Compound Detail

CHEMBL762

OXYMETAZOLINE

💊 Approved Drug

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💊 Approved Drug

Cc1cc(C(C)(C)C)c(O)c(C)c1CC1=NCCN1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL762
Name	OXYMETAZOLINE
Phase	Approved
Structure Type	MOL
InChI Key	WYWIFABBXFUGLM-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Afrin Nasacon Operil Oximetazolina Oxymetazoline

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

260.4

MW (Da)

2.85

ALogP

HBA

HBD

44.6

PSA (Å²)

0.86

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1986
Availability	OTC
Chirality	Achiral

Routes of Administration

Topical

Flags

Natural Product

USAN Stem	-azoline
USAN Year	1963

Extended Properties

Molecular Formula	C16H24N2O
MW	260.38
Aromatic Rings	1
Heavy Atoms	19
NP-Likeness	0.26

Indications

Eye Manifestations Nasal Obstruction Erythema Rosacea Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal Common Cold Fecal Incontinence Hypotension, Orthostatic Presbyopia

ATC Classification

D11AX27

oxymetazoline

Level 1: DERMATOLOGICALS

Level 2: OTHER DERMATOLOGICAL PREPARATIONS

R01AA05

oxymetazoline

Level 1: RESPIRATORY SYSTEM

Level 2: NASAL PREPARATIONS

R01AB07

oxymetazoline

Level 1: RESPIRATORY SYSTEM

Level 2: NASAL PREPARATIONS

S01GA04

oxymetazoline

Level 1: SENSORY ORGANS

Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 66 meas. best 9.54

IC50 20 meas. best 8.7

EC50 9 meas. best 8.48

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-2A adrenergic receptor CHEMBL1867	Ki	9.54	8.5075	0.3	4
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	9.52	9.52	0.3	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	9.4	9.4	0.4	1
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	9.04	9.04	0.9	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	9.0	7.7375	1.0	4
Alpha-2A adrenergic receptor CHEMBL4744	Ki	8.82	8.82	1.5	1
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	8.82	7.4891	1.5	11
Adrenergic receptor alpha CHEMBL2094111	Ki	8.72	8.72	1.9	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	8.7	8.7	2.0	1
Adrenergic receptor alpha-2 CHEMBL2095158	Ki	8.66	7.7317	2.2	12
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	8.49	8.49	3.2	1
Alpha-2A adrenergic receptor CHEMBL1867	EC50	8.48	8.48	3.3	1
Adrenergic receptor alpha-2 CHEMBL2093864	IC50	8.3	8.3	5.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	8.25	8.25	5.6	1
Nischarin CHEMBL3923	Ki	8.21	8.21	6.2	2
Alpha-1A adrenergic receptor CHEMBL319	Ki	8.19	7.995	6.5	2
Alpha-1A adrenergic receptor CHEMBL4892	Ki	7.88	7.88	13.2	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.8	7.8	15.8	1
Unchecked CHEMBL612545	Ki	7.75	6.4825	18.0	4
Alpha-1A adrenergic receptor CHEMBL229	EC50	7.7	7.3875	19.9	4
Alpha-2A adrenergic receptor CHEMBL2350	Ki	7.68	7.68	21.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	7.64	7.64	23.0	1
Unchecked CHEMBL612545	IC50	7.57	6.2267	27.0	3
Alpha-2 adrenergic receptor CHEMBL2111338	Ki	7.48	7.1067	33.0	3
Alpha-1A adrenergic receptor CHEMBL319	IC50	7.42	7.42	38.0	1
Adrenergic receptor alpha CHEMBL2095203	Ki	7.38	7.38	42.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	EC50	6.86	6.86	137.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	6.7	6.7	200.0	1
Alpha-1B adrenergic receptor CHEMBL3122	Ki	6.69	6.69	204.2	1
Alpha-1A adrenergic receptor CHEMBL319	EC50	6.54	6.54	288.4	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.52	6.52	303.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	6.52	6.52	300.0	1
Alpha-1D adrenergic receptor CHEMBL326	Ki	6.48	6.48	331.1	1
Alpha-1B adrenergic receptor CHEMBL315	EC50	6.47	6.47	338.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.43	6.43	367.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.34	6.34	455.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	6.24	6.24	578.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.24	5.755	581.0	2
Alpha-1B adrenergic receptor CHEMBL315	Ki	6.16	6.16	689.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.11	6.11	775.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.08	6.08	831.8	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	6.02	6.02	957.0	1
Alpha-1B adrenergic receptor CHEMBL315	IC50	5.91	5.91	1245.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	5.89	5.89	1285.0	1
Alpha-2B adrenergic receptor CHEMBL1942	IC50	5.89	5.89	1273.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	5.88	5.88	1332.0	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.87	5.86	1349.0	2
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	5.78	5.78	1670.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	5.71	5.71	1945.0	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	5.58	5.58	2633.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-2A adrenergic receptor	Ki	=	0.29	nM	9.54	Displacement of [125I]Clonidine from adrenergic alpha2A receptor (unknown origin...	24365159
5-hydroxytryptamine receptor 1B	Ki	=	0.3	nM	9.52	Binding affinity towards human 5-hydroxytryptamine 1B receptor using [3H]5-HT tr...	9632357
5-hydroxytryptamine receptor 1D	Ki	=	0.4	nM	9.4	Binding affinity towards human 5-hydroxytryptamine 1D receptor using [3H]5-HT tr...	9632357
5-hydroxytryptamine receptor 1B	Ki	=	0.909	nM	9.04	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: ...	-
Alpha-2C adrenergic receptor	Ki	=	1.0	nM	9.0	Displacement of [125I]Clonidine from adrenergic alpha2C receptor (unknown origin...	24365159
Adrenergic receptor alpha-2	Ki	=	1.5	nM	8.82	Displacement of [3H]-clonidine from alpha2-adrenergic receptor in rat brain cort...	29425815
Alpha-2A adrenergic receptor	Ki	=	1.5	nM	8.82	Compound was evaluated for inhibition of binding of [3H]MK-91 to Alpha-2 adrener...	7658428
Adrenergic receptor alpha	Ki	=	1.9	nM	8.72	Displacement of [3H]clonidine from alpha-adrenergic receptor in rat brain	42798
Adrenergic receptor alpha-2	Ki	=	1.9	nM	8.72	The ability to displace [3H]clonidine from the Alpha-2 adrenergic receptor was d...	6296387
5-hydroxytryptamine receptor 1B	IC50	=	2.0	nM	8.7	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: ...	-
Adrenergic receptor alpha-2	Ki	=	2.2	nM	8.66	Compound was evaluated for inhibition of binding of [3H]MK-91 to Alpha-2 adrener...	7658428
Alpha-2A adrenergic receptor	Ki	=	2.291	nM	8.64	Displacement of [125I]Clonidine from adrenergic alpha2A receptor (unknown origin...	24365159
Adrenergic receptor alpha-2	Ki	=	3.0	nM	8.52	Compound was evaluated for inhibition of binding of [3H]MK-91 to Alpha-2 adrener...	7658428
5-hydroxytryptamine receptor 1A	Ki	=	3.208	nM	8.49	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-
Alpha-2A adrenergic receptor	EC50	=	3.311	nM	8.48	Agonist potency at Alpha-2A stably expressed in CHO cells.	12014961
Adrenergic receptor alpha-2	Ki	=	3.5	nM	8.46	Compound was evaluated for inhibition of binding of [3H]MK-91 to Alpha-2 adrener...	7658428
Alpha-2C adrenergic receptor	Ki	=	5.012	nM	8.3	Displacement of [125I]Clonidine from adrenergic alpha2C receptor (unknown origin...	24365159
Adrenergic receptor alpha-2	IC50	=	5.0	nM	8.3	50% inhibition of specific [3H]clonidine binding (0.4 nM) to Alpha-2 adrenergic ...	6142954
5-hydroxytryptamine receptor 1A	IC50	=	5.613	nM	8.25	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-
Nischarin	Ki	=	6.2	nM	8.21	Displacement of [125I]PIC from human imidazoline receptor 1 in human platelets a...	18621536

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	405
21177487	10.1124/dmd.110.036004	ADMET	22
7658428	10.1021/jm00018a001	Adrenergic receptor alpha-2	21
21177487	10.1124/dmd.110.036004	Cytochrome P450 2C19	6
8831777	10.1021/jm960354u	Alpha-1A adrenergic receptor	6
21177487	10.1124/dmd.110.036004	Liver microsome	6
9632357	10.1021/jm970513p	5-hydroxytryptamine receptor 1D	4
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	3
12014961	10.1021/jm000542r	Alpha-1A adrenergic receptor	3
12014961	10.1021/jm000542r	Alpha-1B adrenergic receptor	3
9632357	10.1021/jm970513p	5-hydroxytryptamine receptor 1B	3
7658428	10.1021/jm00018a001	Alpha-2 adrenergic receptor	3
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	3
12014961	10.1021/jm000542r	Alpha-1D adrenergic receptor	3
12014961	10.1021/jm000542r	Alpha-2A adrenergic receptor	3
12014961	10.1021/jm000542r	Alpha-2C adrenergic receptor	3
8831777	10.1021/jm960354u	Alpha-1D adrenergic receptor	3
8831777	10.1021/jm960354u	Alpha-1B adrenergic receptor	3
21177487	10.1124/dmd.110.036004	Liver	2
7658428	10.1021/jm00018a001	Alpha-2A adrenergic receptor	2

Data from ChEMBL 36 via Core Engine