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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL448
CHEMBL448
Compound Name PENTOBARBITAL
ChEMBL Synonyms MEBUMAL | NEMBUTAL SODIUM | PENTOBARBITAL | NEMBUTAL | Pentobarbital Sodium | Pentobarbitone Sodium | Euthanase | SODIUM PENTOBARBITAL | MEBUBARBITAL | Euthatal | Sagatal | Beuthanasia | PENTOBARBITAL CALCIUM
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names Euthanase | NEMBUTAL | Beuthanasia | Euthatal | NEMBUTAL SODIUM | SODIUM PENTOBARBITAL | Sagatal | Pentobarbital Sodium | Pentobarbitone Sodium
Molecular Formula C11H18N2O3

Additional synonyms for CHEMBL448 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCC(C)C1(CC)C(=O)NC(=O)NC1=O
Standard InChI InChI=1S/C11H18N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11) ...
Download InChI
Standard InChI Key WEXRUCMBJFQVBZ-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
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL448

Molecule Features

CHEMBL448 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Prescription-only

Withdrawal Information

Year 1980
Country Norway
Reason Self-Poisonings

Mechanism of Action

Mechanism of Action ChEMBL Target References
GABA-A receptor; anion channel positive allosteric modulator GABA-A receptor; anion channel PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
WOUNDS AND INJURIESD014947EFO:0000546INJURY3ClinicalTrials
HEART DISEASESD006331EFO:0003777HEART DISEASE1ClinicalTrials
SUBSTANCE-RELATED DISORDERSD019966EFO:0003890DRUG DEPENDENCE1ClinicalTrials

Clinical Data

ClinicalTrials.gov PENTOBARBITAL
The Cochrane Collaboration PENTOBARBITAL

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 CHEMBL448. 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
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 0.950
CHEMBL3869 Matrix metalloproteinase 14 Homo sapiens 0.856
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.435
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.285
CHEMBL280 Matrix metalloproteinase 13 Homo sapiens 0.206

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 0.989
CHEMBL3869 Matrix metalloproteinase 14 Homo sapiens 0.929
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.683
CHEMBL280 Matrix metalloproteinase 13 Homo sapiens 0.413
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.322
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.254
CHEMBL299 Protein kinase C alpha Homo sapiens 0.245

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
226.3 226.1317 1.91 4 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
7.93 - 2.18 2.07 0 16 0.72

Structural Alerts

There are 2 structural alerts for CHEMBL448. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CA - Barbiturates, plain
N05CA01 - pentobarbital

ChemSpider ChemSpider:WEXRUCMBJFQVBZ-UHFFFAOYSA-N
DailyMed pentobarbital sodium
PubChem SID: 144205108 SID: 26750091
Wikipedia Pentobarbital

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL448



ACToR 76-74-4
BindingDB 50055935
ChEBI 7983
DrugBank DB00312
DrugCentral 2095
eMolecules 979405
EPA CompTox Dashboard DTXSID7023435
Guide to Pharmacology 5480
Human Metabolome Database HMDB0014457
IBM Patent System 7B5B1C2B71823D40E199F65582F3C8B1
KEGG Ligand C07422
LINCS LSM-1566
Nikkaji J4.552G
PharmGKB PA450859
PubChem 4737
PubChem: Thomson Pharma 15196098
SureChEMBL SCHEMBL24966

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