Compound Detail

CHEMBL66953

PURPUROGALLIN

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O=c1c(O)cccc2cc(O)c(O)c(O)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL66953
Name	PURPUROGALLIN
Phase	Preclinical
Structure Type	MOL
InChI Key	WDGFFVCWBZVLCE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

220.2

MW (Da)

1.02

ALogP

HBA

HBD

98.0

PSA (Å²)

0.50

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	C11H8O5
MW	220.18
Aromatic Rings	2
Heavy Atoms	16
NP-Likeness	1.05

Activity Summary

IC50 27 meas. best 5.82

EC50 4 meas. best 6.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Zinc finger protein mex-5 CHEMBL1293319	EC50	6.82	6.82	152.0	1
Unchecked CHEMBL612545	IC50	5.82	4.9156	1500.0	9
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	5.68	5.68	2100.0	1
Bcl-2-like protein 1 CHEMBL4625	IC50	5.66	5.66	2200.0	1
Toll-like receptor 1/2 CHEMBL3885644	IC50	5.61	5.61	2450.0	1
Troponin, cardiac muscle CHEMBL2095202	IC50	5.44	5.44	3615.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.34	5.34	4580.0	1
Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2 CHEMBL2331064	IC50	5.26	4.8167	5500.0	3
HeLa CHEMBL399	IC50	5.19	5.19	6500.0	1
RNA-binding protein pos-1 CHEMBL1293304	EC50	5.18	5.18	6569.0	1
DNA gyrase CHEMBL2094139	IC50	5.02	5.02	9560.0	1
Alpha-synuclein CHEMBL6152	IC50	4.89	4.89	12900.0	1
Cyclin-dependent kinase 2/cyclin A CHEMBL2094128	IC50	4.77	4.77	17000.0	1
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1 CHEMBL3964	IC50	4.68	4.68	20903.0	1
Bifunctional protein GlmU CHEMBL1293297	IC50	4.67	4.67	21500.0	1
Unchecked CHEMBL612545	EC50	4.62	4.62	24150.0	1
Dual specificity protein phosphatase 6 CHEMBL5511	IC50	4.54	4.54	29200.0	1
Polyadenylate-binding protein 1 CHEMBL1293286	IC50	4.32	4.32	47950.0	1
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	IC50	4.22	4.22	60000.0	1
Endoribonuclease toxin MazF CHEMBL1795096	EC50	4.09	4.09	80300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Zinc finger protein mex-5	EC50	=	152.0	nM	6.82	PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden...	-
Unchecked	IC50	=	1500.0	nM	5.82	Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben...	32883638
Human immunodeficiency virus type 1 integrase	IC50	=	2100.0	nM	5.68	Inhibition of HIV-1 integrase, under 1 uM for the 3''-preprocessing	10841789
Bcl-2-like protein 1	IC50	=	2200.0	nM	5.66	Inhibitory concentration against Bcl-xl	13678404
Toll-like receptor 1/2	IC50	=	2450.0	nM	5.61	Antagonist activity at TLR1/2 in mouse RAW264.7 cells assessed as inhibition of ...	-
Troponin, cardiac muscle	IC50	=	3615.0	nM	5.44	PUBCHEM_BIOASSAY: Fluorescence-based biochemical high throughput dose response a...	-
Unchecked	IC50	=	4388.0	nM	5.36	PubChem BioAssay. Fluorescence-based biochemical primary high throughput dose re...	-
Replicase polyprotein 1ab	IC50	=	4580.0	nM	5.34	SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ...	-
Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2	IC50	=	5500.0	nM	5.26	Inhibition of 2-FAM-InsP5 binding to human SHIP2 catalytic domain (419 to 832 re...	33724834
HeLa	IC50	=	6500.0	nM	5.19	Inhibitory concentration in HeLa cells	13678404
RNA-binding protein pos-1	EC50	=	6569.0	nM	5.18	PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden...	-
Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2	IC50	=	7300.0	nM	5.14	Inhibition of human SHIP2 catalytic domain (419 to 832 residues) phosphatase act...	33724834
Unchecked	IC50	=	9560.0	nM	5.02	Inhibition of Plasmodium falciparum Gyrase B	38171145
DNA gyrase	IC50	=	9560.0	nM	5.02	Inhibition of Escherichia coli DNA gyrase ATPase activity incubated for 80 mins	38171145
Alpha-synuclein	IC50	=	12900.0	nM	4.89	Inhibition of human alpha-synuclein filament formation expressed in Escherichia ...	30743095
Cyclin-dependent kinase 2/cyclin A	IC50	=	17000.0	nM	4.77	Competitive inhibition of human CDK2/cyclinA using PKTPKKAKKL as substrate in pr...	26115571
Unchecked	IC50	=	17488.0	nM	4.76	PUBCHEM_BIOASSAY: A screen for inhibitors of the PhoP region in Salmonella Typhi...	-
Unchecked	IC50	=	18220.0	nM	4.74	PUBCHEM_BIOASSAY: A screen for inhibitors of the PhoP region in Salmonella Typhi...	-
Unchecked	IC50	=	18530.0	nM	4.73	PUBCHEM_BIOASSAY: A counter screen for small molecule screen for inhibitors of t...	-
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1	IC50	=	20903.0	nM	4.68	PubChem BioAssay. Counterscreen for inhibitors of phospholipase C isozymes (PLC-...	-

Literature References

PubMed	DOI	Target Context	# Activities
27374242	10.1016/j.bmcl.2016.06.054	RAW264.7	20
33724834	10.1021/acs.jmedchem.0c01944	Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2	4
28011425	10.1016/j.ejmech.2016.12.029	Indoleamine 2,3-dioxygenase 1	4
27374242	10.1016/j.bmcl.2016.06.054	Molecular identity unknown	3
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
17302397	10.1021/jm060536g	HL-60	2
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
-	10.6019/CHEMBL4296182	Escherichia coli	1
29137939	10.1016/j.bmc.2017.10.039	Unchecked	1
26115571	10.1016/j.bmcl.2015.05.100	Cyclin-dependent kinase 2/cyclin A	1
-	10.6019/CHEMBL3301361	No relevant target	1
10841789	10.1021/jm990322h	Human immunodeficiency virus type 1 integrase	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
24035092	10.1016/j.bmcl.2013.08.079	Receptor-type tyrosine-protein phosphatase beta	1
17302397	10.1021/jm060536g	L-selectin	1
17302397	10.1021/jm060536g	P-selectin	1
17302397	10.1021/jm060536g	E-selectin	1
38171145	10.1016/j.ejmech.2023.116056	Unchecked	1
13678404	10.1021/jm030190z	HeLa	1

Data from ChEMBL 36 via Core Engine