Compound Detail

CHEMBL566420

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CC(C(=O)c1cccc(Cl)c1)N1CCCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL566420
Phase	Preclinical
Structure Type	MOL
InChI Key	LOWDJVQAZMFOLZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

251.8

MW (Da)

3.40

ALogP

HBA

HBD

20.3

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H18ClNO
MW	251.76
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-1.46

Activity Summary

IC50 9 meas. best 8.11

Ki 3 meas. best 5.94

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	8.11	8.11	7.7	1
Acetylcholine receptor; alpha1/beta1/delta/gamma CHEMBL1907588	IC50	7.55	7.55	28.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	7.52	7.52	30.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	IC50	7.08	7.08	83.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	6.07	6.03	852.0	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.01	6.01	970.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.94	5.94	1148.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.6	5.46	2520.0	2
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.32	5.32	4760.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.26	5.26	5479.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	7.7	nM	8.11	Antagonist activity at alpha3beta4 nAChR receptor in human SH-SY5Y cells assesse...	20158204
Acetylcholine receptor; alpha1/beta1/delta/gamma	IC50	=	28.0	nM	7.55	Antagonist activity at alpha-1-beta-1-gamma-delta nAChR receptor expressed in hu...	20158204
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	30.0	nM	7.52	Antagonist activity at human alpha4beta2 nAChR receptor expressed in human SH-SY...	20158204
Neuronal acetylcholine receptor; alpha4/beta4	IC50	=	83.0	nM	7.08	Antagonist activity at human alpha4beta4 nAChR receptor expressed in human SH-SY...	20158204
Sodium-dependent dopamine transporter	IC50	=	852.0	nM	6.07	Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells	20158204
Sodium-dependent serotonin transporter	IC50	=	970.0	nM	6.01	Inhibition of [3H]serotonin reuptake at human SERT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	IC50	=	1033.0	nM	5.99	Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	Ki	=	1148.0	nM	5.94	Displacement of [125I]RTI55 from cloned human DAT expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	IC50	=	2520.0	nM	5.6	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	IC50	=	4798.0	nM	5.32	Inhibition of [3H]norepinephrine reuptake at human NET expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	Ki	=	4760.0	nM	5.32	Displacement of [125I]RTI55 from cloned human NET expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	Ki	=	5479.0	nM	5.26	Displacement of [125I]RTI55 from cloned human SERT expressed in HEK293 cells	19821577

Literature References

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