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Compound Detail

CHEMBL1521

ZALEPLON
💊 Approved Drug
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💊 Approved Drug
CCN(C(C)=O)c1cccc(-c2ccnc3c(C#N)cnn23)c1

Basic Information

ChEMBL ID CHEMBL1521
Name ZALEPLON
Phase Approved
Structure Type MOL
InChI Key HUNXMJYCHXQEGX-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

CL 284,846 CL-284846 L-846 L846 LJC 10846 LJC-10846 LJC10846 SKP-1041 Sonata ZAL-846 Zaleplon Zaleplon civ +2 more
4
Targets
6
Activities
3
Assay Types
23
PK Parameters
20
Publications
14
Known Names
6
Indications
1
Mechanisms

Molecular Properties

305.3
MW (Da)
2.64
ALogP
5
HBA
0
HBD
74.3
PSA (Ų)
0.75
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1999
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -plon
USAN Year 1994

Extended Properties

Molecular Formula C17H15N5O
MW 305.34
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -2.10

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
GABA A receptor alpha-1/beta-1/gamma-2 positive allosteric modulator POSITIVE ALLOSTERIC MODULATOR GABA A receptor alpha-1/beta-1/gamma-2

Indications

Sleep Initiation and Maintenance Disorders Anxiety Dementia Depressive Disorder Schizophrenia Sleep Wake Disorders

ATC Classification

N05CF03
zaleplon
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Drug Warnings

Black Box Warning
misuse
Country: United States
Black Box Warning
General Warning
Country: United States

Activity Summary

EC50 2 meas. best 6.54
IC50 2 meas. best 6.78
Ki 2 meas. best 6.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 6.78 6.58 167.0 2
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
EC50 6.54 6.54 290.0 1
Unchecked
CHEMBL612545
Ki 6.47 6.47 336.0 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
EC50 5.79 5.79 1630.0 1
Aldehyde oxidase
CHEMBL3257
Ki 4.08 4.08 83000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 16.0 mL.min-1.kg-1 Homo sapiens
CL 16.0 mL.min-1.kg-1 Homo sapiens
CL 16.0 mL.min-1.kg-1 Homo sapiens
CL 16.0 mL.min-1.kg-1 Homo sapiens
CL 90.0 mL.min-1.kg-1 Homo sapiens
CL 16.0 mL.min-1.kg-1 Homo sapiens
CL 15.7 mL.min-1.kg-1 Homo sapiens
CL 4.3 mL.min-1.kg-1 Homo sapiens
CL 48.1 mL.min-1.kg-1 Mus musculus
CL 2.3 uL.min-1.(10^6cells)-1 Homo sapiens
CL 16.0 mL.min-1.kg-1 Homo sapiens
F 30.0 % Homo sapiens
F 30.0 % Homo sapiens
Fu 0.4 - Homo sapiens
Fu 0.4 - Homo sapiens
Fu 0.49 - Homo sapiens
Fu 0.4 - Homo sapiens
MRT 1.4 hr Homo sapiens
T1/2 1.1 hr Homo sapiens
T1/2 1.072 hr Homo sapiens
T1/2 0.7 hr Mus musculus
T1/2 1.1 hr Homo sapiens
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 405
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 50
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
22522748 10.1124/dmd.112.045195 Aldehyde oxidase 7
22522748 10.1124/dmd.112.045195 ADMET 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
20853847 10.1021/jm100888d Aldehyde oxidase 2
22048522 10.1124/dmd.111.040923 Homo sapiens 2
24900568 10.1021/ml300309h ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
22048522 10.1124/dmd.111.040923 Mus musculus 2
22031625 10.1124/dmd.111.042861 Homo sapiens 2

Data from ChEMBL 36 via Core Engine