Compound Detail

CHEMBL911

ZOLPIDEM

💊 Approved Drug

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💊 Approved Drug

Cc1ccc(-c2nc3ccc(C)cn3c2CC(=O)N(C)C)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL911
Name	ZOLPIDEM
Phase	Approved
Structure Type	MOL
InChI Key	ZAFYATHCZYHLPB-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Sanval Zolpidem Zolpidem civ

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

307.4

MW (Da)

3.25

ALogP

HBA

HBD

37.6

PSA (Å²)

0.74

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1992
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral Topical

Flags

Black Box Warning Natural Product

USAN Stem	-pidem
USAN Year	1987

Extended Properties

Molecular Formula	C19H21N3O
MW	307.40
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	-1.87

Indications

Anxiety Attention Deficit Disorder with Hyperactivity Dementia Depressive Disorder Schizophrenia Sleep Initiation and Maintenance Disorders Sleep Wake Disorders Autistic Disorder Parkinson Disease Substance-Related Disorders Dystonic Disorders Low Back Pain Marijuana Abuse Obesity Prostatic Neoplasms

ATC Classification

N05CF02

zolpidem

Level 1: NERVOUS SYSTEM

Level 2: PSYCHOLEPTICS

Activity Summary

Ki 83 meas. best 7.81

EC50 10 meas. best 6.75

IC50 5 meas. best 7.85

Kd 1 meas. best 4.2

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	IC50	7.85	7.37	14.0	2
Unchecked CHEMBL612545	Ki	7.81	6.9167	15.5	30
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095167	Ki	7.72	7.42	19.0	8
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Ki	7.7	7.455	20.0	2
GABA-A receptor; anion channel CHEMBL1907607	Ki	7.6	7.46	25.0	2
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	Ki	7.57	7.5286	26.7	7
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL343	Ki	7.57	7.57	26.7	1
GABA A receptor alpha-5/beta-3/gamma-2 CHEMBL2111374	Ki	7.46	7.46	35.0	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	IC50	7.33	7.33	46.3	1
GABA-A receptor; anion channel CHEMBL1907607	IC50	7.32	7.32	48.0	1
GABA A receptor alpha-1/beta-1/gamma-2 CHEMBL2111392	Ki	7.28	7.28	53.0	1
GABA-A receptor; alpha-2/beta-3/gamma-2 CHEMBL2094130	Ki	6.99	6.8014	103.0	7
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111327	Ki	6.81	6.2925	156.0	4
Gamma-aminobutyric acid receptor subunit alpha-2 CHEMBL341	Ki	6.81	6.465	156.0	2
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	EC50	6.75	6.75	180.0	1
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	EC50	6.72	6.71	191.0	2
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	EC50	6.62	6.62	240.0	1
GABA-A receptor; alpha-3/beta-3/gamma-2 CHEMBL2094120	Ki	6.61	6.4186	246.0	7
Unchecked CHEMBL612545	EC50	6.47	6.002	340.0	5
Gamma-aminobutyric acid receptor subunit alpha-3 CHEMBL328	Ki	6.42	6.42	383.0	1
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111343	Ki	6.42	6.34	383.0	4
Gamma-aminobutyric acid receptor subunit alpha-3 CHEMBL3026	Ki	6.4	6.4	400.0	1
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	Ki	6.39	6.39	408.0	1
Gamma-aminobutyric acid receptor subunit alpha-2 CHEMBL4956	EC50	6.13	6.13	737.0	1
GABA A receptor alpha-6/beta-2/gamma-2 CHEMBL2111365	Ki	6.01	5.93	980.0	2
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111339	Ki	6.01	5.87	975.0	2
Translocator protein CHEMBL4552	IC50	5.33	5.33	4700.0	1
Albumin CHEMBL3253	Kd	4.2	4.2	63000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	4.3	mL.min-1.kg-1	Homo sapiens
CL	-	-	Rattus norvegicus
CL	4.3	mL.min-1.kg-1	Homo sapiens
CL	4.3	mL.min-1.kg-1	Homo sapiens
CL	4.3	mL.min-1.kg-1	Homo sapiens
F	72.0	%	Homo sapiens
Fu	0.08	-	Homo sapiens
Fu	0.08	-	Homo sapiens
MRT	2.1	hr	Homo sapiens
T1/2	1.7	hr	Homo sapiens
T1/2	2.0	hr	Homo sapiens
T1/2	1.4	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Gamma-aminobutyric acid receptor subunit alpha-1	IC50	=	14.0	nM	7.85	Inhibition of [3H]flumazenil binding to recombinant GABA-A receptor alpha-1 subu...	-
Unchecked	Ki	=	15.5	nM	7.81	Displacement of [3H]Ro-151788 from benzodiazepine binding site of GABAA alpha-1-...	18973287
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	19.0	nM	7.72	Binding affinity for rat GABA-A receptor alpha-1-beta-2-gamma-2 subunits express...	7799410
Gamma-aminobutyric acid receptor subunit alpha-1	Ki	=	20.0	nM	7.7	Inhibition of GABAA receptor alpha1 (unknown origin)	31404862
GABA-A receptor; anion channel	Ki	=	25.0	nM	7.6	Displacement of [3H]- flunitrazepam from rat GABA-A benzodiazepine receptor	8145225
Gamma-aminobutyric acid receptor subunit alpha-1	Ki	=	26.7	nM	7.57	Displacement of [3H]RO15-1788 from recombinant rat GABAalpha1 receptor expressed...	27894044
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	26.7	nM	7.57	Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga...	20888240
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	27.0	nM	7.57	Displacement of [3H]Ro 15-1788 from human recombinant GABAA alpha-1-beta-3-gamma...	16279764
Unchecked	Ki	=	26.7	nM	7.57	Binding affinity for rat alpha-1 beta2/3 gamma2 GABA A / BzR receptor	16220991
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	27.0	nM	7.57	Inhibition of [3H]Ro-151788 binding to recombinant human gamma-aminobutyric-acid...	15743180
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	26.7	nM	7.57	Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta...	9651158
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	26.7	nM	7.57	Binding affinity for recombinant rat GABA-A receptor alpha-1-beta-2-gamma-2 subu...	12519068
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	26.7	nM	7.57	Displacement of [3H]Ro-151788 from rat GABA-A receptor alpha-1-beta-2-gamma-2 su...	12477354
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	26.7	nM	7.57	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	27.0	nM	7.57	Binding affinity for human GABA-A receptor alpha-4-beta-3-gamma-2 subunits in L(...	15027873
GABA A receptor alpha-5/beta-3/gamma-2	Ki	=	35.0	nM	7.46	Displacement of [3H]flumazenil from rat GABA-A alpha-5-beta-3-gamma-2 receptor e...	19469479
Unchecked	Ki	=	35.8	nM	7.45	Displacement of [3H]Ro-151788 from benzodiazepine binding site of GABAA alpha-1-...	18973287
Unchecked	Ki	=	38.0	nM	7.42	Displacement of [3H]Ro-151788 from benzodiazepine binding site of GABAA alpha-1-...	18973287
Unchecked	Ki	=	41.2	nM	7.38	Displacement of [3H]Ro-151788 from benzodiazepine binding site of GABAA alpha1 S...	18973287
Unchecked	Ki	=	44.0	nM	7.36	Displacement of [3H]-flunitrazepam from rat brain GABA-A receptor benzodiazepine...	27598234

Literature References

PubMed	DOI	Target Context	# Activities
-	10.5281/zenodo.13943903	ADMET	89
31158845	10.1038/s41586-019-1291-3	ADMET	65
18973287	10.1021/jm800889m	Unchecked	47
16472241	10.2174/1570163043334794	Hepatotoxicity	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
17626010	10.1074/jbc.m702153200	Unchecked	10
20070106	10.1021/jm901371v	Homo sapiens	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
12519068	10.1021/jm020999w	Mus musculus	8
27598234	10.1016/j.ejmech.2016.08.059	HepG2	7
20188547	10.1016/j.bmcl.2010.01.134	Rattus norvegicus	6
19553115	10.1016/j.bmcl.2009.05.086	Rattus norvegicus	6
19663387	10.1021/jm900933k	Rattus norvegicus	5
22543233	10.1016/j.bmc.2012.04.011	Mus musculus	5
7799410	10.1021/jm00052a019	GABA A receptor alpha-6/beta-2/gamma-2	5
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	4
18426954	10.1124/dmd.108.020479	ADMET	4
16220991	10.1021/jm058002n	Unchecked	4
7799410	10.1021/jm00052a019	Unchecked	4

Data from ChEMBL 36 via Core Engine