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Compound Detail

CHEMBL135400

ZOPICLONE
💊 Approved Drug
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💊 Approved Drug
CN1CCN(C(=O)OC2c3nccnc3C(=O)N2c2ccc(Cl)cn2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL135400
Name ZOPICLONE
Phase Approved
Structure Type MOL
InChI Key GBBSUAFBMRNDJC-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Amoban Imovane NSC-758463 RP-27267 Zileze 3.75 Zileze 7.5 Zimovane Zimovane ls Zopiclona Zopiclone
1
Targets
1
Activities
1
Assay Types
8
PK Parameters
20
Publications
10
Known Names
9
Indications
1
Mechanisms

Molecular Properties

388.8
MW (Da)
1.57
ALogP
7
HBA
0
HBD
91.8
PSA (Ų)
0.77
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn Natural Product
USAN Stem -clone

Extended Properties

Molecular Formula C17H17ClN6O3
MW 388.82
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.99

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
GABA-A receptor; agonist GABA site positive allosteric modulator POSITIVE ALLOSTERIC MODULATOR GABA-A receptor; agonist GABA site ✓ ✓

Indications

Anxiety Dementia Depressive Disorder Schizophrenia Sleep Apnea, Obstructive Sleep Initiation and Maintenance Disorders Sleep Wake Disorders Alcohol Drinking Depressive Disorder, Major

ATC Classification

N05CF01
zopiclone
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Drug Warnings

Withdrawn
carcinogenicity
animal studies have disclosed thyroid disorders and neoplasms
Country: Norway   Year: 1987
Withdrawn
General Warning
animal studies have disclosed thyroid disorders and neoplasms
Country: Norway   Year: 1987

Activity Summary

IC50 1 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 7.54 7.54 29.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.3 mL.min-1.kg-1 Homo sapiens
CL 3.2 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
Fu 0.2 - Homo sapiens
Fu 0.2 - Homo sapiens
MRT 6.6 hr Homo sapiens
T1/2 5.2 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel IC50 = 29.0 nM 7.54 Binding affinity against central benzodiazepine receptor(CBR). 8863805

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 464
31158845 10.1038/s41586-019-1291-3 ADMET 68
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Androgen receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 3
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2

Data from ChEMBL 36 via Core Engine