Compound Detail

CHEMBL294878

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O=c1cc(-c2ccc(O)cc2)oc2cc(O)ccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL294878
Phase	Preclinical
Structure Type	MOL
InChI Key	LCAWNFIFMLXZPQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

254.2

MW (Da)

2.87

ALogP

HBA

HBD

70.7

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 10 meas. best 8.7

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aromatase CHEMBL1978	IC50	8.7	8.7	2.0	1
Monoamine oxidase CHEMBL2095205	IC50	7.52	7.52	30.0	1
Myeloperoxidase CHEMBL2439	IC50	5.24	5.24	5790.0	1
Aldo-keto reductase family 1 member B1 CHEMBL3081	IC50	4.87	4.87	13630.0	1
Beta-glucuronidase CHEMBL4814	IC50	4.86	4.86	13700.0	1
Peritoneal macrophage CHEMBL5314330	IC50	4.85	4.85	14000.0	1
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	4.74	4.74	18300.0	1
Neutrophil CHEMBL613710	IC50	4.57	4.57	26900.0	1
Glutaminyl-peptide cyclotransferase CHEMBL4508	IC50	4.34	4.34	45200.0	1

Parameter	Value	Units	Species
Ke	480.0	nM	Homo sapiens
Ke	2090.0	nM	Homo sapiens
Ke	1610.0	nM	Homo sapiens

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aromatase	IC50	=	2.0	nM	8.7	Inhibition of human placental microsome CYP19	20413308
Monoamine oxidase	IC50	=	30.0	nM	7.52	Inhibition of hamster liver mitochondrial monoamine oxidase MAO	11563931
Myeloperoxidase	IC50	=	5790.0	nM	5.24	Inhibition of recombinant MPO (unknown origin) assessed as reduction in taurine ...	28671460
Aldo-keto reductase family 1 member B1	IC50	=	13630.0	nM	4.87	Inhibition of ALR2 (aldose reductase) of bovine lens	10354396
Beta-glucuronidase	IC50	=	13700.0	nM	4.86	Inhibitory effect of compound on the release of Beta-glucuronidase in rat neutro...	15013012
Peritoneal macrophage	IC50	=	14000.0	nM	4.85	Inhibition of LPS-stimulated nitric oxide production in ddy mouse peritoneal mac...	27955927
Inositol hexakisphosphate kinase 2	IC50	=	18300.0	nM	4.74	Inhibition of human IP6K2 using insP6 as substrate preincubated for 15 mins foll...	30624931
Neutrophil	IC50	=	26900.0	nM	4.57	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as in...	23871908
Glutaminyl-peptide cyclotransferase	IC50	=	45200.0	nM	4.34	Inhibition of human recombinant glutaminyl cyclase expressed in Escherichia coli...	27061673

PubMed	DOI	Target Context	# Activities
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	4
29676912	10.1021/acs.jnatprod.7b00707	Peroxisome proliferator-activated receptor gamma	3
23871908	10.1016/j.ejmech.2013.06.019	Neutrophil	3
29676912	10.1021/acs.jnatprod.7b00707	Peroxisome proliferator-activated receptor alpha	3
17685652	10.1021/np070194x	Unchecked	2
23265844	10.1016/j.bmc.2012.11.040	Peroxisome proliferator-activated receptor delta	2
20097567	10.1016/j.bmc.2009.12.062	Unchecked	2
-	10.6019/CHEMBL3301361	No relevant target	2
19807106	10.1021/jm900964r	Peroxisome proliferator-activated receptor alpha	2
19807106	10.1021/jm900964r	Peroxisome proliferator-activated receptor gamma	2
25592708	10.1016/j.bmcl.2014.12.012	RAW264.7	2
28049590	10.1016/j.bmcl.2016.12.051	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	2
15013012	10.1016/j.bmcl.2003.11.074	Mus musculus	2
15013012	10.1016/j.bmcl.2003.11.074	Rattus norvegicus	2
27061673	10.1016/j.bmc.2016.03.064	Glutaminyl-peptide cyclotransferase	2
1800636	10.1021/np50077a018	Unchecked	1
1479375	10.1021/np50089a001	Tyrosine-protein kinase Lck	1
17685652	10.1021/np070194x	Kappa-type opioid receptor	1
32364726	10.1021/acs.jnatprod.0c00014	Fructose-1,6-bisphosphatase 1	1
11563931	10.1021/jm0101390	Monoamine oxidase	1

Data from ChEMBL 36 via Core Engine