Compound Detail

CHEMBL2323568

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CCCCC#Cc1cnc(C)c(OC[C@@H]2CCCN2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2323568
Phase	Preclinical
Structure Type	MOL
InChI Key	CZWUYUYQOZHEAK-INIZCTEOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

272.4

MW (Da)

3.06

ALogP

HBA

HBD

34.1

PSA (Å²)

0.66

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H24N2O
MW	272.39
Aromatic Rings	1
Heavy Atoms	20
NP-Likeness	-0.03

Activity Summary

Ki 19 meas. best 7.14

IC50 6 meas. best 5.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	7.14	5.25	73.0	4
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	Ki	7.14	7.14	73.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	7.14	7.14	73.0	1
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL2109236	Ki	6.89	6.89	130.0	1
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL1907592	Ki	6.89	6.89	130.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	5.8	5.8	1600.0	2
Unchecked CHEMBL612545	IC50	5.8	5.495	1600.0	2
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL2109234	Ki	5.6	5.6	2500.0	1
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL1907587	Ki	5.6	5.6	2500.0	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	5.19	5.19	6400.0	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907593	IC50	5.19	5.19	6400.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907595	Ki	4.64	4.64	23000.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907591	Ki	4.64	4.64	23000.0	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL2109230	Ki	4.23	4.23	59000.0	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL1907590	Ki	4.23	4.23	59000.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL4980	Ki	4.09	4.09	81000.0	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907593	Ki	4.03	4.03	94000.0	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	Ki	4.03	4.03	94000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	73.0	nM	7.14	Displacement of [3H]-Epibatidine from rat alpha4beta2 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	73.0	nM	7.14	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Unchecked	Ki	=	73.0	nM	7.14	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	130.0	nM	6.89	Displacement of [3H]-Epibatidine from rat alpha2beta2 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	130.0	nM	6.89	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	1600.0	nM	5.8	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Unchecked	IC50	=	1600.0	nM	5.8	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	1600.0	nM	5.8	Desensitization of human alpha4beta2 nACHR expressed in HEK293 cells assessed as...	23540678
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	2500.0	nM	5.6	Displacement of [3H]-Epibatidine from rat alpha3beta2 nACHR expressed in HEK293 ...	23540678
Unchecked	Ki	=	2500.0	nM	5.6	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	2500.0	nM	5.6	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Unchecked	IC50	=	6400.0	nM	5.19	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	6400.0	nM	5.19	Functional Assay: IC50(10′): The functional properties of the ligands were deter...	-
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	6400.0	nM	5.19	Desensitization of rat alpha3beta4 nACHR expressed in HEK293 cells assessed as i...	23540678
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	23000.0	nM	4.64	Displacement of [3H]-Epibatidine from rat alpha4beta4 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	23000.0	nM	4.64	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor; alpha2/beta4	Ki	=	59000.0	nM	4.23	Displacement of [3H]-Epibatidine from rat alpha2beta4 nACHR expressed in HEK293 ...	23540678
Neuronal acetylcholine receptor; alpha2/beta4	Ki	=	59000.0	nM	4.23	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Unchecked	Ki	=	59000.0	nM	4.23	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-
Neuronal acetylcholine receptor subunit alpha-7	Ki	=	81000.0	nM	4.09	[3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf...	-

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