Compound Detail

CHEMBL565845

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Cc1cc(C(=O)C(C)NC(C)(C)C)ccc1Br

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL565845
Phase	Preclinical
Structure Type	MOL
InChI Key	PFEJBPNFLAFPKN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

298.2

MW (Da)

3.72

ALogP

HBA

HBD

29.1

PSA (Å²)

0.86

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H20BrNO
MW	298.22
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-0.73

Activity Summary

IC50 9 meas. best 8.54

Ki 3 meas. best 5.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	8.54	8.54	2.9	1
Acetylcholine receptor; alpha1/beta1/delta/gamma CHEMBL1907588	IC50	7.92	7.92	12.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	IC50	7.75	7.75	18.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	7.5	7.5	32.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.33	6.33	473.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	6.02	5.785	950.0	2
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.92	5.92	1215.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.79	5.465	1623.0	2
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.76	5.76	1740.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.34	5.34	4600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	2.9	nM	8.54	Antagonist activity at alpha3beta4 nAChR receptor in human SH-SY5Y cells assesse...	20158204
Acetylcholine receptor; alpha1/beta1/delta/gamma	IC50	=	12.0	nM	7.92	Antagonist activity at alpha-1-beta-1-gamma-delta nAChR receptor expressed in hu...	20158204
Neuronal acetylcholine receptor; alpha4/beta4	IC50	=	18.0	nM	7.75	Antagonist activity at human alpha4beta4 nAChR receptor expressed in human SH-SY...	20158204
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	32.0	nM	7.5	Antagonist activity at human alpha4beta2 nAChR receptor expressed in human SH-SY...	20158204
Sodium-dependent serotonin transporter	IC50	=	473.0	nM	6.33	Inhibition of [3H]serotonin reuptake at human SERT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	IC50	=	950.0	nM	6.02	Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells	19821577
Sodium-dependent serotonin transporter	Ki	=	1215.0	nM	5.92	Displacement of [125I]RTI55 from cloned human SERT expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	IC50	=	1623.0	nM	5.79	Inhibition of [3H]norepinephrine reuptake at human NET expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	Ki	=	1740.0	nM	5.76	Displacement of [125I]RTI55 from cloned human DAT expressed in HEK293 cells	19821577
Sodium-dependent dopamine transporter	IC50	=	2810.0	nM	5.55	Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells	20158204
Sodium-dependent noradrenaline transporter	Ki	=	4600.0	nM	5.34	Displacement of [125I]RTI55 from cloned human NET expressed in HEK293 cells	19821577
Sodium-dependent noradrenaline transporter	IC50	=	7250.0	nM	5.14	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells	20158204

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 noradrenaline 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