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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL268164
CHEMBL268164
Compound Name CYCLOBARBITAL
ChEMBL Synonyms CYCLOBARBITAL CALCIUM | PHANODORN CALCIUM | PHANODORN | HEXEMAL | CYCLOBARBITAL
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C12H16N2O3

Additional synonyms for CHEMBL268164 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC1(C(=O)NC(=O)NC1=O)C2=CCCCC2
Standard InChI InChI=1S/C12H16N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-1 ...
Download InChI
Standard InChI Key WTYGAUXICFETTC-UHFFFAOYSA-N

Alternate Forms of Compound in ChEMBL


CHEMBL268164

Molecule Features

CHEMBL268164 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First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1980
Country Norway
Reason Self-poisonings

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

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 CHEMBL268164. 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
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.754
CHEMBL1825 TNF-alpha Homo sapiens 0.654
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.436
CHEMBL2321630 Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase Homo sapiens 0.299

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1825 TNF-alpha Homo sapiens 0.927
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.617
CHEMBL3994 Enoyl-[acyl-carrier-protein] reductase Staphylococcus aureus subsp. aureus MRSA252 0.450
CHEMBL5857 Trace amine-associated receptor 1 Homo sapiens 0.290
CHEMBL2321630 Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase Homo sapiens 0.287
CHEMBL3310 Histone deacetylase 11 Homo sapiens 0.267

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
236.3 236.1161 1.74 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
8.78 4.37 3.24 3.18 0 17 0.57

Structural Alerts

There are 3 structural alerts for CHEMBL268164. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CA - Barbiturates, plain
N05CA10 - cyclobarbital

ChemSpider ChemSpider:WTYGAUXICFETTC-UHFFFAOYSA-N
Wikipedia Cyclobarbital

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL268164



ACToR 52-31-3
eMolecules 975886
EPA CompTox Dashboard DTXSID9022865
FDA SRS 0M8A98AD9H
IBM Patent System AFBC4CAEFB3224DD217F619791334415
Nikkaji J8.597I
NMRShiftDB 20112693
PubChem 5838
PubChem: Thomson Pharma 15391200
SureChEMBL SCHEMBL157224
ZINC ZINC05651565

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