Compound Detail

CHEMBL566886

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CCC(NC(C)(C)C)C(=O)c1cccc(Cl)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL566886
Phase	Preclinical
Structure Type	MOL
InChI Key	PGTPXIBBHIHMQS-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

253.8

MW (Da)

3.69

ALogP

HBA

HBD

29.1

PSA (Å²)

0.83

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H20ClNO
MW	253.77
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-0.88

Activity Summary

IC50 9 meas. best 9.24

Ki 2 meas. best 6.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	9.24	9.24	0.6	1
Acetylcholine receptor; alpha1/beta1/delta/gamma CHEMBL1907588	IC50	8.41	8.41	3.9	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	IC50	8.21	8.21	6.2	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	8.07	8.07	8.6	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	7.51	7.095	31.0	2
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.34	6.34	459.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	6.22	6.115	607.0	2
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.5	5.5	3195.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	4.8	4.8	16000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	0.58	nM	9.24	Antagonist activity at alpha3beta4 nAChR receptor in human SH-SY5Y cells assesse...	20158204
Acetylcholine receptor; alpha1/beta1/delta/gamma	IC50	=	3.9	nM	8.41	Antagonist activity at alpha-1-beta-1-gamma-delta nAChR receptor expressed in hu...	20158204
Neuronal acetylcholine receptor; alpha4/beta4	IC50	=	6.2	nM	8.21	Antagonist activity at human alpha4beta4 nAChR receptor expressed in human SH-SY...	20158204
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	8.6	nM	8.07	Antagonist activity at human alpha4beta2 nAChR receptor expressed in human SH-SY...	20158204
Sodium-dependent dopamine transporter	IC50	=	31.0	nM	7.51	Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	IC50	=	209.0	nM	6.68	Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells	20158204
Sodium-dependent dopamine transporter	Ki	=	459.0	nM	6.34	Displacement of [125I]RTI55 from cloned human DAT expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	IC50	=	607.0	nM	6.22	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	IC50	=	969.0	nM	6.01	Inhibition of [3H]norepinephrine reuptake at human NET expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	Ki	=	3195.0	nM	5.5	Displacement of [125I]RTI55 from cloned human NET expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	IC50	=	16000.0	nM	4.8	Inhibition of [3H]serotonin uptake at human SERT expressed in HEK293 cells	20158204

Literature References

PubMed	DOI	Target Context	# Activities
19821577	10.1021/jm901189z	Rattus norvegicus	5
19821577	10.1021/jm901189z	Mus musculus	4
20158204	10.1021/jm9017465	Mus musculus	4
19821577	10.1021/jm901189z	Sodium-dependent noradrenaline transporter	2
19821577	10.1021/jm901189z	Sodium-dependent dopamine transporter	2
19821577	10.1021/jm901189z	Sodium-dependent serotonin transporter	2
20158204	10.1021/jm9017465	Neuronal acetylcholine receptor; alpha3/beta4	2
20158204	10.1021/jm9017465	Acetylcholine receptor; alpha1/beta1/delta/gamma	2
20158204	10.1021/jm9017465	Neuronal acetylcholine receptor; alpha4/beta4	2
20158204	10.1021/jm9017465	Neuronal acetylcholine receptor; alpha4/beta2	2
20158204	10.1021/jm9017465	Sodium-dependent dopamine transporter	1
20158204	10.1021/jm9017465	Sodium-dependent noradrenaline transporter	1
20158204	10.1021/jm9017465	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine