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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 CN 38703 | R-148 | TR-495 | PAREST | OPTIMIL | CI-705 | 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Withdrawn Yes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  • Withdrawn Drugs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First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn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

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 0.968
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.929
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.813
CHEMBL5514 Huntingtin Homo sapiens 0.761
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.694
CHEMBL2392 DNA polymerase beta Homo sapiens 0.512
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.426
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.402
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.317
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.280
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.273
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.273



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1861 4-hydroxyphenylpyruvate dioxygenase Homo sapiens 1.000
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.931
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.894
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.833
CHEMBL5514 Huntingtin Homo sapiens 0.812
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.790
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.761
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.703
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.680
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.609
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.569
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.527
CHEMBL1293255 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens 0.523
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.499
CHEMBL2392 DNA polymerase beta Homo sapiens 0.497
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.496
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.387
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.257
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.228
CHEMBL2524 Alpha-galactosidase A Homo sapiens 0.205

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
250.3 250.1106 3.1 1 32.67 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 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 2 19 0.78

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
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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