furazolidone   Click here for help

GtoPdb Ligand ID: 12343

Synonyms: Furoxone®
Approved drug
furazolidone is an approved drug (FDA (1958))
Compound class: Synthetic organic
Comment: Furazolidone is an antimicrobial nitrofuran drug that exhibits antiprotozoal and broad-spectrum antibacterial activities.
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 4
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 98.18
Molecular weight 225.04
XLogP 0.9
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 O=C1OCCN1N=Cc1ccc(o1)[N+](=O)[O-]
Isomeric SMILES C1COC(=O)N1N=Cc1ccc(o1)[N+](=O)[O-]
InChI InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2
InChI Key PLHJDBGFXBMTGZ-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 (1958)
IUPAC Name Click here for help
3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
International Nonproprietary Names Click here for help
INN number INN
273 furazolidone
Synonyms Click here for help
Furoxone®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Furazolidone
Other databases
CAS Registry No. 67-45-8 (source: Scifinder)
ChEBI CHEBI:5195
ChEMBL Ligand CHEMBL1374738
DrugCentral Ligand 1257
GtoPdb PubChem SID 479821134
PubChem CID 3435
Search Google for chemical match using the InChIKey PLHJDBGFXBMTGZ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PLHJDBGFXBMTGZ
Search PubMed clinical trials furazolidone
Search PubMed titles furazolidone
Search PubMed titles/abstracts furazolidone
UniChem Compound Search for chemical match using the InChIKey PLHJDBGFXBMTGZ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PLHJDBGFXBMTGZ-UHFFFAOYSA-N