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bronopol   Click here for help

GtoPdb Ligand ID: 14530

Compound class: Synthetic organic
Comment: Bronopol is a broad-spectrum antimicrobial compound used as a preservative in pharmaceuticals, cosmetics, and industrial products [2]. Bronopol and the related compound bronidox (PubChem CID 1807) inhibit bacterial biofilm formation [3].
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 2
Rotatable bonds 3
Topological polar surface area 83.6
Molecular weight 199.99
XLogP -0.7
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 C(C(CO)(Br)[N+](=O)[O-])O
Isomeric SMILES C(C(CO)([N+](=O)[O-])Br)O
InChI InChI=1S/C3H6BrNO4/c4-3(1-6,2-7)5(8)9/h6-7H,1-2H2
InChI Key LVDKZNITIUWNER-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
IUPAC Name Click here for help
2-Bromo-2-nitropropane-1,3-diol
International Nonproprietary Names Click here for help
INN number INN
1716 bronopol
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Bronopol
Other databases
CAS Registry No. 52-51-7 (source: Scifinder)
ChEBI CHEBI:31306
ChEMBL Ligand CHEMBL1408862
DrugBank Ligand DB13960
PubChem CID 2450
Search Google for chemical match using the InChIKey LVDKZNITIUWNER-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LVDKZNITIUWNER
Search PubMed clinical trials bronopol
Search PubMed titles bronopol
Search PubMed titles/abstracts bronopol
UniChem Compound Search for chemical match using the InChIKey LVDKZNITIUWNER-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LVDKZNITIUWNER-UHFFFAOYSA-N