Compound Detail

CHEMBL444449

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O=c1ccc2c(OCCCCOc3ccccc3)c3ccoc3cc2o1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL444449
Phase	Preclinical
Structure Type	MOL
InChI Key	KINMYBBFQRSVLL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

350.4

MW (Da)

4.78

ALogP

HBA

HBD

61.8

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H18O5
MW	350.37
Aromatic Rings	4
Heavy Atoms	26
NP-Likeness	0.37

Activity Summary

EC50 16 meas. best 8.7

IC50 15 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Potassium voltage-gated channel subfamily A member 3 CHEMBL4633	IC50	8.7	8.0757	2.0	7
Potassium voltage-gated channel subfamily A member 3 CHEMBL4633	EC50	8.7	8.7	2.0	1
Potassium voltage-gated channel subfamily A member 5 CHEMBL4306	EC50	7.35	7.35	45.0	1
Potassium voltage-gated channel subfamily A member 1 CHEMBL2309	EC50	7.19	7.19	65.0	1
Potassium voltage-gated channel subfamily A member 4 CHEMBL4205	EC50	7.12	7.12	75.0	1
Potassium voltage-gated channel subfamily A member 5 CHEMBL4306	IC50	7.06	6.26	88.0	2
Potassium voltage-gated channel subfamily A member 7 CHEMBL2773	EC50	7.01	7.01	98.0	1
Potassium voltage-gated channel subfamily A member 6 CHEMBL5279	IC50	6.89	6.89	130.0	1
Potassium voltage-gated channel subfamily A member 4 CHEMBL4205	IC50	6.77	6.77	170.0	1
Potassium voltage-gated channel subfamily A member 2 CHEMBL2086	EC50	6.6	6.6	250.0	1
Potassium voltage-gated channel subfamily A member 1 CHEMBL2309	IC50	6.6	6.6	250.0	1
PBMC CHEMBL613107	EC50	6.4	5.918	400.0	5
Potassium voltage-gated channel subfamily A member 2 CHEMBL2086	IC50	6.35	6.35	450.0	1
Calcium-activated potassium channel subunit alpha-1 CHEMBL4304	EC50	5.82	5.82	1500.0	1
Small conductance calcium-activated potassium channel protein 2 CHEMBL4469	EC50	5.3	5.3	5000.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	EC50	5.3	5.3	5000.0	1
Small conductance calcium-activated potassium channel protein 1 CHEMBL2369	EC50	5.3	5.3	5000.0	1
Intermediate conductance calcium-activated potassium channel protein 4 CHEMBL4305	IC50	5.0	5.0	10000.0	1
Intermediate conductance calcium-activated potassium channel protein 4 CHEMBL4305	EC50	5.0	5.0	10000.0	1
Unchecked CHEMBL612545	IC50	4.65	4.65	22500.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	3.0	hr	Rattus norvegicus
T1/2	6.7	hr	Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Potassium voltage-gated channel subfamily A member 3	IC50	=	2.0	nM	8.7	Inhibition of Kv1.3 (unknown origin) expressed in mouse L929 cells by whole cell...	37454520
Potassium voltage-gated channel subfamily A member 3	IC50	=	2.0	nM	8.7	Inhibition of Kv1.3 expressed in mouse L929 cells exposed to depolarizing step p...	23084278
Potassium voltage-gated channel subfamily A member 3	IC50	=	2.0	nM	8.7	Inhibition of Kv1.3 potassium channel expressed in mouse L929 cells by whole cel...	19056148
Potassium voltage-gated channel subfamily A member 3	EC50	=	2.0	nM	8.7	Inhibition of Kv1.3 (unknown origin)	-
Potassium voltage-gated channel subfamily A member 3	IC50	=	2.1	nM	8.68	Inhibition of Kv1.3 in human T-lymphocyte	37454520
Potassium voltage-gated channel subfamily A member 3	IC50	=	10.0	nM	8.0	Inhibition of cloned Kv1.3 channel expressed in mammalian cells by whole cell pa...	19282171
Potassium voltage-gated channel subfamily A member 3	IC50	=	24.0	nM	7.62	Inhibition of human Kv1.3 expressed in CHO cells at -80 mV holding potential by ...	28802123
Potassium voltage-gated channel subfamily A member 5	EC50	=	45.0	nM	7.35	Inhibition of Kv1.5 (unknown origin)	-
Potassium voltage-gated channel subfamily A member 1	EC50	=	65.0	nM	7.19	Inhibition of Kv1.1 (unknown origin)	-
Potassium voltage-gated channel subfamily A member 4	EC50	=	75.0	nM	7.12	Inhibition of Kv1.4 (unknown origin)	-
Potassium voltage-gated channel subfamily A member 5	IC50	=	88.0	nM	7.06	Inhibition of human Kv1.5 expressed in CHO cells at -80 mV holding potential by ...	28802123
Potassium voltage-gated channel subfamily A member 7	EC50	=	98.0	nM	7.01	Inhibition of Kv1.7 (unknown origin)	-
Potassium voltage-gated channel subfamily A member 6	IC50	=	130.0	nM	6.89	Inhibition of human Kv1.6 expressed in CHO cells at -80 mV holding potential by ...	28802123
Potassium voltage-gated channel subfamily A member 4	IC50	=	170.0	nM	6.77	Inhibition of human Kv1.4 expressed in CHO cells at -80 mV holding potential by ...	28802123
Potassium voltage-gated channel subfamily A member 1	IC50	=	250.0	nM	6.6	Inhibition of human Kv1.1 expressed in CHO cells at -80 mV holding potential by ...	28802123
Potassium voltage-gated channel subfamily A member 2	EC50	=	250.0	nM	6.6	Inhibition of Kv1.2 (unknown origin)	-
PBMC	EC50	=	400.0	nM	6.4	Immunosuppressant activity in human effector memory T cells of PBMC assessed as ...	19282171
PBMC	EC50	=	430.0	nM	6.37	Immunosuppressant activity in human effector memory T cells of PBMC assessed as ...	19282171
Potassium voltage-gated channel subfamily A member 2	IC50	=	450.0	nM	6.35	Inhibition of human Kv1.2 expressed in CHO cells at -80 mV holding potential by ...	28802123
PBMC	EC50	=	500.0	nM	6.3	Immunosuppressant activity in human effector memory T cells of PBMC assessed as ...	19282171

Literature References

PubMed	DOI	Target Context	# Activities
19056148	10.1016/j.ejmech.2008.10.033	Unchecked	10
28802123	10.1016/j.ejmech.2017.08.015	Unchecked	5
19282171	10.1016/j.bmcl.2009.02.077	PBMC	5
-	10.6019/CHEMBL5303304	U2OS	5
37454520	10.1016/j.ejmech.2023.115561	Unchecked	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
37454520	10.1016/j.ejmech.2023.115561	Potassium voltage-gated channel subfamily A member 3	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL5303304	HEK-293T	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL5303304	Fibroblast	2
20974533	10.1016/j.bmcl.2010.09.131	Potassium voltage-gated channel subfamily A member 5	1
-	10.6019/CHEMBL5665443	Uracil-DNA glycosylase	1
23084278	10.1016/j.bmcl.2012.09.080	Potassium voltage-gated channel subfamily A member 3	1
23084278	10.1016/j.bmcl.2012.09.080	No relevant target	1
20974533	10.1016/j.bmcl.2010.09.131	Unchecked	1
19282171	10.1016/j.bmcl.2009.02.077	Potassium voltage-gated channel subfamily A member 3	1
19056148	10.1016/j.ejmech.2008.10.033	Rhesus monkey	1
19056148	10.1016/j.ejmech.2008.10.033	Rattus norvegicus	1
19056148	10.1016/j.ejmech.2008.10.033	Potassium voltage-gated channel subfamily A member 3	1

Data from ChEMBL 36 via Core Engine