nitrofural   Click here for help

GtoPdb Ligand ID: 12366

Synonyms: Furacin® | Furacine® | nitrofurazone
Approved drug PDB Ligand
nitrofural is an approved drug (FDA (1945))
Compound class: Synthetic organic
Comment: Nitrofural (also known as nitrofurazone) is a nitrofuran drug with antimicrobial activity. The compound has broad-spectrum antibacterial activity and antiprotozoal activity.
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 CDK toolkit. 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 2
Rotatable bonds 4
Topological polar surface area 123.76
Molecular weight 198.04
XLogP 0.16
No. Lipinski's rules broken 0
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.

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Canonical SMILES NC(=O)N/N=C/c1ccc(o1)[N+](=O)[O-]
Isomeric SMILES c1c(oc(c1)[N+](=O)[O-])/C=N/NC(=O)N
InChI InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+
InChI Key IAIWVQXQOWNYOU-FPYGCLRLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1945))
Withdrawn drug? Yes
IUPAC Name Click here for help
[(5-nitrofuran-2-yl)methylideneamino]urea
International Nonproprietary Names Click here for help
INN number INN
4160 nitrofural
Synonyms Click here for help
Furacin® | Furacine® | nitrofurazone
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Nitrofurazone
Other databases
CAS Registry No. 59-87-0 (source: Scifinder)
ChEMBL Ligand CHEMBL869
DrugBank Ligand DB00336
DrugCentral Ligand 1950
GtoPdb PubChem SID 479821157
PubChem CID 5447130
RCSB PDB Ligand NFZ
Search Google for chemical match using the InChIKey IAIWVQXQOWNYOU-FPYGCLRLSA-N
Search Google for chemicals with the same backbone IAIWVQXQOWNYOU
Search PubMed clinical trials nitrofural
Search PubMed titles nitrofural
Search PubMed titles/abstracts nitrofural
UniChem Compound Search for chemical match using the InChIKey IAIWVQXQOWNYOU-FPYGCLRLSA-N
UniChem Connectivity Search for chemical match using the InChIKey IAIWVQXQOWNYOU-FPYGCLRLSA-N
Wikipedia Nitrofurazone