Compound Detail

CHEMBL566208

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CCC(NC(C)(C)C)C(=O)c1ccc(Cl)c(Cl)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL566208
Phase	Preclinical
Structure Type	MOL
InChI Key	JYBXLCIZWPNCMU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

288.2

MW (Da)

4.34

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	C14H19Cl2NO
MW	288.22
Aromatic Rings	1
Heavy Atoms	18
NP-Likeness	-0.90

Activity Summary

IC50 10 meas. best 9.29

Ki 3 meas. best 6.56

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	9.29	9.29	0.5	1
Acetylcholine receptor; alpha1/beta1/delta/gamma CHEMBL1907588	IC50	8.57	8.57	2.7	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	IC50	8.48	8.48	3.3	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	8.0	8.0	10.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	6.93	6.845	118.0	2
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	6.87	6.64	135.0	2
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.56	6.56	278.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.1	6.03	790.0	2
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.07	6.07	860.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.65	5.65	2240.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	0.51	nM	9.29	Antagonist activity at alpha3beta4 nAChR receptor in human SH-SY5Y cells assesse...	20158204
Acetylcholine receptor; alpha1/beta1/delta/gamma	IC50	=	2.7	nM	8.57	Antagonist activity at alpha-1-beta-1-gamma-delta nAChR receptor expressed in hu...	20158204
Neuronal acetylcholine receptor; alpha4/beta4	IC50	=	3.3	nM	8.48	Antagonist activity at human alpha4beta4 nAChR receptor expressed in human SH-SY...	20158204
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	10.0	nM	8.0	Antagonist activity at human alpha4beta2 nAChR receptor expressed in human SH-SY...	20158204
Sodium-dependent dopamine transporter	IC50	=	118.0	nM	6.93	Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	IC50	=	135.0	nM	6.87	Inhibition of [3H]norepinephrine reuptake at human NET expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	IC50	=	175.0	nM	6.76	Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	Ki	=	278.0	nM	6.56	Displacement of [125I]RTI55 from cloned human DAT expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	IC50	=	389.0	nM	6.41	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells	20158204
Sodium-dependent serotonin transporter	IC50	=	790.0	nM	6.1	Inhibition of [3H]serotonin reuptake at human SERT expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	Ki	=	860.0	nM	6.07	Displacement of [125I]RTI55 from cloned human SERT expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	IC50	=	1090.0	nM	5.96	Inhibition of [3H]serotonin uptake at human SERT expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	Ki	=	2240.0	nM	5.65	Displacement of [125I]RTI55 from cloned human NET expressed in HEK293 cells	19821577

Literature References

PubMed	DOI	Target Context	# Activities
19821577	10.1021/jm901189z	Rattus norvegicus	27
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 serotonin transporter	2
19821577	10.1021/jm901189z	Sodium-dependent dopamine 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