nifuratel   Click here for help

GtoPdb Ligand ID: 12348

Synonyms: Macmiror® | Magmilor® | methylmercadone
Approved drug
nifuratel is an approved drug
Compound class: Synthetic organic
Comment: Nifuratel is an antimicrobial nitrofuran drug that exhibits antiprotozoal, antifungal and antibacterial activities. Please note that the structure to which the CAS number is assigned does not specify stereochemistry.

nifuratel 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 4
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 123.48
Molecular weight 285.04
XLogP 1.97
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-][N+](=O)c1ccc(o1)/C=N/N1CC(OC1=O)CSC
Isomeric SMILES CSCC1CN(C(=O)O1)/N=C/c1ccc(o1)[N+](=O)[O-]
InChI InChI=1S/C10H11N3O5S/c1-19-6-8-5-12(10(14)18-8)11-4-7-2-3-9(17-7)13(15)16/h2-4,8H,5-6H2,1H3/b11-4+
InChI Key SRQKTCXJCCHINN-NYYWCZLTSA-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.
IUPAC Name Click here for help
5-(methylsulfanylmethyl)-3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
International Nonproprietary Names Click here for help
INN number INN
2314 nifuratel
Synonyms Click here for help
Macmiror® | Magmilor® | methylmercadone
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Nifuratel
Other databases
CAS Registry No. 4936-47-4 (source: Scifinder)
ChEBI CHEBI:135180
ChEMBL Ligand CHEMBL514315
DrugBank Ligand DB13724
DrugCentral Ligand 1926
GtoPdb PubChem SID 479821139
PubChem CID 6433427
Search Google for chemical match using the InChIKey SRQKTCXJCCHINN-NYYWCZLTSA-N
Search Google for chemicals with the same backbone SRQKTCXJCCHINN
Search PubMed clinical trials nifuratel
Search PubMed titles nifuratel
Search PubMed titles/abstracts nifuratel
UniChem Compound Search for chemical match using the InChIKey SRQKTCXJCCHINN-NYYWCZLTSA-N
UniChem Connectivity Search for chemical match using the InChIKey SRQKTCXJCCHINN-NYYWCZLTSA-N

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MedChemExpress
Nifuratel (links to external site)
Cat. No. HY-A0059