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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL454
CHEMBL454
Compound Name BUTALBITAL
ChEMBL Synonyms ALLYLBARBITURIC ACID | ITOBARBITAL | BUTALBITAL | SANDOPTAL | TETRALLOBARBITAL | ALISOBUMAL
Max Phase 4 (Approved)
Trade Names SANDOPTAL
Molecular Formula C11H16N2O3

Additional synonyms for CHEMBL454 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)CC1(CC=C)C(=O)NC(=O)NC1=O
Standard InChI InChI=1S/C11H16N2O3/c1-4-5-11(6-7(2)3)8(14)12-10(16)13-9(11) ...
Download InChI
Standard InChI Key UZVHFVZFNXBMQJ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL454

Molecule Features

CHEMBL454 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 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials

Clinical Data

ClinicalTrials.gov BUTALBITAL
The Cochrane Collaboration BUTALBITAL

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 CHEMBL454. 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
CHEMBL5160 Transient receptor potential cation channel subfamily A member 1 Rattus norvegicus 0.983
CHEMBL4073 Matrix metalloproteinase 7 Homo sapiens 0.359
CHEMBL4662 Proteasome Macropain subunit MB1 Homo sapiens 0.289
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.259
CHEMBL3081 Aldose reductase Bos taurus 0.254
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.227



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5160 Transient receptor potential cation channel subfamily A member 1 Rattus norvegicus 0.864
CHEMBL2605 Adenosine A2a receptor Cavia porcellus 0.606
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.428

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
224.3 224.1161 0.96 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
7.78 - 1.79 1.64 0 16 0.55

Structural Alerts

There are 5 structural alerts for CHEMBL454. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:UZVHFVZFNXBMQJ-UHFFFAOYSA-N
DailyMed butalbital
Wikipedia Butalbital

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL454



ACToR 77-26-9
ChEBI 102524
DrugBank DB00241
DrugCentral 441
eMolecules 535132
EPA CompTox Dashboard DTXSID6022711
FDA SRS KHS0AZ4JVK
Guide to Pharmacology 7138
Human Metabolome Database HMDB0014386
IBM Patent System DC5AC6F52CBDFD241348FC67E480B876
LINCS LSM-5793
Mcule MCULE-4854044905
Nikkaji J4.555A
PharmGKB PA448695
PubChem 2481
PubChem: Thomson Pharma 15018886
SureChEMBL SCHEMBL79820
ZINC ZINC000003830347

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