Compound Detail

CHEMBL97453

WEDELOLACTONE

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COc1cc(O)c2c(c1)oc(=O)c1c3cc(O)c(O)cc3oc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL97453
Name	WEDELOLACTONE
Phase	Preclinical
Structure Type	MOL
InChI Key	XQDCKJKKMFWXGB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

314.2

MW (Da)

2.82

ALogP

HBA

HBD

113.3

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C16H10O7
MW	314.25
Aromatic Rings	4
Heavy Atoms	23
NP-Likeness	1.26

Activity Summary

IC50 14 meas. best 6.51

Kd 6 meas. best 5.55

Ki 5 meas. best 6.22

EC50 2 meas. best 4.97

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	6.51	5.475	310.0	2
Carbonyl reductase [NADPH] 1 CHEMBL5586	Ki	6.22	6.22	600.0	1
Rattus norvegicus CHEMBL376	IC50	6.16	6.16	700.0	1
Glucose-6-phosphate 1-dehydrogenase CHEMBL5347	Ki	5.92	5.44	1191.0	4
GABA-A receptor; anion channel CHEMBL1907607	IC50	5.7	5.7	2000.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.6	5.6	2500.0	1
Polycomb protein EED CHEMBL2189117	Kd	5.55	5.55	2800.0	5
Glucose-6-phosphate 1-dehydrogenase CHEMBL5347	Kd	5.44	5.44	3640.0	1
Carbonyl reductase [NADPH] 1 CHEMBL5586	IC50	5.42	5.42	3780.0	1
Glucose-6-phosphate 1-dehydrogenase CHEMBL5347	IC50	5.29	5.29	5180.0	1
Telomere resolvase ResT CHEMBL1667698	IC50	5.06	5.06	8670.0	1
OVCAR-3 CHEMBL614213	EC50	4.97	4.97	10640.0	1
Solute carrier family 22 member 2 CHEMBL1743122	IC50	4.76	4.76	17330.0	1
Oropouche virus CHEMBL5291624	EC50	4.72	4.72	18920.0	1
Hepatitis C virus CHEMBL379	IC50	4.47	4.45	34000.0	3
Solute carrier family 22 member 1 CHEMBL5685	IC50	4.42	4.42	38400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	310.0	nM	6.51	Inhibition of Oropouche virus N-terminal His-tagged fusion endonuclease expresse...	38879995
Carbonyl reductase [NADPH] 1	Ki	=	600.0	nM	6.22	Binding affinity to human recombinant carbonyl reductase 1 expressed in Escheric...	19097799
Rattus norvegicus	IC50	=	700.0	nM	6.16	Tested for the inhibitory activity against rat kidney Na+, K+-ATPase	11212092
Glucose-6-phosphate 1-dehydrogenase	Ki	=	1191.0	nM	5.92	Competitive inhibition of G6PD (unknown origin) using glucose-6-phosphate and va...	33689874
GABA-A receptor; anion channel	IC50	=	2000.0	nM	5.7	Inhibition of [3H]flunitrazepam binding to rat brain synaptosomes	11212092
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	2500.0	nM	5.6	Tested for the inhibitory activity against 5-lipoxygenase	11212092
Glucose-6-phosphate 1-dehydrogenase	Ki	=	2537.0	nM	5.6	Competitive inhibition of G6PD (unknown origin) using varying concentrations of ...	33689874
Polycomb protein EED	Kd	=	2820.0	nM	5.55	Binding affinity to EED (unknown origin) assessed as dissociation constant by SP...	35224495
Polycomb protein EED	Kd	=	2820.0	nM	5.55	Binding affinity to EED (unknown origin) assessed as dissociation constant SPR a...	35093670
Polycomb protein EED	Kd	=	2820.0	nM	5.55	Binding affinity to CM5 sensor chip immobilised EED (unknown origin) assessed as...	35569264
Polycomb protein EED	Kd	=	2800.0	nM	5.55	Binding affinity to EED (unknown origin) by surface plasmon resonance assay	33283516
Polycomb protein EED	Kd	=	2820.0	nM	5.55	Binding affinity to EED (unknown origin) assessed as dissociation constant by SP...	34351144
Glucose-6-phosphate 1-dehydrogenase	Kd	=	3640.0	nM	5.44	Binding affinity to G6PD (unknown origin) assessed as equilibrium dissociation c...	33689874
Carbonyl reductase [NADPH] 1	IC50	=	3780.0	nM	5.42	Binding affinity to human recombinant carbonyl reductase 1 expressed in Escheric...	19097799
Glucose-6-phosphate 1-dehydrogenase	IC50	=	5180.0	nM	5.29	Inhibition of G6PD (unknown origin) assessed as reduction in 6-phospho-D-glucono...	33689874
Glucose-6-phosphate 1-dehydrogenase	Ki	=	5793.0	nM	5.24	Non-competitive inhibition of G6PD (unknown origin) using glucose-6-phosphate an...	33689874
Telomere resolvase ResT	IC50	=	8670.0	nM	5.06	Inhibition of Borrelia burgdorferi telomere resolvase by gel-based telomere reso...	19596868
Glucose-6-phosphate 1-dehydrogenase	Ki	=	9941.0	nM	5.0	Non-competitive inhibition of G6PD (unknown origin) using varying concentrations...	33689874
OVCAR-3	EC50	=	10640.0	nM	4.97	Inhibition of colony formation in human OVCAR-3 cells overexpressing G6PD incuba...	33689874
Solute carrier family 22 member 2	IC50	=	17330.0	nM	4.76	Inhibition of OCT2(unknown origin)-mediated ASP+ uptake in HEK293 cells expressi...	36563333

Literature References

PubMed	DOI	Target Context	# Activities
33689874	10.1016/j.bmcl.2021.127905	Glucose-6-phosphate 1-dehydrogenase	16
22926226	10.1016/j.ejmech.2012.07.041	MDA-MB-231	9
19097799	10.1016/j.bmc.2008.11.076	Carbonyl reductase [NADPH] 1	6
36563333	10.1021/acs.jnatprod.2c00927	HEK293	3
19097799	10.1016/j.bmc.2008.11.076	Carbonyl reductase [NADPH] 3	3
19596868	10.1128/aac.00529-09	Telomere resolvase ResT	3
18077363	10.1073/pnas.0708800104	Serine/threonine-protein kinase 26	2
33689874	10.1016/j.bmcl.2021.127905	OVCAR-3	2
18077363	10.1073/pnas.0708800104	Ribosomal protein S6 kinase alpha-3	2
28041801	10.1016/j.bmc.2016.12.025	Arachidonate 5-lipoxygenase	2
22926226	10.1016/j.ejmech.2012.07.041	NF-kappa-B inhibitor alpha	2
36563333	10.1021/acs.jnatprod.2c00927	Solute carrier family 22 member 1	2
22926226	10.1016/j.ejmech.2012.07.041	Focal adhesion kinase 1	1
22280819	10.1016/j.ejmech.2012.01.010	Hepatitis C virus	1
22926226	10.1016/j.ejmech.2012.07.041	Mitogen-activated protein kinase; ERK1/ERK2	1
38879995	10.1016/j.bmc.2024.117797	Unchecked	1
18077363	10.1073/pnas.0708800104	Inhibitor of nuclear factor kappa-B kinase subunit beta	1
23062825	10.1016/j.bmc.2012.09.040	Cholinesterase	1
18077363	10.1073/pnas.0708800104	5'-AMP-activated protein kinase catalytic subunit alpha-2	1
11212092	10.1016/s0960-894x(00)00621-1	GABA-A receptor; anion channel	1

Data from ChEMBL 36 via Core Engine