Compound Detail

CHEMBL9732

R-NICOTINE

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CN1CCC[C@@H]1c1cccnc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL9732
Name	R-NICOTINE
Phase	Preclinical
Structure Type	MOL
InChI Key	SNICXCGAKADSCV-SNVBAGLBSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

162.2

MW (Da)

1.85

ALogP

HBA

HBD

16.1

PSA (Å²)

0.63

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C10H14N2
MW	162.24
Aromatic Rings	1
Heavy Atoms	12
NP-Likeness	-0.41

Activity Summary

Ki 13 meas. best 8.82

IC50 8 meas. best 4.66

Kd 2 meas. best 8.97

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	Kd	8.97	8.97	1.1	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	8.82	7.69	1.5	4
Unchecked CHEMBL612545	Ki	8.6	6.816	2.5	5
Unchecked CHEMBL612545	Kd	8.51	8.51	3.1	1
Neuronal acetylcholine receptor CHEMBL2094110	Ki	7.8	7.8	16.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL4980	Ki	6.17	6.17	670.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	Ki	5.14	5.14	7200.0	1
Unchecked CHEMBL612545	IC50	4.66	4.56	22100.0	2
Acetylcholine receptor subunit alpha CHEMBL3097	IC50	4.26	4.26	54400.0	1
Nicotinic acetylcholine receptor alpha 5 subunit CHEMBL2366408	Ki	4.22	4.22	59900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor subunit alpha-7	Kd	=	1.06	nM	8.97	Dissociation constant for nicotinic acetylcholine receptor alpha 7 from human ne...	15686879
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	1.5	nM	8.82	Displacement of [3H]epibatidine from alpha-4-beta-2 nAChR in rat cerebral cortex	17964169
Unchecked	Ki	=	2.5	nM	8.6	Binding affinity for nicotinic acetylcholine receptor alpha4-beta2 from mouse M1...	15686879
Unchecked	Kd	=	3.08	nM	8.51	Dissociation constant for nicotinic acetylcholine receptor alpha4-beta2 of mouse...	15686879
Neuronal acetylcholine receptor	Ki	=	16.0	nM	7.8	In vitro binding affinity to neuronal nAChRs was determined by measuring the dis...	7799396
Unchecked	Ki	=	16.0	nM	7.8	Binding affinity at CCR was determined by displacement of [3H]cytisine from rat ...	7909335
Unchecked	Ki	=	32.0	nM	7.5	Binding affinity at CCR was determined by displacement of [3H]nicotine from rat ...	7909335
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	35.0	nM	7.46	Displacement of [3H]epibatidine from alpha-4-beta-2 nACHR in rat cerebral cortex	16722642
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	38.0	nM	7.42	Inhibition of [3H]nicotine binding to Nicotinic acetylcholine receptor alpha4-be...	15050621
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	87.0	nM	7.06	In vitro inhibition of [3H]-Cytisine binding in rat brain tissue at Nicotinic ac...	12086489
Neuronal acetylcholine receptor subunit alpha-7	Ki	=	670.0	nM	6.17	Displacement of [125I]iodoMLA from alpha-7 nAChR in rat cerebral cortex	17964169
Unchecked	Ki	=	1500.0	nM	5.82	Binding affinity at CCR was determined by displacement of [125I]- alpha-BgT from...	7909335
Neuronal acetylcholine receptor subunit alpha-7	Ki	=	7200.0	nM	5.14	Binding affinity for nicotinic acetylcholine receptor alpha 7 from human neurobl...	15686879
Unchecked	IC50	=	22100.0	nM	4.66	Displacement of [3H]alpha-BGT from nAChR in Apis mellifera (honeybee) head homog...	-
Unchecked	IC50	=	35000.0	nM	4.46	Displacement of [3H]PCP from nAChR in Apis mellifera (honeybee0 head homogenates	-
Unchecked	Ki	=	43700.0	nM	4.36	Displacement of [3H]alpha-bungarotoxin from nAChR in honeybee head membrane afte...	-
Acetylcholine receptor subunit alpha	IC50	=	54400.0	nM	4.26	Displacement of [3H]alpha-BGT from nAChR in Torpedo nobiliana electric organs me...	-
Nicotinic acetylcholine receptor alpha 5 subunit	Ki	=	59900.0	nM	4.22	Displacement of [3H]alpha-bungarotoxin from nAChR in Musca domestica (house fly)...	-

Literature References

PubMed	DOI	Target Context	# Activities
24581918	10.1016/j.bmcl.2014.02.008	NON-PROTEIN TARGET	10
7909335	10.1021/jm00034a002	Unchecked	5
16722642	10.1021/jm060122n	Mus musculus	4
17964169	10.1016/j.bmc.2007.10.027	Mus musculus	4
-	10.1584/jpestics.20.49	Acetylcholine receptor subunit alpha	2
-	10.1584/jpestics.20.57	Unchecked	2
15686879	10.1016/j.bmcl.2004.12.069	Unchecked	2
15686879	10.1016/j.bmcl.2004.12.069	Neuronal acetylcholine receptor subunit alpha-7	2
-	10.1584/jpestics.29.43	Periplaneta americana	2
7799396	10.1021/jm00052a005	Neuronal acetylcholine receptor	2
16722642	10.1021/jm060122n	Neuronal acetylcholine receptor; alpha4/beta2	1
-	10.1584/jpestics.29.43	Nicotinic acetylcholine receptor alpha 5 subunit	1
-	10.1584/jpestics.29.43	Musca domestica	1
17964169	10.1016/j.bmc.2007.10.027	Neuronal acetylcholine receptor subunit alpha-7	1
17964169	10.1016/j.bmc.2007.10.027	Neuronal acetylcholine receptor; alpha4/beta2	1
15658857	10.1021/jm049536b	ADMET	1
15658857	10.1021/jm049536b	Cytochrome P450 2A5	1
15658857	10.1021/jm049536b	Cytochrome P450 2A6	1
15916432	10.1021/jm0489713	Cytochrome P450 1A2	1
12086489	10.1021/jm0103561	Neuronal acetylcholine receptor; alpha4/beta2	1

Data from ChEMBL 36 via Core Engine