levetiracetam

Ligand id: 6826

Name: levetiracetam

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View more information in the IUPHAR Pharmacology Education Project: levetiracetam

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 63.4
Molecular weight 170.11
XLogP -0.63
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1999), EMA (2000))
IUPAC Name
(2S)-2-(2-oxopyrrolidin-1-yl)butanamide
International Nonproprietary Names
INN number INN
4516 etiracetam
6450 levetiracetam
Synonyms
Keppra® | Spritam® | UCB L059 | UCB-L 059
Database Links
CAS Registry No. 102767-28-2
ChEBI CHEBI:6437
ChEMBL Ligand CHEMBL1286
GtoPdb PubChem SID 178103432
PubChem CID 5284583
Search Google for chemical match using the InChIKey HPHUVLMMVZITSG-LURJTMIESA-N
Search Google for chemicals with the same backbone HPHUVLMMVZITSG
Search PubMed clinical trials levetiracetam
Search PubMed titles levetiracetam
Search PubMed titles/abstracts levetiracetam
Search UniChem for chemical match using the InChIKey HPHUVLMMVZITSG-LURJTMIESA-N
Search UniChem for chemicals with the same backbone HPHUVLMMVZITSG
Wikipedia Levetiracetam
Comments
In addition to being assigned an INN in its own right, levetiracetam is the biologically active enantiomer of racemic formulation etiracetam, also assigned an INN.
Levetiracetam is the active compound in Spritam®, the first 3D printed pill to be approved by the US FDA (in August 2015).