amifampridine   Click here for help

GtoPdb Ligand ID: 8032

Synonyms: 3,4-DAP | 3,4-diaminopyridine | Firdapse® | Ruzurgi® | Zenas®
Approved drug PDB Ligand
amifampridine is an approved drug (EMA (2009), FDA (2018))
Compound class: Synthetic organic
Comment: Amifampridine is a potassium channel blocker.

amifampridine 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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Click here for structure editor
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 3
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 64.93
Molecular weight 109.06
XLogP -0.86
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 Nc1cnccc1N
Isomeric SMILES Nc1cnccc1N
InChI InChI=1S/C5H7N3/c6-4-1-2-8-3-5(4)7/h1-3H,7H2,(H2,6,8)
InChI Key OYTKINVCDFNREN-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
Approved drug? Yes (EMA (2009), FDA (2018))
Approved drug? Yes. EMA (2009)  |  FDA (2018)
IUPAC Name Click here for help
pyridine-3,4-diamine
International Nonproprietary Names Click here for help
INN number INN
8804 amifampridine
Synonyms Click here for help
3,4-DAP | 3,4-diaminopyridine | Firdapse® | Ruzurgi® | Zenas®
Database Links Click here for help
CAS Registry No. 54-96-6
ChEMBL Ligand CHEMBL354077
DrugCentral Ligand 4336
GtoPdb PubChem SID 249565712
PubChem CID 5918
RCSB PDB Ligand L89
Search Google for chemical match using the InChIKey OYTKINVCDFNREN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OYTKINVCDFNREN
Search PubMed clinical trials amifampridine
Search PubMed titles amifampridine
Search PubMed titles/abstracts amifampridine
UniChem Compound Search for chemical match using the InChIKey OYTKINVCDFNREN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OYTKINVCDFNREN-UHFFFAOYSA-N
Wikipedia 3,4-Diaminopyridine

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MedChemExpress
Amifampridine (links to external site)
Cat. No. HY-14946