levetiracetam   

GtoPdb Ligand ID: 6826

Synonyms: Keppra® | Spritam® | UCB L059 | UCB-L 059
levetiracetam is an approved drug (FDA (1999), EMA (2000))
Compound class: Synthetic organic
Comment: 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).
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2D Structure
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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
SMILES / InChI / InChIKey
Canonical SMILES CCC(N1CCCC1=O)C(=O)N
Isomeric SMILES CC[C@H](N1CCCC1=O)C(=O)N
InChI InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)/t6-/m0/s1
InChI Key HPHUVLMMVZITSG-LURJTMIESA-N
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
DrugCentral Ligand 1563
GtoPdb PubChem SID 178103432
PubChem CID 5284583
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Wikipedia Levetiracetam

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Tocris
Levetiracetam
Cat. No. 2839