CHEBI:133013 - brivaracetam

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ChEBI Name brivaracetam
ChEBI ID CHEBI:133013
Definition A non-proteinogenic amino acid derivative that is butanamide in which the pro-S hydrogen at position 2 is replaced by a (4R)-2-oxo-4-propylpyrrolidin-1-yl. Used for treatment of partial onset seizures related to epilepsy.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H20N2O2
Net Charge 0
Average Mass 212.289
Monoisotopic Mass 212.15248
InChI InChI=1S/C11H20N2O2/c1-3-5-8-6-10(14)13(7-8)9(4-2)11(12)15/h8-9H,3-7H2,1-2H3,(H2,12,15)/t8-,9+/m1/s1
InChIKey MSYKRHVOOPPJKU-BDAKNGLRSA-N
SMILES N1([C@H](C(N)=O)CC)C(C[C@H](C1)CCC)=O
Roles Classification
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing brivaracetam (CHEBI:133013) has functional parent L-α-aminobutyric acid (CHEBI:35619)
brivaracetam (CHEBI:133013) has role anticonvulsant (CHEBI:35623)
brivaracetam (CHEBI:133013) is a γ-lactam (CHEBI:74222)
brivaracetam (CHEBI:133013) is a non-proteinogenic amino acid derivative (CHEBI:83812)
IUPAC Name
(2S)-2-[(4R)-2-oxo-4-propylpyrrolidin-1-yl]butanamide
INN Source
brivaracetam KEGG DRUG
Synonyms Sources
2-(2-Oxo-4-propylpyrrolidin-1-yl)butanamide ChemIDplus
UCB 34714 ChemIDplus
UCB34714 ChemIDplus
Brand Name Source
Briviact ChemIDplus
Manual Xrefs Databases
5068 DrugCentral
Brivaracetam Wikipedia
D08879 KEGG DRUG
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Registry Numbers Types Sources
357336-20-0 CAS Registry Number KEGG DRUG
357336-20-0 CAS Registry Number ChemIDplus
9629290 Reaxys Registry Number Reaxys
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Last Modified
22 February 2017