Compound Detail

CHEMBL566050

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL566050
Phase	Preclinical
Structure Type	MOL
InChI Key	VBQDZZHUUPHQGQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

302.2

MW (Da)

4.73

ALogP

HBA

HBD

29.1

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H21Cl2NO
MW	302.24
Aromatic Rings	1
Heavy Atoms	19
NP-Likeness	-0.85

Activity Summary

IC50 10 meas. best 9.21

Ki 3 meas. best 7.36

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	9.21	9.21	0.6	1
Acetylcholine receptor; alpha1/beta1/delta/gamma CHEMBL1907588	IC50	8.82	8.82	1.5	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	IC50	8.38	8.38	4.2	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	8.01	8.01	9.8	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	7.51	7.295	31.0	2
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	7.37	7.06	43.0	2
Sodium-dependent dopamine transporter CHEMBL238	Ki	7.36	7.36	43.7	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.28	6.28	520.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.08	6.08	842.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	5.8	5.72	1580.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	0.62	nM	9.21	Antagonist activity at alpha3beta4 nAChR receptor in human SH-SY5Y cells assesse...	20158204
Acetylcholine receptor; alpha1/beta1/delta/gamma	IC50	=	1.5	nM	8.82	Antagonist activity at alpha-1-beta-1-gamma-delta nAChR receptor expressed in hu...	20158204
Neuronal acetylcholine receptor; alpha4/beta4	IC50	=	4.2	nM	8.38	Antagonist activity at human alpha4beta4 nAChR receptor expressed in human SH-SY...	20158204
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	9.8	nM	8.01	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 uptake at human DAT expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	IC50	=	43.0	nM	7.37	Inhibition of [3H]norepinephrine reuptake at human NET expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	Ki	=	43.7	nM	7.36	Displacement of [125I]RTI55 from cloned human DAT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	IC50	=	84.0	nM	7.08	Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	IC50	=	180.0	nM	6.75	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	Ki	=	520.0	nM	6.28	Displacement of [125I]RTI55 from cloned human NET expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	Ki	=	842.0	nM	6.08	Displacement of [125I]RTI55 from cloned human SERT expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	IC50	=	1580.0	nM	5.8	Inhibition of [3H]serotonin reuptake at human SERT expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	IC50	=	2300.0	nM	5.64	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	23
19821577	10.1021/jm901189z	Mus musculus	4
20158204	10.1021/jm9017465	Mus musculus	4
19821577	10.1021/jm901189z	Sodium-dependent serotonin transporter	2
19821577	10.1021/jm901189z	Sodium-dependent noradrenaline 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
20158204	10.1021/jm9017465	Unchecked	1

Data from ChEMBL 36 via Core Engine