Compound Detail

CHEMBL2022495

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1cc(NC(=O)c2ccccc2F)ccc1-c1nnc(NCCCN2CCCCC2)o1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2022495
Phase	Preclinical
Structure Type	MOL
InChI Key	HXNBYYPGRZHDKJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

453.5

MW (Da)

4.42

ALogP

HBA

HBD

92.5

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 9 meas. best 5.4

EC50 1 meas. best 7.3

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	EC50	7.3	7.3	50.1	1
Acetylcholine receptor subunit alpha CHEMBL4808	IC50	5.4	5.4	3981.1	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	5.3	5.3	5011.9	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.3	5.035	5011.9	4
Cytochrome P450 3A4 CHEMBL340	IC50	4.32	4.22	48000.0	2
Cytochrome P450 2D6 CHEMBL289	IC50	4.27	4.27	54000.0	1

Parameter	Value	Units	Species
Tmax	3.0	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor subunit alpha-7	EC50	=	50.12	nM	7.3	Agonist activity at human alpha7 nAChR expressed in GH4C1 cells by FLIPR assay	22503248
Acetylcholine receptor subunit alpha	IC50	=	3981.07	nM	5.4	Antagonist activity at alpha1 nAChR	22503248
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	5011.87	nM	5.3	Displacement of [3H]Dofetilide from human ERG expressed in CHO-K1 cells by scint...	22503248
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	5011.87	nM	5.3	Antagonist activity at alpha4beta2 nAChR	22503248
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	5011.87	nM	5.3	Binding affinity to human ERG	22503453
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	16982.44	nM	4.77	Inhibition of human ERG by electrophysiology assay	22503248
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	16982.44	nM	4.77	Inhibition of human ERG by electrophysiology assay	22503453
Cytochrome P450 3A4	IC50	=	48000.0	nM	4.32	Inhibition of CYP3A4 using diethoxyfluorescein as substrate	22503248
Cytochrome P450 2D6	IC50	=	54000.0	nM	4.27	Inhibition of CYP2D6	22503248
Cytochrome P450 3A4	IC50	=	76000.0	nM	4.12	Inhibition of CYP3A4 using 7-benzyloxyquinoline as substrate	22503248

PubMed	DOI	Target Context	# Activities
22503248	10.1016/j.bmcl.2012.03.040	Heart	6
22503248	10.1016/j.bmcl.2012.03.040	Voltage-gated inwardly rectifying potassium channel KCNH2	2
22503453	10.1016/j.bmcl.2012.03.062	Voltage-gated inwardly rectifying potassium channel KCNH2	2
22503248	10.1016/j.bmcl.2012.03.040	MDCK	2
22503248	10.1016/j.bmcl.2012.03.040	Rattus norvegicus	2
22503248	10.1016/j.bmcl.2012.03.040	Cytochrome P450 3A4	2
22503248	10.1016/j.bmcl.2012.03.040	Cytochrome P450 2D6	1
22503248	10.1016/j.bmcl.2012.03.040	Acetylcholine receptor subunit alpha	1
22503248	10.1016/j.bmcl.2012.03.040	Neuronal acetylcholine receptor; alpha4/beta2	1
22503248	10.1016/j.bmcl.2012.03.040	Cytochrome P450 2C19	1
22503248	10.1016/j.bmcl.2012.03.040	Cytochrome P450 2C9	1
22503248	10.1016/j.bmcl.2012.03.040	Blood	1
22503248	10.1016/j.bmcl.2012.03.040	ADMET	1
22503248	10.1016/j.bmcl.2012.03.040	Cytochrome P450 1A2	1
22503248	10.1016/j.bmcl.2012.03.040	Neuronal acetylcholine receptor subunit alpha-7	1
22503453	10.1016/j.bmcl.2012.03.062	Rattus norvegicus	1
22503453	10.1016/j.bmcl.2012.03.062	Neuronal acetylcholine receptor subunit alpha-7	1
22503453	10.1016/j.bmcl.2012.03.062	ADMET	1

Data from ChEMBL 36 via Core Engine