Details of the Drug

General Information of Drug (ID: DMW9NY0)

Drug Name
Methaqualone
Synonyms
Methaqualone hydrochloride; Melsedin; Somnofac; Optimil; Parest; Mequal; Melsed HCl; MTQ hydrochloride; Sopor hydrochloride; Somnafac; Quaalude hydrochloride; Methaqualone HCl; Hyminal monohydrochloride; TR 495 monohydrochloride; Mozambin hydrochloride; Methylquinazolone hydrochloride; UNII-RJQ4G25ZRH; 340-56-7; EINECS 206-431-2; NSC 75892; RJQ4G25ZRH; 2-Methyl-3-(o-tolyl)-4-quinazolone hydrochloride; CHI 38; 4(3H)-Quinazolinone, 2-methyl-3-(2-methylphenyl)-, monohydrochloride; 2-Methyl-3-tolylchinazolon-4 hydrochloride [German]
Indication
Disease Entry ICD 11 Status REF
Insomnia 7A00-7A0Z Withdrawn from market [1]
Affected Organisms
Humans and other mammals
ATC Code
N05CM01: Methaqualone
N05CM: Other hypnotics and sedatives
N05C: HYPNOTICS AND SEDATIVES
N05: PSYCHOLEPTICS
N: NERVOUS SYSTEM
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 250.29
Logarithm of the Partition Coefficient (xlogp) 2.5
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability [2]
Elimination
0.2% of drug is excreted from urine in the unchanged form [2]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 19.97581 micromolar/kg/day [3]
Water Solubility
The ability of drug to dissolve in water is measured as 0.3 mg/mL [2]
Chemical Identifiers
Formula
C16H14N2O
IUPAC Name
2-methyl-3-(2-methylphenyl)quinazolin-4-one
Canonical SMILES
CC1=CC=CC=C1N2C(=NC3=CC=CC=C3C2=O)C
InChI
InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3
InChIKey
JEYCTXHKTXCGPB-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
6292
ChEBI ID
CHEMBL6821
CAS Number
72-44-6
UNII
7ZKH8MQW6T
DrugBank ID
DB04833
TTD ID
D0T7XI
INTEDE ID
DR1042
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Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME 		DE4LYSA CP3A4_HUMAN Substrate [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 BDDCS applied to over 900 drugs
3 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
4 Assessment of the stereoselective metabolism of methaqualone in man by capillary electrophoresis. Electrophoresis. 2003 Aug;24(15):2598-607.