Compound Detail

CHEMBL222556

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O=c1cc(-c2ccc(O)c(O)c2)oc2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL222556
Phase	Preclinical
Structure Type	MOL
InChI Key	SRNPMQHYWVKBAV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

254.2

MW (Da)

2.87

ALogP

HBA

HBD

70.7

PSA (Å²)

0.65

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	C15H10O4
MW	254.24
Aromatic Rings	3
Heavy Atoms	19
NP-Likeness	0.80

Activity Summary

IC50 25 meas. best 6.77

Ki 1 meas. best 4.07

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Poly [ADP-ribose] polymerase tankyrase-2 CHEMBL6154	IC50	6.77	6.76	170.0	2
Poly [ADP-ribose] polymerase tankyrase-1 CHEMBL6164	IC50	6.66	6.65	218.8	2
Neutrophil CHEMBL613710	IC50	6.05	5.54	900.0	4
RAW264.7 CHEMBL612557	IC50	6.0	5.1833	990.0	3
Poly [ADP-ribose] polymerase 1 CHEMBL3105	IC50	5.9	5.895	1258.9	2
CMP-N-acetylneuraminate-beta-1,4-galactoside alpha-2,3-sialyltransferase CHEMBL3211	IC50	5.85	5.85	1400.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.77	5.77	1700.0	1
Unchecked CHEMBL612545	IC50	5.62	5.62	2400.0	1
Beta-galactoside alpha-2,6-sialyltransferase 1 CHEMBL4276	IC50	5.29	5.29	5100.0	1
Beta-galactoside alpha-2,6-sialyltransferase 1 CHEMBL3596075	IC50	5.15	5.15	7100.0	1
Dihydroorotate dehydrogenase CHEMBL3486	IC50	5.02	5.02	9480.0	1
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	4.94	4.94	11400.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966	IC50	4.91	4.91	12380.0	1
DNA polymerase eta CHEMBL5542	IC50	4.52	4.52	30500.0	1
Cytosol aminopeptidase CHEMBL5624	IC50	4.46	4.46	35100.0	1
Seed linoleate 13S-lipoxygenase-1 CHEMBL4586	Ki	4.07	4.07	84500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Poly [ADP-ribose] polymerase tankyrase-2	IC50	=	170.0	nM	6.77	Inhibition of human 6XHis-tagged TNKS2 ART domain (946 to 1161 amino acid residu...	23574272
Poly [ADP-ribose] polymerase tankyrase-2	IC50	=	177.83	nM	6.75	Inhibition of human 6XHis-tagged TNKS2 ART domain (946 to 1161 amino acid residu...	23574272
Poly [ADP-ribose] polymerase tankyrase-1	IC50	=	218.78	nM	6.66	Inhibition of human 6XHis-tagged TNKS1 SAM-ART domain (1030 to 1317 amino acid r...	23574272
Poly [ADP-ribose] polymerase tankyrase-1	IC50	=	230.0	nM	6.64	Inhibition of human 6XHis-tagged TNKS1 SAM-ART domain (1030 to 1317 amino acid r...	23574272
Neutrophil	IC50	=	900.0	nM	6.05	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as in...	23871908
RAW264.7	IC50	=	990.0	nM	6.0	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	28408221
Poly [ADP-ribose] polymerase 1	IC50	=	1258.93	nM	5.9	Inhibition of human recombinant ARTD1 by fluorescence assay	23574272
Poly [ADP-ribose] polymerase 1	IC50	=	1300.0	nM	5.89	Inhibition of human recombinant ARTD1 by fluorescence assay	23574272
CMP-N-acetylneuraminate-beta-1,4-galactoside alpha-2,3-sialyltransferase	IC50	=	1400.0	nM	5.85	Inhibition of rat ST3Gal3	-
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	1700.0	nM	5.77	Inhibition of 5-LOX-mediated LTB4 production in human neutrophils using arachido...	24368208
Unchecked	IC50	=	2400.0	nM	5.62	Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben...	32883638
Neutrophil	IC50	=	3000.0	nM	5.52	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as in...	23871908
Neutrophil	IC50	=	3200.0	nM	5.5	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as in...	23871908
Beta-galactoside alpha-2,6-sialyltransferase 1	IC50	=	5100.0	nM	5.29	Inhibition of rat ST6Gal1	-
RAW264.7	IC50	=	6290.0	nM	5.2	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-...	28408221
Beta-galactoside alpha-2,6-sialyltransferase 1	IC50	=	7100.0	nM	5.15	Inhibition of human ST6Gal1	-
Neutrophil	IC50	=	8100.0	nM	5.09	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as in...	23871908
Dihydroorotate dehydrogenase	IC50	=	9480.0	nM	5.02	Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21 (DE...	22984987
Inositol hexakisphosphate kinase 2	IC50	=	11400.0	nM	4.94	Inhibition of human IP6K2 using insP6 as substrate preincubated for 15 mins foll...	30624931
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	12380.0	nM	4.91	Inhibition of human DHODH expressed in Escherichia coli BL21(DE3) using L-dihydr...	22984987

Literature References

PubMed	DOI	Target Context	# Activities
24368208	10.1016/j.ejmech.2013.11.030	Seed linoleate 13S-lipoxygenase-1	6
28408221	10.1016/j.bmcl.2017.03.057	RAW264.7	5
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	4
23871908	10.1016/j.ejmech.2013.06.019	Neutrophil	4
23265844	10.1016/j.bmc.2012.11.040	Peroxisome proliferator-activated receptor delta	2
31223449	10.1021/acsmedchemlett.9b00093	Beta-lactamase	2
-	10.1039/C4MD00086B	Beta-galactoside alpha-2,6-sialyltransferase 1	2
31223449	10.1021/acsmedchemlett.9b00093	Chymotrypsinogen A	2
23574272	10.1021/jm3018783	Poly [ADP-ribose] polymerase tankyrase-1	2
23574272	10.1021/jm3018783	Poly [ADP-ribose] polymerase tankyrase-2	2
23574272	10.1021/jm3018783	Poly [ADP-ribose] polymerase 1	2
35576701	10.1016/j.ejmech.2022.114332	Cytochrome P450	2
19807106	10.1021/jm900964r	Peroxisome proliferator-activated receptor alpha	2
19807106	10.1021/jm900964r	Peroxisome proliferator-activated receptor gamma	2
15588081	10.1021/jm040810b	Telomerase reverse transcriptase	1
22984987	10.1021/jm300630p	Dihydroorotate dehydrogenase (quinone), mitochondrial	1
21073191	10.1021/jm101206p	BDNF/NT-3 growth factors receptor	1
23871908	10.1016/j.ejmech.2013.06.019	ADMET	1
36621139	10.1016/j.ejmech.2022.115044	DNA polymerase eta	1
17189684	10.1016/j.bmcl.2006.12.029	Human immunodeficiency virus 1	1

Data from ChEMBL 36 via Core Engine