Compound Detail

CHEMBL2413471

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COc1cc(/C=C/c2cc(-c3ccc(O)c(OC)c3)[nH]n2)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2413471
Phase	Preclinical
Structure Type	MOL
InChI Key	UZZQRMKZEWWBQZ-ZZXKWVIFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

338.4

MW (Da)

3.68

ALogP

HBA

HBD

87.6

PSA (Å²)

0.66

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 10 meas. best 7.89

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	7.89	7.288	13.0	5
MeWo CHEMBL613300	IC50	5.43	5.43	3700.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.4	5.4	4000.0	1
Polyunsaturated fatty acid lipoxygenase ALOX12 CHEMBL3687	IC50	5.11	5.11	7700.0	1
Signal transducer and activator of transcription 3 CHEMBL4026	IC50	4.74	4.74	18200.0	1
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	4.52	4.52	30000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	13.0	nM	7.89	Inhibition of 5-LO-mediated LTB4 formation in LPS-stimulated human monocytes pre...	24920381
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	13.0	nM	7.89	Inhibition of 5-LO-mediated 5-HETE formation in LPS-stimulated human monocytes p...	24920381
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	13.0	nM	7.89	Inhibition of 5-LO-mediated 5,12-DiHETE formation in LPS-stimulated human monocy...	24920381
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	90.0	nM	7.05	Inhibition of human recombinant 5-LO expressed in Escherichia coli Bl21 (DE3) us...	24920381
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	1900.0	nM	5.72	Inhibition of 5-LO in human neutrophils using arachidonic acid as substrate prei...	24920381
MeWo	IC50	=	3700.0	nM	5.43	Cytotoxicity against human MeWo cells assessed as cell viability after 48 hrs by...	23830698
NON-PROTEIN TARGET	IC50	=	4000.0	nM	5.4	Cytotoxicity against human SH-SY5Y cells assessed as cell viability after 48 hrs...	23830698
Polyunsaturated fatty acid lipoxygenase ALOX12	IC50	=	7700.0	nM	5.11	Inhibition of 12-LO in human neutrophils	24920381
Signal transducer and activator of transcription 3	IC50	=	18200.0	nM	4.74	Inhibition of STAT3 transcriptional activity in human HaCaT cells after 6 hrs by...	24920381
Nuclear factor NF-kappa-B complex	IC50	=	30000.0	nM	4.52	Inhibition of TNFalpha-induced NF-kappaB transcriptional activity in human 5.1 c...	24920381

PubMed	DOI	Target Context	# Activities
24920381	10.1021/jm500308c	Polyunsaturated fatty acid 5-lipoxygenase	8
24920381	10.1021/jm500308c	Prostaglandin G/H synthase 1	4
23830698	10.1016/j.bmc.2013.05.053	MeWo	3
24920381	10.1021/jm500308c	Prostaglandin G/H synthase 2	3
23830698	10.1016/j.bmc.2013.05.053	Tubulin	2
24920381	10.1021/jm500308c	Prostaglandin E synthase	2
23830698	10.1016/j.bmc.2013.05.053	NON-PROTEIN TARGET	1
24920381	10.1021/jm500308c	Radical scavenging activity	1
24920381	10.1021/jm500308c	Polyunsaturated fatty acid lipoxygenase ALOX12	1
24920381	10.1021/jm500308c	Signal transducer and activator of transcription 3	1
24920381	10.1021/jm500308c	Nuclear factor NF-kappa-B complex	1
24920381	10.1021/jm500308c	LNCaP	1
24920381	10.1021/jm500308c	PBMC	1
24920381	10.1021/jm500308c	No relevant target	1
24920381	10.1021/jm500308c	Nuclear factor erythroid 2-related factor 2	1
24920381	10.1021/jm500308c	Polyunsaturated fatty acid lipoxygenase ALOX15	1

Data from ChEMBL 36 via Core Engine