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Compound Detail

CHEMBL37161

FENBENDAZOLE
🧪 Phase II
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🧪 Phase II
COC(=O)Nc1nc2cc(Sc3ccccc3)ccc2[nH]1

Basic Information

ChEMBL ID CHEMBL37161
Name FENBENDAZOLE
Phase Phase II
Structure Type MOL
InChI Key HDDSHPAODJUKPD-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Fenbendazol Fenbendazole Fenbendazole for veterinary use HOE 881V HOE 881Y HOE-881V HOE-881Y NSC-757824 Panacur Panacur aquasol
8
Targets
20
Activities
2
Assay Types
9
PK Parameters
20
Publications
10
Known Names
1
Indications
2
Mechanisms

Molecular Properties

299.4
MW (Da)
3.89
ALogP
4
HBA
2
HBD
67.0
PSA (Ų)
0.77
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -bendazole
USAN Year 1975

Extended Properties

Molecular Formula C15H13N3O2S
MW 299.36
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -1.23

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin beta chain binding agent BINDING AGENT Tubulin beta chain
Tubulin beta chain binding agent BINDING AGENT Tubulin beta chain

Indications

Helminthiasis

ATC Classification

P02CA06
fenbendazole
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTHELMINTICS

Activity Summary

IC50 15 meas. best 9.0
EC50 5 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 9.0 7.11 1.0 12
Giardia intestinalis
CHEMBL612652
IC50 7.25 7.25 56.0 1
Nippostrongylus brasiliensis
CHEMBL613822
EC50 6.92 6.92 120.0 1
Unchecked
CHEMBL612545
EC50 6.04 6.04 910.0 1
PC-3M
CHEMBL4296484
EC50 5.58 5.58 2600.0 1
Mitogen-activated protein kinase 14
CHEMBL260
IC50 5.5 5.5 3188.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL2146315
EC50 5.4 5.4 4000.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 5.0 5.0 10000.0 1
Plasmodium yoelii yoelii
CHEMBL612328
IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 310.0 ng.hr.mL-1 Sus scrofa
AUC 35000.0 ng.hr.mL-1 Sus scrofa
AUC 12730.0 ng.hr.mL-1 Sus scrofa
Cmax 167.02 nM Sus scrofa
Cmax 3641.1 nM Sus scrofa
Cmax 1269.37 nM Sus scrofa
Tmax 5.4 hr Sus scrofa
Tmax 17.0 hr Sus scrofa
Tmax 34.0 hr Sus scrofa

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 1.0 nM 9.0 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 3.0 nM 8.52 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 9.7 nM 8.01 PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator... -
Giardia intestinalis IC50 = 56.0 nM 7.25 Antiparasitic activity against Giardia duodenalis IMSS:0989 after 48 hrs 22464423
Unchecked IC50 = 67.26 nM 7.17 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Nippostrongylus brasiliensis EC50 = 120.0 nM 6.92 Anthelmintic activity against Nippostrongylus brasiliensis 11754610
Unchecked IC50 = 195.0 nM 6.71 PubChem BioAssay. Increased HeLa cells with 4N DNA content-IC50. (Class of ass... -
Unchecked IC50 = 204.2 nM 6.69 PubChem BioAssay. Increased HeLa cells with 2N DNA content-IC50. (Class of ass... -
Unchecked IC50 = 206.7 nM 6.68 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked IC50 = 227.6 nM 6.64 PubChem BioAssay. Increased chromatin condensation in HeLa cells-IC50. (Class ... -
Unchecked IC50 = 438.2 nM 6.36 PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 ce... -
Unchecked EC50 = 910.0 nM 6.04 Cytotoxicity against human PC3MLN4 cells assessed as reduction in cell viability... 29288939
PC-3M EC50 = 2600.0 nM 5.58 Cytotoxicity against human PC3M cells assessed as reduction in cell viability af... 29288939
Mitogen-activated protein kinase 14 IC50 = 3188.0 nM 5.5 DRUGMATRIX: Protein Serine/Threonine Kinase, p38alpha enzyme inhibition (substra... -
Nuclear receptor subfamily 1 group I member 2 EC50 = 4000.0 nM 5.4 Activation of rat PXR expressed in human HepG2 cells after 24 hrs by luciferase ... 20966043
Unchecked IC50 = 4841.3 nM 5.32 PubChem BioAssay. nuclear beta catenin stimulation in WNT3A conditioned C2C12 ce... -
Unchecked IC50 = 5994.0 nM 5.22 DRUGMATRIX: beta-Lactamase enzyme inhibition (substrate: Nitrocefin) -
Nuclear receptor subfamily 1 group I member 2 EC50 = 10000.0 nM 5.0 Activation of human PXR expressed in human HepG2 (DPX-2) cells after 24 hrs by l... 20966043
Plasmodium yoelii yoelii IC50 = 30000.0 nM 4.52 Antimicrobial activity against Plasmodium yoelii 265 liver infected in mammalian... 18212104

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 305
18271517 10.1021/jm701456r Sus scrofa 9
20966043 10.1124/dmd.110.035105 Nuclear receptor subfamily 1 group I member 2 6
7310824 10.1021/jm00144a022 Mus musculus 4
22464423 10.1016/j.ejmech.2012.03.014 No relevant target 4
16420038 10.1021/jm050476z Methionine aminopeptidase 3
36921525 10.1016/j.ejmech.2023.115268 Toxocara canis 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
29288939 10.1016/j.ejmech.2017.11.037 Unchecked 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20621724 10.1016/j.bmcl.2010.05.093 Unchecked 2
18271517 10.1021/jm701456r NON-PROTEIN TARGET 2
18271517 10.1021/jm701456r ADMET 2
18212104 10.1128/aac.01043-07 Plasmodium yoelii yoelii 1
18212104 10.1128/aac.01043-07 Unchecked 1
18212104 10.1128/aac.01043-07 Hepatocyte 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
19850474 10.1016/j.bmcl.2009.09.086 Fatty-acid amide hydrolase 1 1

Data from ChEMBL 36 via Core Engine