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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL282052
CHEMBL282052
Compound Name METHAQUALONE
ChEMBL Synonyms CI-705 | R-148 | TR-495 | PAREST | CN 38703 | OPTIMIL | METHAQUALONE HYDROCHLORIDE | METHAQUALONE | QZ-2
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names OPTIMIL | PAREST
Molecular Formula C16H14N2O

Additional synonyms for CHEMBL282052 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1=Nc2ccccc2C(=O)N1c3ccccc3C
Standard InChI InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4- ...
Download InChI
Standard InChI Key JEYCTXHKTXCGPB-UHFFFAOYSA-N

Sources

  • 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  • Withdrawn Drugs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


CHEMBL282052

Molecule Features

CHEMBL282052 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First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn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 1984
Country United States
Reason Overdose
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 PubMed

Clinical Data

ClinicalTrials.gov METHAQUALONE
The Cochrane Collaboration METHAQUALONE

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 CHEMBL282052. 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
CHEMBL1861 4-hydroxyphenylpyruvate dioxygenase Homo sapiens 1.000
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.964
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.918
CHEMBL3267 PI3-kinase p110-gamma subunit Homo sapiens 0.902
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.782
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.769
CHEMBL5514 Huntingtin Homo sapiens 0.731
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.640
CHEMBL2392 DNA polymerase beta Homo sapiens 0.470
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.419
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.401
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.372
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.262
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.256
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.221



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1861 4-hydroxyphenylpyruvate dioxygenase Homo sapiens 1.000
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.936
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.899
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.848
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.841
CHEMBL5514 Huntingtin Homo sapiens 0.817
CHEMBL3267 PI3-kinase p110-gamma subunit Homo sapiens 0.797
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.781
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.758
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.702
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.682
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.618
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.595
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.554
CHEMBL1293255 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens 0.552
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.514
CHEMBL2392 DNA polymerase beta Homo sapiens 0.512
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.496
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.404
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.278

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
250.3 250.1106 3 1 34.89 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 2.96 2.5 2.5 3 19 0.67

Structural Alerts

There are no structural alerts for CHEMBL282052

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CX - Hypnotics and sedatives in combination, excl. barbiturates
N05CX02 - methaqualone, combinations

N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CM - Other hypnotics and sedatives
N05CM01 - methaqualone

ChemSpider ChemSpider:JEYCTXHKTXCGPB-UHFFFAOYSA-N
PubChem SID: 144206055 SID: 144206422 SID: 24804237
Wikipedia Methaqualone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL282052



ACToR 72-44-6
ChEBI 6821
DrugBank DB04833
DrugCentral 1739
eMolecules 757583
EPA CompTox Dashboard DTXSID7023279
FDA SRS 7ZKH8MQW6T
Human Metabolome Database HMDB0240285
IBM Patent System B2E7959CC69489D4CD9C1EBFA6CB5DDB
KEGG Ligand C07560
Mcule MCULE-9196619059
Nikkaji J1.427C
PubChem 6292
PubChem: Thomson Pharma 14847710
SureChEMBL SCHEMBL43892
ZINC ZINC000002568176

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