Compound Detail

CHEMBL172350

EUPAFOLIN

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COc1c(O)cc2oc(-c3ccc(O)c(O)c3)cc(=O)c2c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL172350
Name	EUPAFOLIN
Phase	Preclinical
Structure Type	MOL
InChI Key	FHHSEFRSDKWJKJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

316.3

MW (Da)

2.29

ALogP

HBA

HBD

120.4

PSA (Å²)

0.54

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	C16H12O7
MW	316.26
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	1.56

Activity Summary

IC50 10 meas. best 6.03

EC50 4 meas. best 4.48

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	6.03	5.3425	930.0	4
Aminopeptidase N CHEMBL4117	IC50	4.81	4.81	15570.0	1
Hepatitis C virus CHEMBL379	EC50	4.48	4.48	33100.0	1
Zinc finger protein mex-5 CHEMBL1293319	EC50	4.44	4.44	36029.0	1
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	4.41	4.22	39100.0	2
Cyclin-dependent kinase 5 CHEMBL5901	EC50	4.4	4.4	40000.0	1
Alpha-glucosidase CHEMBL5291954	IC50	4.38	4.38	41300.0	1
Alpha-amylase 1A CHEMBL2478	IC50	4.32	4.32	48000.0	1
Macrophage CHEMBL5314319	IC50	4.22	4.22	60000.0	1
RNA-binding protein pos-1 CHEMBL1293304	EC50	4.03	4.03	93141.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	930.0	nM	6.03	Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben...	32883638
Unchecked	IC50	=	1835.0	nM	5.74	PubChem BioAssay. TR-FRET-based biochemical high throughput dose response assay ...	-
Unchecked	IC50	=	9885.0	nM	5.0	PubChem BioAssay. Counterscreen for inhibitors of LEDGF/p75-dependent integratio...	-
Aminopeptidase N	IC50	=	15570.0	nM	4.81	PUBCHEM_BIOASSAY: Inhibitors of Plasmodium falciparum M1- Family Alanyl Aminopep...	-
Unchecked	IC50	=	25000.0	nM	4.6	Inhibition of human monoamine oxidase	20045650
Hepatitis C virus	EC50	=	33100.0	nM	4.48	Antiviral activity against HCV JFH-1 J399EM infected in Human Huh7.5.1 cells ass...	22445328
Zinc finger protein mex-5	EC50	=	36029.0	nM	4.44	PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden...	-
Human immunodeficiency virus type 1 integrase	IC50	=	39100.0	nM	4.41	IC50 was measured as concentration required to inhibit 50% of HIV-integrase inte...	7699704
Cyclin-dependent kinase 5	EC50	=	40000.0	nM	4.4	Inhibition of rat fetal brain CDK5 assessed as phosphorylated histone H1 levels ...	15043421
Alpha-glucosidase	IC50	=	41300.0	nM	4.38	Inhibition of Saccharomyces cerevisiae alpha glucosidase using p-nitrophenol alp...	38013449
Alpha-amylase 1A	IC50	=	48000.0	nM	4.32	Inhibition of human salivary alpha-amylase	18507367
Macrophage	IC50	=	60000.0	nM	4.22	Anti-inflammatory activity in mouse macrophages extracted from abdominal activit...	37683361
RNA-binding protein pos-1	EC50	=	93141.0	nM	4.03	PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden...	-
Human immunodeficiency virus type 1 integrase	IC50	=	94300.0	nM	4.03	IC50 was measured as concentration required to inhibit 50% of HIV-integrase clea...	7699704

Literature References

PubMed	DOI	Target Context	# Activities
17977731	10.1016/j.bmc.2007.10.029	Unchecked	45
17977731	10.1016/j.bmc.2007.10.029	NON-PROTEIN TARGET	34
17977731	10.1016/j.bmc.2007.10.029	Liver	6
17977731	10.1016/j.bmc.2007.10.029	NADPH oxidase 1	5
7699704	10.1021/jm00006a006	Human immunodeficiency virus type 1 integrase	2
18507367	10.1021/jm800115x	Alpha-amylase 1A	2
17189684	10.1016/j.bmcl.2006.12.029	Human immunodeficiency virus 1	1
3379415	10.1021/np50056a030	Xanthine dehydrogenase/oxidase	1
15043421	10.1021/np034011s	Cyclin-dependent kinase 5	1
20045650	10.1016/j.bmc.2009.12.029	Unchecked	1
22445328	10.1016/j.ejmech.2012.03.002	Hepatitis C virus	1
22445328	10.1016/j.ejmech.2012.03.002	ADMET	1
32883638	10.1016/j.ejmech.2020.112754	Unchecked	1
38013449	10.1021/acs.jnatprod.3c00655	Alpha-glucosidase	1
38013449	10.1021/acs.jnatprod.3c00655	Tyrosine-protein phosphatase non-receptor type 1	1
37683361	10.1016/j.ejmech.2023.115791	Macrophage	1

Data from ChEMBL 36 via Core Engine