Compound Detail

CHEMBL334255

CETYLPYRIDINIUM BROMIDE

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CCCCCCCCCCCCCCCC[n+]1ccccc1.[Br-]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL334255
Name	CETYLPYRIDINIUM BROMIDE
Phase	Preclinical
Structure Type	MOL
InChI Key	DVBJBNKEBPCGSY-UHFFFAOYSA-M
Parent Compound	CHEMBL305906
Active Moiety	CHEMBL305906

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

304.5

MW (Da)

6.46

ALogP

HBA

HBD

3.9

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H38BrN
MW	384.45
Aromatic Rings	1
Heavy Atoms	22
NP-Likeness	0.07

Activity Summary

IC50 53 meas. best 8.0

Ki 19 meas. best 8.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	8.14	8.14	7.3	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	8.14	8.14	7.3	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	8.1	8.1	7.9	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	8.0	8.0	10.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	7.82	7.82	15.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	7.48	7.48	33.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	7.47	7.47	34.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	7.39	7.39	41.0	1
MCF7 CHEMBL387	IC50	7.16	7.16	70.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.04	7.04	91.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	6.97	6.97	106.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	6.94	6.94	116.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.66	6.66	217.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	6.62	6.62	242.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	6.53	6.53	298.0	1
Unchecked CHEMBL612545	IC50	6.39	5.6424	404.5	17
A549 CHEMBL392	IC50	6.38	6.38	420.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.17	6.17	674.0	1
CCRF-CEM CHEMBL382	IC50	6.17	6.17	670.0	1
Plasmodium falciparum CHEMBL364	IC50	6.16	6.08	700.0	2
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.09	6.09	812.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.05	6.05	892.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.04	6.04	907.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	5.89	5.89	1288.0	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	5.83	5.83	1497.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	5.79	5.79	1618.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	5.78	5.78	1680.0	1
Alpha-2B adrenergic receptor CHEMBL1942	IC50	5.75	5.75	1778.0	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	5.73	5.73	1878.0	1
MDA-MB-231 CHEMBL400	IC50	5.68	5.68	2100.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.58	5.58	2653.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.58	5.58	2631.0	1
Adenosine receptor A3 CHEMBL256	Ki	5.57	5.57	2689.0	1
Acetylcholinesterase CHEMBL220	IC50	5.56	5.56	2753.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	5.55	5.55	2831.0	1
Substance-K receptor CHEMBL2327	Ki	5.54	5.54	2877.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	5.5	5.5	3173.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	5.5	5.5	3182.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.46	5.46	3472.0	1
Melanocortin receptor 5 CHEMBL4608	Ki	5.46	5.46	3495.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	5.44	5.44	3621.0	1
Melanocortin receptor 5 CHEMBL4608	IC50	5.43	5.43	3726.0	1
HeLa CHEMBL399	IC50	5.37	5.37	4300.0	1
HUVEC CHEMBL613979	IC50	5.35	5.35	4500.0	1
Adenosine receptor A3 CHEMBL256	IC50	5.32	5.32	4758.0	1
Melanocortin receptor 4 CHEMBL259	Ki	5.31	5.31	4886.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.3	5.3	4989.0	1
Melanocortin receptor 4 CHEMBL259	IC50	5.29	5.29	5081.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	5.25	5.25	5690.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.2	5.2	6279.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Muscarinic acetylcholine receptor M3	Ki	=	7.297	nM	8.14	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M5	Ki	=	7.277	nM	8.14	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	Ki	=	7.941	nM	8.1	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M5	IC50	=	10.0	nM	8.0	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M4	Ki	=	15.0	nM	7.82	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	IC50	=	33.0	nM	7.48	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M3	IC50	=	34.0	nM	7.47	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M2	Ki	=	41.0	nM	7.39	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
MCF7	IC50	=	70.0	nM	7.16	Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay	23792315
Alpha-2A adrenergic receptor	Ki	=	91.0	nM	7.04	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
Muscarinic acetylcholine receptor M4	IC50	=	106.0	nM	6.97	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M2	IC50	=	116.0	nM	6.94	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Alpha-2C adrenergic receptor	Ki	=	217.0	nM	6.66	DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912)	-
Alpha-2A adrenergic receptor	IC50	=	242.0	nM	6.62	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
Tyrosine-protein kinase Fyn	IC50	=	298.0	nM	6.53	DRUGMATRIX: Protein Tyrosine Kinase, Fyn enzyme inhibition (substrate: Poly(Glu:...	-
Unchecked	IC50	=	404.5	nM	6.39	PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator...	-
A549	IC50	=	420.0	nM	6.38	Cytotoxicity against human A549 cells after 72 hrs by MTT assay	23792315
Unchecked	IC50	=	515.4	nM	6.29	PubChem BioAssay. Increased chromatin condensation in HeLa cells-IC50. (Class ...	-
5-hydroxytryptamine receptor 2C	Ki	=	674.0	nM	6.17	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ...	-
CCRF-CEM	IC50	=	670.0	nM	6.17	Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTT assay	23792315

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	405
25442318	10.1016/j.bmcl.2014.09.060	Staphylococcus aureus	6
25442318	10.1016/j.bmcl.2014.09.060	Klebsiella pneumoniae	6
25442318	10.1016/j.bmcl.2014.09.060	Lichtheimia corymbifera	3
25442318	10.1016/j.bmcl.2014.09.060	Candida albicans	3
25442318	10.1016/j.bmcl.2014.09.060	Candida tropicalis	3
25442318	10.1016/j.bmcl.2014.09.060	Staphylococcus epidermidis	3
25442318	10.1016/j.bmcl.2014.09.060	Trichosporon asahii	3
25442318	10.1016/j.bmcl.2014.09.060	Aspergillus fumigatus	3
25442318	10.1016/j.bmcl.2014.09.060	Pichia kudriavzevii	3
25442318	10.1016/j.bmcl.2014.09.060	Enterococcus sp.	3
25442318	10.1016/j.bmcl.2014.09.060	Trichophyton mentagrophytes	3
25442318	10.1016/j.bmcl.2014.09.060	Pseudomonas aeruginosa	3
25442318	10.1016/j.bmcl.2014.09.060	Nakaseomyces glabratus	3
25442318	10.1016/j.bmcl.2014.09.060	Escherichia coli	3
21111625	10.1016/j.bmc.2010.11.001	Staphylococcus aureus	2
21111625	10.1016/j.bmc.2010.11.001	Enterococcus faecalis	2
23792315	10.1016/j.ejmech.2013.05.033	MCF7	2
23792315	10.1016/j.ejmech.2013.05.033	A549	2
533889	10.1021/jm00197a024	Pseudomonas aeruginosa	2

Data from ChEMBL 36 via Core Engine