Toxoplasma gondii CDPK1 expressed in Esc... 22369268
Unchecked IC50 = 369.9 nM 6.43 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked Ki = 440.0 nM 6.36 Inhibition of Cryptosporidium parvum CDPK1 by nonradioactive Kinaseglo luciferas... 22369268
SK-OV-3 EC50 = 500.0 nM 6.3 Cytotoxicity against human SKOV3 cells assessed as reduction in cell viability a... 29288939
Unchecked EC50 = 500.0 nM 6.3 Cytotoxicity against human PC3MLN4 cells assessed as reduction in cell viability... 29288939
Calmodulin-domain protein kinase 1 IC50 = 670.0 nM 6.17 Inhibition of Toxoplasma gondii CDPK1 22795629
Unchecked EC50 = 700.0 nM 6.16 Cytotoxicity against human PC3MLN4 cells assessed as reduction in cell viability... 29288939
A549 EC50 = 900.0 nM 6.05 Cytotoxicity against human A549 cells assessed as reduction in cell viability af... 29288939
Unchecked IC50 = 920.0 nM 6.04 Inhibition of Cryptosporidium parvum CDPK1 22795629
PC-3 EC50 = 1100.0 nM 5.96 Cytotoxicity against human PC3 cells assessed as reduction in cell viability aft... 29288939
Calu-1 EC50 = 1100.0 nM 5.96 Cytotoxicity against human Calu1 cells assessed as reduction in cell viability a... 29288939

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 461
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 61
3543360 10.1021/jm00157a032 Mastomys natalensis 20
16472241 10.2174/1570163043334794 Hepatotoxicity 18
23444387 10.1124/dmd.113.051177 ADMET 16
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
29648826 10.1021/acs.jmedchem.7b01792 ADMET 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
29648826 10.1021/acs.jmedchem.7b01792 Canis familiaris 10
3543360 10.1021/jm00157a032 Rattus norvegicus 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
29288939 10.1016/j.ejmech.2017.11.037 Unchecked 8
11602674 - ATP-dependent translocase ABCB1 8
20070106 10.1021/jm901371v Homo sapiens 8
29648826 10.1021/acs.jmedchem.7b01792 Mus musculus 6
17239491 10.1016/j.ejmech.2006.11.015 NON-PROTEIN TARGET 6
3543360 10.1021/jm00157a032 Cricetinae gen. sp. 4
18426954 10.1124/dmd.108.020479 ADMET 4
22464423 10.1016/j.ejmech.2012.03.014 No relevant target 4

Data from ChEMBL 36 via Core Engine