General Information
Drug ID
DR00180
Drug Name
Levetiracetam
Synonyms
(-)-(S)-alpha-Ethyl-2-oxo-1-pyrrolidineacetamide; (2S)-2-(2-oxopyrrolidin-1-yl)butanamide; (S)-alpha-Ethyl-2-oxo-1-pyrrolidineacetamide; Etiracetam levo-isomer; Etiracetam, S-isomer; Keppra; Keppra (TN); Keppra XR; Keppra, Keppra XR),Levetiracetam; L-059; Levetiracetam [INN]; Levetiracetamum [INN-Latin]; Levetiractam; Leviteracetam; SIB-S1; Torleva; UCB-22059; UCB-L 059; UCB-L059; Ucb L060
Drug Type
Small molecular drug
Indication Epilepsy [ICD11:8A6Z] Approved [1]
Therapeutic Class
Anticonvulsants
Structure
3D MOL 2D MOL
Formula
C8H14N2O2
Canonical SMILES
CCC(C(=O)N)N1CCCC1=O
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
InChIKey
HPHUVLMMVZITSG-LURJTMIESA-N
CAS Number
CAS 102767-28-2
Pharmaceutical Properties Molecular Weight 170.21 Topological Polar Surface Area 63.4
Heavy Atom Count 12 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
XLogP
-0.3
PubChem CID
5284583
PubChem SID
10043 ,103397964 ,11039358 ,113863233 ,11528730 ,118048597 ,118317474 ,12013706 ,121361595 ,124658926 ,124757185 ,124801236 ,125163989 ,125307963 ,126629740 ,126645371 ,126655872 ,128093760 ,131293132 ,134338679 ,135017078 ,135610154 ,135684175 ,135692116 ,135697608 ,136375572 ,15321884 ,15321885 ,26719810 ,39317891 ,46386557 ,48416166 ,49681695 ,49830155 ,50363327 ,56310923 ,56312936 ,56312991 ,56313270 ,57359126 ,68530790 ,7847774 ,7979767 ,90341134 ,91614180 ,92308297 ,92308916 ,92713787 ,93166400 ,99437106
ChEBI ID
ChEBI:6437
TTD Drug ID
D0E1XL
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Levetiracetam was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Differences in the transport of the antiepileptic drugs phenytoin, levetiracetam and carbamazepine by human and mouse P-glycoprotein. Neuropharmacology. 2007 Feb;52(2):333-46.

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