topiramate

Ligand id: 6849

Name: topiramate

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 123.92
Molecular weight 339.1
XLogP -1.2
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
IUPAC Name
[(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-5,5a,8a,8b-tetrahydrodi[1,3]dioxolo[4,5-a:5',3'-d]pyran-3a-yl]methyl sulfamate
International Nonproprietary Names
INN number INN
6099 topiramate
Synonyms
epitomax | MCN-4853 | RWJ-17021 | Topamax®
Database Links
CAS Registry No. 97240-79-4
ChEBI CHEBI:63631
ChEMBL Ligand CHEMBL220492
DrugBank Ligand DB00273
PubChem CID 5284627
RCSB PDB Ligand TOR
Search Google for chemical match using the InChIKey KJADKKWYZYXHBB-XBWDGYHZSA-N
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Search PubMed clinical trials topiramate
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Search UniChem for chemical match using the InChIKey KJADKKWYZYXHBB-XBWDGYHZSA-N
Search UniChem for chemicals with the same backbone KJADKKWYZYXHBB
SynPHARM 79189 (in complex with carbonic anhydrase 1)
Wikipedia Topiramate
Comments
A multifunctional compound: inhibits carbonic anhydrases II and IV, positively modulates GABA-A receptor anion channels, blocks sodium channel alpha subunits and behaves as an antagonist at the ionotropic glutamate receptors (AMPA and kainate).