Compound Detail

CHEMBL1108

DROPERIDOL

💊 Approved Drug

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💊 Approved Drug

O=C(CCCN1CC=C(n2c(=O)[nH]c3ccccc32)CC1)c1ccc(F)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1108
Name	DROPERIDOL
Phase	Approved
Structure Type	MOL
InChI Key	RMEDXOLNCUSCGS-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Dridol Droleptan Droperidol Droperidol component of innovar Inapsine MCN-JR-4749 NSC-169874 R-4749

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

379.4

MW (Da)

3.68

ALogP

HBA

HBD

58.1

PSA (Å²)

0.66

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1970
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Black Box Warning Withdrawn

USAN Year

1963

Extended Properties

Molecular Formula	C22H22FN3O2
MW	379.44
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-1.00

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serotonin 2a (5-HT2a) receptor antagonist	ANTAGONIST	5-hydroxytryptamine receptor 2A	✓	✓
D2-like dopamine receptor antagonist	ANTAGONIST	D2-like dopamine receptor	✓	✓

Indications

Postoperative Nausea and Vomiting Postoperative Nausea and Vomiting Psychotic Disorders Pain

ATC Classification

N05AD08

droperidol

Level 1: NERVOUS SYSTEM

Level 2: PSYCHOLEPTICS

Drug Warnings

Withdrawn

cardiotoxicity

Serious cardiac adverse effects

Country: Indonesia Year: 2001

Black Box Warning

cardiotoxicity

Country: United States

Activity Summary

IC50 40 meas. best 8.78

Ki 22 meas. best 9.18

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1A adrenergic receptor CHEMBL319	Ki	9.18	9.18	0.7	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	9.13	9.13	0.7	1
D(2) dopamine receptor CHEMBL217	Ki	9.1	9.1	0.8	1
D(3) dopamine receptor CHEMBL234	Ki	9.03	9.03	0.9	1
Alpha-1A adrenergic receptor CHEMBL319	IC50	8.78	8.78	1.7	1
D(2) dopamine receptor CHEMBL217	IC50	8.62	8.62	2.4	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	8.59	8.59	2.6	1
D(3) dopamine receptor CHEMBL234	IC50	8.56	8.56	2.8	1
Alpha-1B adrenergic receptor CHEMBL315	Ki	8.01	8.01	9.8	1
Alpha-1B adrenergic receptor CHEMBL315	IC50	7.75	7.75	18.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	7.49	7.3278	32.2	9
Alpha-1D adrenergic receptor CHEMBL223	Ki	7.39	7.39	41.0	1
Alpha-1D adrenergic receptor CHEMBL223	IC50	7.08	7.08	83.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	7.0	7.0	101.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	6.86	6.86	138.0	1
Alpha-2B adrenergic receptor CHEMBL1942	IC50	6.66	6.66	220.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.62	6.62	238.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	6.62	6.62	242.0	1
Unchecked CHEMBL612545	Ki	6.61	5.855	247.0	4
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.59	6.59	256.0	1
Unchecked CHEMBL612545	IC50	6.57	5.7425	271.0	4
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	6.34	6.34	454.0	1
Histamine H1 receptor CHEMBL231	Ki	6.28	6.28	525.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.27	6.27	537.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.26	6.26	546.0	1
5-hydroxytryptamine receptor 4 CHEMBL5017	Ki	6.2	6.2	632.0	1
Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682	IC50	6.13	6.13	740.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	Ki	6.12	6.12	759.6	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.07	6.07	854.0	1
D(1A) dopamine receptor CHEMBL2056	IC50	5.96	5.96	1092.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.95	5.95	1112.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	5.87	5.87	1342.0	1
Plasmodium falciparum CHEMBL364	IC50	5.8	5.4286	1584.9	7
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.78	5.78	1651.0	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	5.75	5.75	1763.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	5.64	5.64	2298.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.53	5.53	2965.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	5.42	5.42	3849.0	1
5-hydroxytryptamine receptor 4 CHEMBL5017	IC50	5.42	5.42	3789.0	1
Histamine H1 receptor CHEMBL231	IC50	5.34	5.34	4519.0	1
Voltage-gated L-type calcium channel CHEMBL2095229	IC50	5.12	5.12	7600.0	1
N-acetyltransferase Eis CHEMBL3879870	IC50	4.91	4.91	12200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1A adrenergic receptor	Ki	=	0.669	nM	9.18	DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin)	-
5-hydroxytryptamine receptor 2A	Ki	=	0.738	nM	9.13	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ...	-
D(2) dopamine receptor	Ki	=	0.802	nM	9.1	DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone)	-
D(3) dopamine receptor	Ki	=	0.939	nM	9.03	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Alpha-1A adrenergic receptor	IC50	=	1.653	nM	8.78	DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin)	-
D(2) dopamine receptor	IC50	=	2.407	nM	8.62	DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone)	-
5-hydroxytryptamine receptor 2A	IC50	=	2.584	nM	8.59	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ...	-
D(3) dopamine receptor	IC50	=	2.765	nM	8.56	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Alpha-1B adrenergic receptor	Ki	=	9.78	nM	8.01	DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin)	-
Alpha-1B adrenergic receptor	IC50	=	18.0	nM	7.75	DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin)	-
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.2	nM	7.49	K+ channel blocking activity in human embryonic kidney cells expressing HERG Kv1...	12190308
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibitory concentration against potassium channel HERG	15911273
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibition of human voltage-gated potassium channel subunit Kv11.1 (ERG K+ chann...	15745831
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibition of human ERG expressed in CHO cells by whole cell patch clamp techniq...	18448342
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibition of human ERG channel in HEK293 cells by voltage-clamp method	18262683
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibition of human ERG in MCF7 cells	19110341
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibition of human ERG	21185626
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	32.36	nM	7.49	Inhibition of human Potassium channel HERG expressed in mammalian cells	12873512
Alpha-1D adrenergic receptor	Ki	=	41.0	nM	7.39	DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin)	-
Alpha-1D adrenergic receptor	IC50	=	83.0	nM	7.08	DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin)	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	258
-	10.6019/CHEMBL4295262	Unchecked	36
16472241	10.2174/1570163043334794	Hepatotoxicity	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
20014752	10.1021/tx900326k	Hepatotoxicity	3
37468498	10.1038/s41467-023-40064-9	Thromboxane A2 receptor	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
34825186	10.1039/D1MD00239B	Mycobacterium tuberculosis	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M1	2
37468498	10.1038/s41467-023-40064-9	Prostaglandin G/H synthase 1	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
2579237	10.1021/jm00381a019	Sodium channel alpha subunits; brain (Types I, II, III)	2
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
19850474	10.1016/j.bmcl.2009.09.086	Fatty-acid amide hydrolase 1	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1

Data from ChEMBL 36 via Core Engine