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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL40
CHEMBL40
Compound Name PHENOBARBITAL
ChEMBL Synonyms SOLFOTON | PHENOBARBITAL | PHENOBARBITAL SOD | ESKABARB | Noptil | Phenobarbitone | PHENEMAL | Sodium Phenobarbital | PHENYLETHYLMALONYLUREA | Phenobarbital sodium | LUMINAL SODIUM | TALPHENO | LUMINAL | GARDENAL SOD
Max Phase 4 (Approved)
Trade Names Noptil | Sodium Phenobarbital | LUMINAL | TALPHENO | ESKABARB | SOLFOTON | LUMINAL SODIUM | Phenobarbital sodium | Phenobarbitone | GARDENAL SOD
Molecular Formula C12H12N2O3

Additional synonyms for CHEMBL40 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC1(C(=O)NC(=O)NC1=O)c2ccccc2
Standard InChI InChI=1S/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-1 ...
Download InChI
Standard InChI Key DDBREPKUVSBGFI-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • HeCaToS Compounds
  • Open TG-GATEs
  • 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


CHEMBL40

Molecule Features

CHEMBL40 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy4ATC
ClinicalTrials
Neonatal Abstinence SyndromeD009357EFO:0005799neonatal abstinence syndrome3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
SeizuresD012640HP:0001250Seizures1ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials

Clinical Data

ClinicalTrials.gov PHENOBARBITAL
The Cochrane Collaboration PHENOBARBITAL

Metabolites for CHEMBL40

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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 CHEMBL40. 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
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.931
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.838
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.243

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.862
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.762
CHEMBL401 Glutamate [NMDA] receptor subunit epsilon 3 Rattus norvegicus 0.683
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.258
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 0.235

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
232.2 232.0848 0.7 2 75.27 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.58 - .53 .31 1 17 0.74

Structural Alerts

There are 2 structural alerts for CHEMBL40. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AA - Barbiturates and derivatives
N03AA02 - phenobarbital

ChemSpider ChemSpider:DDBREPKUVSBGFI-UHFFFAOYSA-N
PubChem SID: 144207708 SID: 29215458 SID: 51087546
Wikipedia Phenobarbital

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL40



ACToR 11097-06-6 50-06-6
Atlas phenobarbital
BindingDB 50021437
Brenda 94712 1475 15913
ChEBI 8069
DrugBank DB01174
DrugCentral 2134
eMolecules 975043
EPA CompTox Dashboard DTXSID5021122
FDA SRS YQE403BP4D
Guide to Pharmacology 2804
Human Metabolome Database HMDB0015305
IBM Patent System 5F12371251DD87B7B3DE9F0A3ECEF7DF
KEGG Ligand C07434
Mcule MCULE-1782264021
Nikkaji J4.499G
NMRShiftDB 10017815
PharmGKB PA450911
PubChem 4763
PubChem: Thomson Pharma 14822944
SureChEMBL SCHEMBL16583
ZINC ZINC000095588079

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