Compound Detail

CHEMBL264938

GALLOCATECHIN GALLATE

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O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL264938
Name	GALLOCATECHIN GALLATE
Phase	Preclinical
Structure Type	MOL
InChI Key	WMBWREPUVVBILR-NQIIRXRSSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

458.4

MW (Da)

2.23

ALogP

HBA

HBD

197.4

PSA (Å²)

0.21

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	C22H18O11
MW	458.38
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	1.65

Activity Summary

IC50 23 meas. best 6.92

Ki 3 meas. best 6.63

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.92	6.92	121.0	1
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	6.73	6.73	187.0	1
Glucose-6-phosphate 1-dehydrogenase CHEMBL1075249	IC50	6.64	6.64	230.0	1
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	6.63	6.63	235.0	1
Enoyl-acyl-carrier protein reductase CHEMBL4150	IC50	6.3	6.3	500.0	1
Fatty acid synthase CHEMBL4512	IC50	6.22	6.22	600.0	1
Alpha-synuclein CHEMBL6152	IC50	5.97	5.705	1060.0	2
3-oxoacyl-acyl-carrier protein reductase CHEMBL4513	IC50	5.96	5.96	1100.0	1
6-phosphogluconate dehydrogenase, decarboxylating CHEMBL3404	IC50	5.84	5.84	1450.0	1
MUS81-ECE1 CHEMBL5465380	IC50	5.7	5.7	1990.0	1
Unchecked CHEMBL612545	IC50	5.57	4.7917	2720.0	6
Human immunodeficiency virus 1 CHEMBL378	IC50	5.37	5.37	4320.0	1
NAD-dependent protein deacylase sirtuin-6 CHEMBL2163182	IC50	5.27	5.27	5400.0	1
Plasmodium falciparum CHEMBL364	IC50	5.21	4.805	6200.0	2
Hepatocyte growth factor receptor CHEMBL3717	IC50	5.0	5.0	10000.0	1
Unchecked CHEMBL612545	Ki	4.6	4.6	25000.0	2
Heat shock protein HSP 90-beta CHEMBL4303	IC50	4.47	4.47	34000.0	1
Nonstructural protein 3 CHEMBL4523954	IC50	4.0	4.0	99000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	121.0	nM	6.92	Inhibition of DYRK1A (unknown origin) using HT-497 as substrate preincubated wit...	35292341
Proteasome Macropain subunit MB1	IC50	=	187.0	nM	6.73	Inhibition of chymotrypsin-like activity of purified human 20S proteasome assess...	30776692
Glucose-6-phosphate 1-dehydrogenase	IC50	=	230.0	nM	6.64	Inhibition of yeast G6PD	18313308
Apoptosis regulator Bcl-2	Ki	=	235.0	nM	6.63	Displacement of NLWAAQRYGRELRRMSD-K(FITC)-FVD from Bcl-2 (unknown origin) by flu...	-
Enoyl-acyl-carrier protein reductase	IC50	=	500.0	nM	6.3	Inhibition of FabI	16722653
Fatty acid synthase	IC50	=	600.0	nM	6.22	Inhibition of FabZ	16722653
Alpha-synuclein	IC50	=	1060.0	nM	5.97	Inhibition of recombinant human Alpha-synuclein aggregation expressed in Escheri...	35728509
3-oxoacyl-acyl-carrier protein reductase	IC50	=	1100.0	nM	5.96	Inhibition of FabG	16722653
6-phosphogluconate dehydrogenase, decarboxylating	IC50	=	1450.0	nM	5.84	Inhibition of 6PGD	18313308
MUS81-ECE1	IC50	=	1990.0	nM	5.7	Inhibition of human GST-tagged MUS81-ECE1 expressed in Escherichia coli BL21(DE3...	37352577
Unchecked	IC50	=	2720.0	nM	5.57	Inhibition of IDH	18313308
Alpha-synuclein	IC50	=	3600.0	nM	5.44	Inhibition of human alpha-synuclein filament formation expressed in Escherichia ...	30743095
Human immunodeficiency virus 1	IC50	=	4320.0	nM	5.37	Antiviral activity against HIV1 assessed as syncytium inhibition by cell-cell fu...	17452484
NAD-dependent protein deacylase sirtuin-6	IC50	=	5400.0	nM	5.27	Inhibition of GST-tagged SIRT6 (unknown origin) deacetylase activity using H3K9A...	34213345
Plasmodium falciparum	IC50	=	6200.0	nM	5.21	Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1	16722653
Unchecked	IC50	=	8600.0	nM	5.07	Inhibition of lipid peroxidation in Sprague-Dawley rat heart mitochondria assess...	7494143
Hepatocyte growth factor receptor	IC50	=	10000.0	nM	5.0	Inhibition of MET kinase	19839593
Unchecked	IC50	=	14000.0	nM	4.85	Inhibition of lipid peroxidation in Sprague-Dawley rat heart mitochondria assess...	7494143
Unchecked	IC50	=	25000.0	nM	4.6	Inhibition of G6PD-mediated NADPH production in mouse 3T3-L1 cells	18313308
Unchecked	Ki	=	25000.0	nM	4.6	Inhibition of SARS-CoV 3C-like protease (3241 to 3546 residues) expressed in Pic...	32810751

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1007/s00044-012-0352-z	Rattus norvegicus	9
18313308	10.1016/j.bmc.2008.02.030	Unchecked	3
19839593	10.1021/jm901330e	Hepatocyte growth factor receptor	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
32810751	10.1016/j.ejmech.2020.112711	Unchecked	2
32845145	10.1021/acs.jmedchem.0c00626	Unchecked	2
7494143	10.1021/np50123a005	Unchecked	2
34213345	10.1021/acs.jmedchem.1c00601	NAD-dependent protein deacylase sirtuin-6	2
35728509	10.1016/j.ejmech.2022.114529	Alpha-synuclein	2
16722653	10.1021/jm0600545	Plasmodium falciparum	2
17452484	10.1128/aac.00150-07	Human immunodeficiency virus 1	1
16722653	10.1021/jm0600545	Fatty acid synthase	1
20202836	10.1016/j.bmcl.2010.01.160	HMC1	1
20565070	10.1021/np1000945	NON-PROTEIN TARGET	1
18195068	10.1128/aac.00825-07	Human alphaherpesvirus 2	1
18195068	10.1128/aac.00825-07	Human alphaherpesvirus 1	1
18313308	10.1016/j.bmc.2008.02.030	Glucose-6-phosphate 1-dehydrogenase	1
-	10.1007/s00044-008-9151-y	NON-PROTEIN TARGET	1
24745965	10.1016/j.bmcl.2014.03.088	Heat shock protein HSP 90-beta	1
16722653	10.1021/jm0600545	3-oxoacyl-acyl-carrier protein reductase	1

Data from ChEMBL 36 via Core Engine