Compound Detail

CHEMBL2323571

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Cc1ncc(C#CCCCCF)cc1OC[C@@H]1CCN1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2323571
Phase	Preclinical
Structure Type	MOL
InChI Key	JFPXLNSBLNDHFH-HNNXBMFYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

276.4

MW (Da)

2.62

ALogP

HBA

HBD

34.1

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H21FN2O
MW	276.35
Aromatic Rings	1
Heavy Atoms	20
NP-Likeness	-0.12

Activity Summary

Ki 22 meas. best 8.38

IC50 7 meas. best 6.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	Ki	8.38	8.335	4.2	2
Unchecked CHEMBL612545	Ki	8.38	6.9825	4.2	4
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	8.29	8.29	5.1	1
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL1907592	Ki	8.06	8.06	8.7	1
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL2109236	Ki	8.06	8.06	8.7	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	6.89	6.8767	130.0	3
Unchecked CHEMBL612545	IC50	6.89	6.21	130.0	3
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL1907587	Ki	6.64	6.64	230.0	1
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL2109234	Ki	6.64	6.64	230.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	Ki	5.52	5.52	3000.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907595	Ki	5.52	5.52	3000.0	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	4.89	4.89	13000.0	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL1907590	Ki	4.62	4.62	24000.0	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL2109230	Ki	4.62	4.62	24000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	4.2	nM	8.38	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	4.2	nM	8.38	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Unchecked	Ki	=	5.1	nM	8.29	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	5.1	nM	8.29	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	5.1	nM	8.29	Displacement of [3H]-Epibatidine from rat alpha4beta2 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	8.7	nM	8.06	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	8.7	nM	8.06	Displacement of [3H]-Epibatidine from rat alpha2beta2 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	130.0	nM	6.89	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Unchecked	IC50	=	130.0	nM	6.89	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	130.0	nM	6.89	Desensitization of human alpha4beta2 nACHR expressed in HEK293 cells assessed as...	23540678
Unchecked	IC50	=	140.0	nM	6.85	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	140.0	nM	6.85	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	230.0	nM	6.64	Displacement of [3H]-Epibatidine from rat alpha3beta2 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	230.0	nM	6.64	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Unchecked	Ki	=	230.0	nM	6.64	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	3000.0	nM	5.52	Displacement of [3H]-Epibatidine from rat alpha4beta4 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	3000.0	nM	5.52	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Unchecked	IC50	=	13000.0	nM	4.89	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	13000.0	nM	4.89	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha2/beta4	Ki	=	24000.0	nM	4.62	Displacement of [3H]-Epibatidine from rat alpha2beta4 nACHR expressed in HEK293 ...	23540678

Literature References

PubMed	DOI	Target Context	# Activities
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor; alpha3/beta4	3
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor; alpha4/beta2	3
23540678	10.1021/jm4000374	Unchecked	3
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor subunit alpha-7	1
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor; alpha2/beta4	1
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor; alpha4/beta4	1
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor; alpha3/beta2	1
23540678	10.1021/jm4000374	Neuronal acetylcholine receptor; alpha2/beta2	1

Data from ChEMBL 36 via Core Engine