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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL447
CHEMBL447
Compound Name SECOBARBITAL
ChEMBL Synonyms TUINAL | SECOBARBITAL SODIUM | SECOBARBITAL | MEBALLYMAL | SECONESIN | QUINALBARBITONE SODIUM | SECONAL | SECONAL SODIUM
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names SECONAL | SECONAL SODIUM | SECOBARBITAL SODIUM | TUINAL | SECONESIN
Molecular Formula C12H18N2O3

Additional synonyms for CHEMBL447 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O
Standard InChI InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10( ...
Download InChI
Standard InChI Key KQPKPCNLIDLUMF-UHFFFAOYSA-N

Sources

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  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL447

Molecule Features

CHEMBL447 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 France; Norway
Reason Self-poisoning
Class Misuse

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov SECOBARBITAL
The Cochrane Collaboration SECOBARBITAL

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 CHEMBL447. 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
CHEMBL299 Protein kinase C alpha Homo sapiens 0.783
CHEMBL3582 Protein kinase C epsilon Homo sapiens 0.405
CHEMBL3638 RAS guanyl releasing protein 3 Homo sapiens 0.273

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL299 Protein kinase C alpha Homo sapiens 0.891
CHEMBL2605 Adenosine A2a receptor Cavia porcellus 0.362
CHEMBL3318 Tyrosinase Agaricus bisporus 0.201

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
238.3 238.1317 1.35 5 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
7.81 - 2.3 2.16 0 17 0.56

Structural Alerts

There are 5 structural alerts for CHEMBL447. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CA - Barbiturates, plain
N05CA06 - secobarbital

ChemSpider ChemSpider:KQPKPCNLIDLUMF-UHFFFAOYSA-N
DailyMed secobarbital sodium
Wikipedia Secobarbital

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL447



ACToR 29071-21-4 76-73-3
Brenda 94997
ChEBI 9073
DrugBank DB00418
DrugCentral 2428
eMolecules 594205
EPA CompTox Dashboard DTXSID6044145
Guide to Pharmacology 7615
Human Metabolome Database HMDB0014562
IBM Patent System 4E4D7D32CEA2971E4D1965617AC86D5E
Nikkaji J4.551I
PubChem 5193
PubChem: Thomson Pharma 15196371
SureChEMBL SCHEMBL80734

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