propafenone   Click here for help

GtoPdb Ligand ID: 2561

Synonyms: Arythmol® | GNF-Pf-4594 | Rythmol®
Approved drug
propafenone is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Marketed formulations may contain propafenone hydrochloride (PubChem CID 36708).
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: propafenone

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 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.

✖
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 58.56
Molecular weight 341.2
XLogP 3.23
No. Lipinski's rules broken 1
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.

✖
Canonical SMILES CCCNCC(COc1ccccc1C(=O)CCc1ccccc1)O
Isomeric SMILES CCCNCC(COc1ccccc1C(=O)CCc1ccccc1)O
InChI InChI=1S/C21H27NO3/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17/h3-11,18,22-23H,2,12-16H2,1H3
InChI Key JWHAUXFOSRPERK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1989))
IUPAC Name Click here for help
1-[2-(2-hydroxy-3-propylaminopropoxy)phenyl]-3-phenylpropan-1-one
International Nonproprietary Names Click here for help
INN number INN
3312 propafenone
Synonyms Click here for help
Arythmol® | GNF-Pf-4594 | Rythmol®
Database Links Click here for help
Specialist databases
GPCRdb Ligand propafenone
Other databases
BindingDB Ligand 50067133
CAS Registry No. 54063-53-5 (source: Scifinder)
ChEBI CHEBI:63619
ChEMBL Ligand CHEMBL631
DrugBank Ligand DB01182
DrugCentral Ligand 2291
GtoPdb PubChem SID 135650856
PubChem CID 4932
Search Google for chemical match using the InChIKey JWHAUXFOSRPERK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JWHAUXFOSRPERK
Search PubMed clinical trials propafenone
Search PubMed titles propafenone
Search PubMed titles/abstracts propafenone
UniChem Compound Search for chemical match using the InChIKey JWHAUXFOSRPERK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JWHAUXFOSRPERK-UHFFFAOYSA-N
Wikipedia Propafenone