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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1286
CHEMBL1286
Compound Name LEVETIRACETAM
ChEMBL Synonyms KEPPRA | LEVETIRACETAM IN SODIUM CHLORIDE | UCB L059 | DESITREND | ELEPSIA XR | LEVETIRACETAM | SPRITAM | UCB 22059 | KEPPRA XR | MATEVER
Max Phase 4 (Approved)
Trade Names ELEPSIA XR | LEVETIRACETAM | LEVETIRACETAM IN SODIUM CHLORIDE | KEPPRA | MATEVER | KEPPRA XR | DESITREND | SPRITAM
Molecular Formula C8H14N2O2

Additional synonyms for CHEMBL1286 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@H](N1CCCC1=O)C(=O)N
Standard InChI InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2, ...
Download InChI
Standard InChI Key HPHUVLMMVZITSG-LURJTMIESA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1286

Molecule Features

CHEMBL1286 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Synaptic vesicle glycoprotein 2A modulator Synaptic vesicle glycoprotein 2A DailyMed
Voltage-gated N-type calcium channel alpha-1B subunit blocker Voltage-gated N-type calcium channel alpha-1B subunit DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Dyskinesia, Drug-InducedD004409EFO:1000904drug-Induced dyskinesia2ClinicalTrials
Movement DisordersD009069EFO:0004280movement disorder3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
SeizuresD012640HP:0001250Seizures3ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia2ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment2ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy4ATC
ClinicalTrials
Epilepsy, AbsenceD0048322ClinicalTrials
Substance Withdrawal SyndromeD013375EFO:0004777alcohol withdrawal3ClinicalTrials
TorticollisD0141032ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Epilepsies, PartialD004828EFO:0004263partial epilepsy3ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder2ClinicalTrials
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome2ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
Subarachnoid HemorrhageD013345EFO:0000713subarachnoid hemorrhage3ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease2ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence2ClinicalTrials
StrokeD020521EFO:0000712stroke1ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
NeuroblastomaD009447EFO:0000621neuroblastoma2ClinicalTrials
Peripheral Nervous System DiseasesD010523EFO:0004149neuropathy2ClinicalTrials
Epilepsy, ReflexD020195EFO:1001146reflex epilepsy2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Essential TremorD020329EFO:0003108essential tremor1ClinicalTrials
Herpes Zoster OticusD016697EFO:0007281geniculate herpes zoster2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia2ClinicalTrials
Panic DisorderD016584EFO:0004262panic disorder3ClinicalTrials

Clinical Data

ClinicalTrials.gov LEVETIRACETAM
The Cochrane Collaboration LEVETIRACETAM

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1286. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.372
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.242
CHEMBL259 Melanocortin receptor 4 Homo sapiens 0.225

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.271
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.241

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
170.2 170.1055 -0.13 3 63.4 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - -.88 -.88 0 12 0.64

Structural Alerts

There are no structural alerts for CHEMBL1286

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AX - Other antiepileptics
N03AX14 - levetiracetam

ChemSpider ChemSpider:HPHUVLMMVZITSG-LURJTMIESA-N
DailyMed levetiracetam
PubChem SID: 26719810 SID: 90341134
Wikipedia Levetiracetam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1286



ACToR 102767-28-2
Atlas levetiracetam
BindingDB 50422542
ChEBI 6437
DrugBank DB01202
DrugCentral 1563
eMolecules 902043
EPA CompTox Dashboard DTXSID9023207
FDA SRS 44YRR34555
Guide to Pharmacology 6826
IBM Patent System 6413F176DD043C5BAC83C2992FED9B3F
LINCS LSM-5603
Mcule MCULE-5120797917
MolPort MolPort-003-848-377
NIH Clinical Collection SAM001246539
Nikkaji J523.599E
PubChem 5284583
PubChem: Drugs of the Future 12013706
PubChem: Thomson Pharma 15321884 15321885
Selleck Levetiracetam
SureChEMBL SCHEMBL118843
ZINC ZINC000001547851

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/HPHUVLMMVZITSG-LURJTMIESA-N spacer
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