rufinamide   Click here for help

GtoPdb Ligand ID: 7470

Synonyms: Banzel® | CGP-33101 | Inovelon® | RUF-331
Approved drug
rufinamide is an approved drug (EMA (2007), FDA (2008))
Compound class: Synthetic organic
Comment: Rufinamide is a triazole (a heterocyclic compound with molecular formula C2H3N3) derivative anticonvulsant drug.
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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 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 73.8
Molecular weight 238.07
XLogP 0.89
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 Fc1cccc(c1Cn1nnc(c1)C(=O)N)F
Isomeric SMILES Fc1cccc(c1Cn1nnc(c1)C(=O)N)F
InChI InChI=1S/C10H8F2N4O/c11-7-2-1-3-8(12)6(7)4-16-5-9(10(13)17)14-15-16/h1-3,5H,4H2,(H2,13,17)
InChI Key POGQSBRIGCQNEG-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 (2007), FDA (2008))
IUPAC Name Click here for help
1-[(2,6-difluorophenyl)methyl]triazole-4-carboxamide
International Nonproprietary Names Click here for help
INN number INN
7387 rufinamide
Synonyms Click here for help
Banzel® | CGP-33101 | Inovelon® | RUF-331
Database Links Click here for help
CAS Registry No. 106308-44-5
ChEMBL Ligand CHEMBL1201754
DrugBank Ligand DB06201
DrugCentral Ligand 3534
GtoPdb PubChem SID 187051773
PubChem CID 129228
Search Google for chemical match using the InChIKey POGQSBRIGCQNEG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone POGQSBRIGCQNEG
Search PubMed clinical trials rufinamide
Search PubMed titles rufinamide
Search PubMed titles/abstracts rufinamide
UniChem Compound Search for chemical match using the InChIKey POGQSBRIGCQNEG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey POGQSBRIGCQNEG-UHFFFAOYSA-N
Wikipedia Rufinamide