thiabendazole   Click here for help

GtoPdb Ligand ID: 7304

Synonyms: E233 | MK-360
Approved drug PDB Ligand
thiabendazole is an approved drug (FDA (1967))
Compound class: Synthetic organic
Comment: Tiabendazole is a fungicide and parasiticide with potential anti-angiogenic (or vascular disrupting) action [1].

thiabendazole is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 69.81
Molecular weight 201.04
XLogP 2.17
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES c1scc(n1)c1nc2c([nH]1)cccc2
Isomeric SMILES c1scc(n1)c1nc2c([nH]1)cccc2
InChI InChI=1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)
InChI Key WJCNZQLZVWNLKY-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. FDA (1967)
IUPAC Name Click here for help
2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazole
International Nonproprietary Names Click here for help
INN number INN
1436 tiabendazole
Synonyms Click here for help
E233 | MK-360
Database Links Click here for help
CAS Registry No. 148-79-8
ChEMBL Ligand CHEMBL625
DrugBank Ligand DB00730
DrugCentral Ligand 2621
GtoPdb PubChem SID 178103877
PubChem CID 5430
RCSB PDB Ligand TMG
Search Google for chemical match using the InChIKey WJCNZQLZVWNLKY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WJCNZQLZVWNLKY
Search PubMed clinical trials tiabendazole
Search PubMed titles tiabendazole
Search PubMed titles/abstracts tiabendazole
UniChem Compound Search for chemical match using the InChIKey WJCNZQLZVWNLKY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WJCNZQLZVWNLKY-UHFFFAOYSA-N
Wikipedia Thiabendazole

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MedChemExpress
Thiabendazole (links to external site)
Cat. No. HY-B0263
Thiabendazole (Standard) (links to external site)
Cat. No. HY-B0263R