Compound Detail

CHEMBL2409627

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COCC[C@H]1C[C@@H]1c1cncc(OC[C@@H]2CCCN2C)c1.O=C(O)C(F)(F)F

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2409627
Phase	Preclinical
Structure Type	MOL
InChI Key	WZLVCXHBPZBGGB-FWBJMGQWSA-N
Parent Compound	CHEMBL3039915
Active Moiety	CHEMBL3039915

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

290.4

MW (Da)

2.69

ALogP

HBA

HBD

34.6

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	C19H27F3N2O4
MW	404.43
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	0.09

Activity Summary

Ki 6 meas. best 9.7

EC50 2 meas. best 8.05

IC50 2 meas. best 7.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL1907592	Ki	9.7	9.7	0.2	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	9.52	9.41	0.3	2
Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3 CHEMBL2109233	EC50	8.05	8.05	9.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	EC50	7.84	7.84	14.4	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	7.7	7.7	20.0	1
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL1907587	Ki	7.68	7.68	21.0	1
Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3 CHEMBL2109233	IC50	7.62	7.62	23.9	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL1907590	Ki	6.89	6.89	129.5	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907595	Ki	6.23	6.23	584.8	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	0.2	nM	9.7	Displacement of [3H]Epibatidine from rat alpha2beta2 nACHR by liquid scintillati...	23734673
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	0.3	nM	9.52	Displacement of [3H]Epibatidine from rat alpha4beta2 nACHR by liquid scintillati...	23734673
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	0.5	nM	9.3	Displacement of [3H]Epibatidine from alpha4beta2 nACHR in rat forebrain by liqui...	23734673
Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3	EC50	=	9.0	nM	8.05	Agonist activity at human alpha6/alpha3beta2beta3 nAChR expressed in human SHEP1...	23734673
Neuronal acetylcholine receptor; alpha4/beta2	EC50	=	14.4	nM	7.84	Agonist activity at human alpha4beta2 nACHR expressed in human SHEP1 cells asses...	23734673
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	20.0	nM	7.7	Antagonist activity at human alpha4beta2 nACHR expressed in human SHEP1 cells as...	23734673
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	21.0	nM	7.68	Displacement of [3H]Epibatidine from rat alpha3beta2 nACHR by liquid scintillati...	23734673
Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3	IC50	=	23.9	nM	7.62	Antagonist activity at human alpha6/alpha3beta2beta3 nAChR expressed in human SH...	23734673
Neuronal acetylcholine receptor; alpha2/beta4	Ki	=	129.5	nM	6.89	Displacement of [3H]Epibatidine from rat alpha2beta4 nACHR by liquid scintillati...	23734673
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	584.8	nM	6.23	Displacement of [3H]Epibatidine from rat alpha4beta4 nACHR by liquid scintillati...	23734673

Literature References

PubMed	DOI	Target Context	# Activities
23734673	10.1021/jm400510u	Salmonella typhimurium	9
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha4/beta2	8
23734673	10.1021/jm400510u	Caco-2	6
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3	4
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha3/beta4	3
23734673	10.1021/jm400510u	Voltage-gated inwardly rectifying potassium channel KCNH2	3
23734673	10.1021/jm400510u	ADMET	3
23734673	10.1021/jm400510u	Mus musculus	2
23734673	10.1021/jm400510u	Acetylcholine receptor; alpha1/beta1/delta/gamma	2
23734673	10.1021/jm400510u	Plasma	2
23734673	10.1021/jm400510u	Cytochrome P450 2C19	1
23734673	10.1021/jm400510u	No relevant target	1
23734673	10.1021/jm400510u	Cytochrome P450 2C9	1
23734673	10.1021/jm400510u	Cytochrome P450 2D6	1
23734673	10.1021/jm400510u	Hepatocyte	1
23734673	10.1021/jm400510u	Liver microsomes	1
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha3/beta2	1
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha2/beta2	1
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha2/beta4	1
23734673	10.1021/jm400510u	Neuronal acetylcholine receptor; alpha4/beta4	1

Data from ChEMBL 36 via Core Engine