ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL856
CHEMBL856
Compound Name PRIMIDONE
ChEMBL Synonyms Lepsiral | PRIMIDONE | Neurosyn | MYSOLINE
Max Phase 4 (Approved)
Trade Names MYSOLINE | Lepsiral | Primidone | Neurosyn
Molecular Formula C12H14N2O2

Additional synonyms for CHEMBL856 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC1(C(=O)NCNC1=O)c2ccccc2
Standard InChI InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(1 ...
Download InChI
Standard InChI Key DQMZLTXERSFNPB-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL856

Molecule Features

CHEMBL856 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
GABA-A receptor; anion channel positive allosteric modulator GABA-A receptor; anion channel ISBN PubMed
Sodium channel alpha subunit blocker Sodium channel alpha subunit ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
STROKED020521EFO:0000712STROKE2ClinicalTrials
EPILEPSYD004827EFO:0000474EPILEPSY4ATC

Clinical Data

ClinicalTrials.gov PRIMIDONE
The Cochrane Collaboration PRIMIDONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
218.3 218.1055 0.93 2 58.2 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.26 - .83 .83 1 16 0.73

Structural Alerts

There are 2 structural alerts for CHEMBL856. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AA - Barbiturates and derivatives
N03AA03 - primidone

ChemSpider ChemSpider:DQMZLTXERSFNPB-UHFFFAOYSA-N
DailyMed primidone
PubChem SID: 104171217 SID: 11111659 SID: 11112270 SID: 11113350 SID: 144203789 SID: 144209146 SID: 144213511 SID: 170464846 SID: 17389534 SID: 50104129 SID: 50126364 SID: 56324597 SID: 855864 SID: 90340844
Wikipedia Primidone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL856



ACToR 125-33-7
Brenda 33787
ChEBI 8412
DrugBank DB00794
DrugCentral 2267
eMolecules 593774
EPA CompTox Dashboard DTXSID7023510
FDA SRS 13AFD7670Q
Guide to Pharmacology 5338
Human Metabolome Database HMDB0014932
IBM Patent System 25236C1A4DBE8CB14C3D38A9E9FC0968
KEGG Ligand C07371
LINCS LSM-2700
Mcule MCULE-2519004832
NIH Clinical Collection SAM002554925
Nikkaji J3.260C
PharmGKB PA451105
PubChem 4909
PubChem: Thomson Pharma 15121366
Selleck Primidone(Mysoline)
SureChEMBL SCHEMBL34221
ZINC ZINC000000001979

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