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Insomnia	7A00-7A0Z	Withdrawn from market	[1]
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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)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

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: CHEBI:6821
CAS Number: 72-44-6
DrugBank ID: DB04833
TTD ID: D0T7XI
INTEDE ID: DR1042

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]

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Molecular Interaction Atlas (MIA)

MIA Detail

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.