GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

cetylpyridinium   Click here for help

GtoPdb Ligand ID: 14498

Compound class: Synthetic organic
Comment: Cetylpyridinium is a broad-spectrum antimicrobial, demonstrating activity against Gram-negative and Gram-positive bacteria [1]. It is exploited for its topical antiseptic utility.
We have chosen to display the structure of the parent compound, and our external links are also to this structure. However, the INN-assigned compound is in complex with chloride, the marketed agent is also administered in this preparation.
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 15
Topological polar surface area 3.01
Molecular weight 304.53
XLogP 9.09
No. Lipinski's rules broken 2

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
Click here for help

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/)

✖
Canonical SMILES CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1
Isomeric SMILES CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1
InChI InChI=1S/C21H38N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22/h15,17-18,20-21H,2-14,16,19H2,1H3/q+1
InChI Key NEUSVAOJNUQRTM-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
1-hexadecylpyridin-1-ium
International Nonproprietary Names Click here for help
INN number INN
1298 cetylpyridinium chloride
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo VesiX CPC
Other databases
CAS Registry No. 7773-52-6 (source: Scifinder)
ChEBI CHEBI:32914
ChEMBL Ligand CHEMBL305906
DrugBank Ligand DB11073
DrugCentral Ligand 3083
PubChem CID 2683
Search Google for chemical match using the InChIKey NEUSVAOJNUQRTM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NEUSVAOJNUQRTM
Search PubMed clinical trials cetylpyridinium chloride
Search PubMed titles cetylpyridinium chloride
Search PubMed titles/abstracts cetylpyridinium chloride
UniChem Compound Search for chemical match using the InChIKey NEUSVAOJNUQRTM-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NEUSVAOJNUQRTM-UHFFFAOYSA-N