Compound Detail

CHEMBL7303

ARECOLINE

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COC(=O)C1=CCCN(C)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL7303
Name	ARECOLINE
Phase	Preclinical
Structure Type	MOL
InChI Key	HJJPJSXJAXAIPN-UHFFFAOYSA-N

Known Names

NSC-56321

Targets

108

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

155.2

MW (Da)

0.42

ALogP

HBA

HBD

29.5

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C8H13NO2
MW	155.20
Aromatic Rings	0
Heavy Atoms	11
NP-Likeness	0.79

Activity Summary

IC50 58 meas. best 8.72

Ki 35 meas. best 8.48

EC50 15 meas. best 7.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Muscarinic acetylcholine receptor CHEMBL1907609	IC50	8.72	6.3068	1.9	22
Muscarinic acetylcholine receptor M1 CHEMBL3733	Ki	8.48	8.37	3.3	2
Muscarinic acetylcholine receptor CHEMBL1907609	Ki	8.28	6.812	5.3	5
Unchecked CHEMBL612545	Ki	8.13	8.13	7.4	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	7.85	5.64	14.0	3
Muscarinic acetylcholine receptor M2 CHEMBL211	EC50	7.6	6.56	25.0	3
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	7.58	5.76	26.0	4
Muscarinic acetylcholine receptor M2 CHEMBL309	Ki	7.4	7.4	40.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	7.4	6.686	40.0	5
Muscarinic acetylcholine receptor CHEMBL2094109	EC50	7.14	7.14	73.0	1
Muscarinic acetylcholine receptor M1 CHEMBL276	IC50	7.11	6.1173	77.0	11
Muscarinic acetylcholine receptor M3 CHEMBL245	EC50	7.0	6.735	100.0	2
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	6.94	5.7967	115.0	3
Muscarinic acetylcholine receptor M4 CHEMBL1821	EC50	6.89	6.89	130.0	1
Muscarinic acetylcholine receptors; M2 & M3 CHEMBL2095187	EC50	6.85	6.85	140.0	1
Cavia porcellus CHEMBL369	EC50	6.82	6.82	150.0	1
Neuronal acetylcholine receptor CHEMBL2094110	Ki	6.65	6.65	224.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	6.57	6.57	270.0	2
Oryctolagus cuniculus CHEMBL374	IC50	6.26	6.26	545.0	2
Muscarinic acetylcholine receptor M2 CHEMBL309	IC50	6.23	5.41	590.0	3
Muscarinic acetylcholine receptor M5 CHEMBL2035	EC50	6.22	6.22	600.0	1
Cavia porcellus CHEMBL369	IC50	6.22	6.22	600.0	1
Unchecked CHEMBL612545	IC50	6.0	6.0	1000.0	1
A9 CHEMBL614518	IC50	5.92	5.92	1200.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.75	5.55	1800.0	2
Muscarinic acetylcholine receptor M4 CHEMBL317	Ki	5.62	5.62	2400.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	EC50	5.5	5.375	3200.0	2
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	5.24	4.805	5700.0	2
Muscarinic acetylcholine receptor M3 CHEMBL320	Ki	5.24	5.24	5700.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	4.96	4.6	11000.0	2
Muscarinic acetylcholine receptor M3 CHEMBL5105	EC50	4.92	4.92	12000.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	4.87	4.595	13500.0	2
Muscarinic acetylcholine receptor M1 CHEMBL3733	EC50	4.57	4.57	27000.0	1
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL2366456	IC50	4.47	4.47	33730.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	4.25	4.25	56000.0	2
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	4.2	4.2	62500.0	1
Muscarinic acetylcholine receptor M1 CHEMBL276	Ki	4.07	4.0667	86000.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Muscarinic acetylcholine receptor	IC50	=	1.9	nM	8.72	Inhibition of [3H]oxotremorine-M binding to rat brain membrane Muscarinic acetyl...	3385727
Muscarinic acetylcholine receptor M1	Ki	=	3.33	nM	8.48	Binding affinity (low) of [3H](R)-QNB binding to Muscarinic acetylcholine recept...	9111297
Muscarinic acetylcholine receptor	Ki	=	5.3	nM	8.28	Inhibition of [3H]- oxotremorine-M binding to Muscarinic acetylcholine receptor ...	10891110
Muscarinic acetylcholine receptor M1	Ki	=	5.45	nM	8.26	Binding affinity of [3H]-(R)-QNB binding to Muscarinic acetylcholine receptor M1...	9111297
Unchecked	Ki	=	7.4	nM	8.13	Binding affinity against muscarinic acetylcholine receptor from rat brain crude ...	7739014
Muscarinic acetylcholine receptor M1	Ki	=	14.0	nM	7.85	Inhibition of [3H]- oxotremorine-M binding to human Muscarinic acetylcholine rec...	10891110
Muscarinic acetylcholine receptor	IC50	=	16.0	nM	7.8	In vitro binding affinity to the Muscarinic acetylcholine receptor by displacing...	7783150
Muscarinic acetylcholine receptor	IC50	=	20.0	nM	7.7	Ability to displace [3H]cis--2-methyl-5-((dimethylamino)methyl)-1,3-di oxolane f...	1732522
Muscarinic acetylcholine receptor	IC50	=	24.0	nM	7.62	Binding affinity against muscarinic receptor in rat brain membranes using oxotre...	9873644
Muscarinic acetylcholine receptor M2	EC50	=	25.0	nM	7.6	In Vitro activity at the cloned Human Muscarinic acetylcholine receptor M2 deter...	7783150
Muscarinic acetylcholine receptor M4	Ki	=	26.0	nM	7.58	Inhibition of [3H]- oxotremorine-M binding to human Muscarinic acetylcholine rec...	10891110
Muscarinic acetylcholine receptor	Ki	=	31.0	nM	7.51	The binding affinity was measured as inhibition of binding of [3H]- oxotremorine...	10891110
Muscarinic acetylcholine receptor M2	Ki	=	40.0	nM	7.4	The binding affinity was measured as inhibition of binding of [3H]- oxotremorine...	10891110
Muscarinic acetylcholine receptor M2	Ki	=	40.0	nM	7.4	Inhibition of binding of [3H]quinuclidinyl benzilate to Muscarinic acetylcholine...	9622546
Muscarinic acetylcholine receptor M2	Ki	=	40.0	nM	7.4	Inhibition of binding of [3H]quinuclidinyl benzilate to muscarinic receptors in ...	9622546
Muscarinic acetylcholine receptor M2	Ki	=	40.0	nM	7.4	Inhibition of [3H]- quinuclidinyl benzilate binding to human Muscarinic acetylch...	10891110
Muscarinic acetylcholine receptor	Ki	=	40.0	nM	7.4	Binding affinity for muscarinic receptor site in rat hippocampus was determined ...	-
Muscarinic acetylcholine receptor	IC50	=	62.7	nM	7.2	In vitro Binding affinity was measured against Muscarinic acetylcholine receptor...	9438027
Muscarinic acetylcholine receptor	EC50	=	73.0	nM	7.14	Agonist activity at muscarinic acetylcholine receptor in isolated guinea pig ile...	1995893
Muscarinic acetylcholine receptor M1	IC50	=	77.0	nM	7.11	Binding activity against muscarinic acetylcholine receptor M1 in rat brain, usin...	7658434

Literature References

PubMed	DOI	Target Context	# Activities
19595599	10.1016/j.bmc.2009.06.032	Rattus norvegicus	6
9111297	10.1021/jm960467d	Muscarinic acetylcholine receptor M1	6
1995893	10.1021/jm00106a033	Muscarinic acetylcholine receptor	5
10891110	10.1021/jm9904001	Muscarinic acetylcholine receptor	5
1732522	10.1021/jm00079a002	Muscarinic acetylcholine receptor M1	4
9111297	10.1021/jm960467d	Muscarinic acetylcholine receptor M3	4
9111297	10.1021/jm960467d	Muscarinic acetylcholine receptor M2	4
1433209	10.1021/jm00100a005	Muscarinic acetylcholine receptor M1	4
9622546	10.1021/jm9705115	Muscarinic acetylcholine receptor M1	4
7783150	10.1021/jm00012a019	Muscarinic acetylcholine receptor	4
-	10.1016/S0960-894X(00)80178-X	Rattus norvegicus	4
1732546	10.1021/jm00080a014	Muscarinic acetylcholine receptor	3
11597415	10.1016/s0960-894x(01)00559-5	Muscarinic acetylcholine receptor M1	3
9435896	10.1021/jm9702903	Rattus norvegicus	3
1619616	10.1021/jm00091a007	Muscarinic acetylcholine receptor	3
2319559	10.1021/jm00166a008	Muscarinic acetylcholine receptor	3
9873644	10.1016/s0960-894x(98)00509-5	Muscarinic acetylcholine receptor M1	3
1560440	10.1021/jm00085a016	Muscarinic acetylcholine receptor	3
9438027	10.1021/jm9705216	Mus musculus	3
1732522	10.1021/jm00079a002	Muscarinic acetylcholine receptor	3

Data from ChEMBL 36 via Core Engine