Compound Detail

CHEMBL339587

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O=C(/C=C/c1ccc(O)c(O)c1)c1ccccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL339587
Phase	Preclinical
Structure Type	MOL
InChI Key	PSYVAIWGYVDYHN-FNORWQNLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

256.3

MW (Da)

2.70

ALogP

HBA

HBD

77.8

PSA (Å²)

0.45

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	C15H12O4
MW	256.26
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	0.64

Activity Summary

IC50 8 meas. best 7.64

EC50 5 meas. best 6.36

Kd 1 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclooxygenase CHEMBL2095157	IC50	7.64	7.64	23.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL312	IC50	7.64	7.64	23.0	2
Myocilin CHEMBL4105967	Kd	7.0	7.0	99.0	1
Luciferin 4-monooxygenase CHEMBL5567	EC50	6.36	6.36	437.0	1
Unchecked CHEMBL612545	EC50	5.65	5.23	2230.0	3
Unchecked CHEMBL612545	IC50	5.18	5.18	6570.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.04	5.04	9230.0	1
Zinc finger protein mex-5 CHEMBL1293319	EC50	4.37	4.37	42270.0	1
Cyclooxygenase CHEMBL2094253	IC50	4.36	4.36	44000.0	1
BT-20 CHEMBL613870	IC50	4.2	4.2	63870.0	1
BXPC-3 CHEMBL614530	IC50	4.11	4.11	78330.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	23.0	nM	7.64	In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined	8254620
Cyclooxygenase	IC50	=	23.0	nM	7.64	Inhibition of cyclooxygenase in rat RBL1 cells	-
Polyunsaturated fatty acid 5-lipoxygenase	IC50	=	23.0	nM	7.64	Inhibition of 5-lipoxygenase in rat RBL1 cells	-
Myocilin	Kd	=	99.0	nM	7.0	Binding affinity myocilin-OLF domain (unknown origin) by Sypro Orange dye-based ...	28739043
Luciferin 4-monooxygenase	EC50	=	437.0	nM	6.36	PUBCHEM_BIOASSAY: Luminescence Biochemical Dose Response HTS to Identify Inhibit...	-
Unchecked	EC50	=	2230.0	nM	5.65	PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Inhi...	-
Unchecked	EC50	=	4640.0	nM	5.33	PUBCHEM_BIOASSAY: Dose response confirmation of small molecule activators of the...	-
Unchecked	IC50	=	6570.0	nM	5.18	PUBCHEM_BIOASSAY: A biochemical assay using the ADP-Hunter methodology, purified...	-
NON-PROTEIN TARGET	IC50	=	9230.0	nM	5.04	Antioxidant activity against superoxide dismutase like activity after 15 mins by...	20729081
Unchecked	EC50	=	19514.0	nM	4.71	PUBCHEM_BIOASSAY: Luminescence-based Microorganism Dose Response HTS to Identify...	-
Zinc finger protein mex-5	EC50	=	42270.0	nM	4.37	PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden...	-
Cyclooxygenase	IC50	=	44000.0	nM	4.36	Inhibition of Prostaglandin G/H synthase activity in sheep seminal vesicle was d...	8254620
BT-20	IC50	=	63870.0	nM	4.2	Cytotoxicity against human estrogen receptor-deficient BT20 cells after 24 hrs b...	20729081
BXPC-3	IC50	=	78330.0	nM	4.11	Cytotoxicity against human BxPC3 cells expressing COX2 after 24 hrs by MTT assay	20729081

Literature References

PubMed	DOI	Target Context	# Activities
28739043	10.1016/j.bmcl.2017.07.035	Myocilin	2
8254620	10.1021/jm00076a019	Polyunsaturated fatty acid 5-lipoxygenase	1
8254620	10.1021/jm00076a019	Cyclooxygenase	1
8254620	10.1021/jm00076a019	Rattus norvegicus	1
17267225	10.1016/j.bmc.2007.01.017	Tyrosinase	1
20729081	10.1016/j.bmcl.2010.07.128	NON-PROTEIN TARGET	1
20729081	10.1016/j.bmcl.2010.07.128	BXPC-3	1
20729081	10.1016/j.bmcl.2010.07.128	BT-20	1
20729081	10.1016/j.bmcl.2010.07.128	No relevant target	1
-	10.1007/s00044-013-0745-7	Cyclooxygenase	1
-	10.1007/s00044-013-0745-7	Polyunsaturated fatty acid 5-lipoxygenase	1

Data from ChEMBL 36 via Core Engine