Compound Detail

CHEMBL1633

KETOTIFEN FUMARATE

💊 Approved Drug

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💊 Approved Drug

CN1CCC(=C2c3ccccc3CC(=O)c3sccc32)CC1.O=C(O)/C=C/C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1633
Name	KETOTIFEN FUMARATE
Phase	Approved
Structure Type	MOL
InChI Key	YNQQEYBLVYAWNX-WLHGVMLRSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL534
Active Moiety	CHEMBL1197564

Known Names

Acuvue theravision with ketotifen Alaway Children's alaway HC 20,511 FUMARATE HC-20511 FUMARATE Ketotifen (as fumarate) Ketotifen fumarate Ketotifen hydrogen fumarate NSC-757415 Zaditen Zaditor

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

309.4

MW (Da)

4.01

ALogP

HBA

HBD

20.3

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1999
Availability	OTC
Chirality	Achiral

Routes of Administration

Topical

Flags

Prodrug

USAN Year

1979

Extended Properties

Molecular Formula	C23H23NO5S
MW	425.51
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-0.01

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Histamine H1 receptor antagonist	ANTAGONIST	Histamine H1 receptor	✓	✓

Indications

Chronic Pain Conjunctivitis, Allergic Dermatitis Fractures, Bone Rhinitis, Allergic, Perennial

Activity Summary

Ki 19 meas. best 8.95

IC50 10 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histamine H1 receptor CHEMBL231	IC50	9.0	9.0	1.0	1
Histamine H1 receptor CHEMBL231	Ki	8.95	8.95	1.1	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.36	7.36	43.9	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	7.01	7.01	98.5	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.71	6.71	197.4	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.61	6.61	243.8	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.52	6.52	299.5	1
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	6.47	6.47	338.9	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.44	6.44	365.9	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.39	6.39	407.3	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.22	6.22	602.4	1
D(3) dopamine receptor CHEMBL234	Ki	6.14	6.14	717.1	1
Plasmodium falciparum CHEMBL364	IC50	6.1	5.4167	794.3	6
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.08	6.08	824.7	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.04	6.04	917.3	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	6.0	6.0	995.8	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.98	5.98	1050.9	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.96	5.96	1084.4	1
D(2) dopamine receptor CHEMBL217	Ki	5.76	5.76	1726.6	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.76	5.76	1753.1	1
D(1B) dopamine receptor CHEMBL1850	Ki	5.58	5.58	2660.1	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histamine H1 receptor	IC50	=	1.0	nM	9.0	Displacement of [3H]pyrilamine from human recombinant histamine H1 receptor expr...	19362477
Histamine H1 receptor	Ki	=	1.13	nM	8.95	PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 2A	Ki	=	43.93	nM	7.36	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M5	Ki	=	98.53	nM	7.01	PDSP Secondary Binding target: CHRM5 - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2C	Ki	=	197.38	nM	6.71	PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M2	Ki	=	243.81	nM	6.61	PDSP Secondary Binding target: CHRM2 - Compounds are tested at 10 uM concentrati...	-
D(1A) dopamine receptor	Ki	=	299.47	nM	6.52	PDSP Secondary Binding target: DRD1 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 3A	Ki	=	338.93	nM	6.47	PDSP Secondary Binding target: HTR3A - Compounds are tested at 10 uM concentrati...	-
Sigma intracellular receptor 2	Ki	=	365.88	nM	6.44	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 7	Ki	=	407.28	nM	6.39	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
Alpha-2B adrenergic receptor	Ki	=	602.42	nM	6.22	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
D(3) dopamine receptor	Ki	=	717.13	nM	6.14	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
Plasmodium falciparum	IC50	=	794.33	nM	6.1	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
5-hydroxytryptamine receptor 6	Ki	=	824.71	nM	6.08	PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio...	-
Muscarinic acetylcholine receptor M4	Ki	=	917.28	nM	6.04	PDSP Secondary Binding target: CHRM4 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M3	Ki	=	995.75	nM	6.0	PDSP Secondary Binding target: CHRM3 - Compounds are tested at 10 uM concentrati...	-
Muscarinic acetylcholine receptor M1	Ki	=	1050.87	nM	5.98	PDSP Secondary Binding target: CHRM1 - Compounds are tested at 10 uM concentrati...	-
Alpha-2A adrenergic receptor	Ki	=	1084.43	nM	5.96	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
D(2) dopamine receptor	Ki	=	1726.64	nM	5.76	PDSP Secondary Binding target: DRD2 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1B	Ki	=	1753.07	nM	5.76	PDSP Secondary Binding target: HTR1B - Compounds are tested at 10 uM concentrati...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	344
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
19362477	10.1016/j.bmcl.2009.03.124	Mus musculus	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	2
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	2
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	2
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	2
-	10.6019/CHEMBL5209801	Apelin receptor	2
430478	10.1021/jm00190a011	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	2
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	2
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	2
18595715	10.1016/j.bmc.2008.06.020	Unchecked	2
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	2

Data from ChEMBL 36 via Core Engine