Compound Detail

CHEMBL307145

PYROGALLOL

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Oc1cccc(O)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL307145
Name	PYROGALLOL
Phase	Preclinical
Structure Type	MOL
InChI Key	WQGWDDDVZFFDIG-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

NSC-5035 Pyrogallol

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

126.1

MW (Da)

0.80

ALogP

HBA

HBD

60.7

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C6H6O3
MW	126.11
Aromatic Rings	1
Heavy Atoms	9
NP-Likeness	0.80

Activity Summary

IC50 14 meas. best 6.0

Ki 10 meas. best 6.28

EC50 3 meas. best 6.31

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Staphylococcus aureus CHEMBL352	EC50	6.31	6.31	490.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	6.28	6.28	520.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	6.27	6.27	540.0	1
Staphylococcus epidermidis CHEMBL353	EC50	6.0	6.0	990.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	6.0	6.0	997.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.91	5.91	1230.0	1
Unchecked CHEMBL612545	IC50	5.8	5.7567	1584.9	3
Autoinducer 2-binding periplasmic protein LuxP CHEMBL6100	IC50	5.7	5.7	2000.0	1
Macrophage metalloelastase CHEMBL4393	Ki	5.69	5.69	2030.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	5.67	5.67	2114.0	1
A disintegrin and metalloproteinase with thrombospondin motifs 5 CHEMBL2285	Ki	5.44	5.44	3630.0	1
72 kDa type IV collagenase CHEMBL333	Ki	5.41	5.41	3890.0	1
Arachidonate 5-lipoxygenase CHEMBL2980	IC50	5.4	5.4	4000.0	1
Radical scavenging activity CHEMBL613712	EC50	5.38	5.38	4200.0	1
Carbonic anhydrase CHEMBL1795125	Ki	5.36	5.36	4390.0	1
Neutrophil collagenase CHEMBL4588	Ki	5.35	5.35	4430.0	1
Plasmodium falciparum CHEMBL364	IC50	5.25	5.25	5660.0	1
A disintegrin and metalloproteinase with thrombospondin motifs 4 CHEMBL2318	Ki	5.2	5.2	6340.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.17	5.11	6800.0	2
Matrix metalloproteinase-9 CHEMBL321	Ki	5.15	5.15	7010.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.13	5.13	7410.0	1
Radical scavenging activity CHEMBL613712	IC50	4.42	4.42	37800.0	1
Arginase-1 CHEMBL1075060	IC50	3.43	3.43	375000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Staphylococcus aureus	EC50	=	490.0	nM	6.31	Antibacterial activity against Staphylococcus aureus	17035037
Carbonic anhydrase 6	Ki	=	520.0	nM	6.28	Inhibition of human CA6 using 4-nitrophenylacetate substrate by esterase assay	21669522
Carbonic anhydrase 2	Ki	=	540.0	nM	6.27	Inhibition of human CA2 using 4-nitrophenylacetate substrate by esterase assay	21669522
Staphylococcus epidermidis	EC50	=	990.0	nM	6.0	Antibacterial activity against Staphylococcus epidermidis	17035037
Tyrosine-protein kinase Fyn	IC50	=	997.0	nM	6.0	DRUGMATRIX: Protein Tyrosine Kinase, Fyn enzyme inhibition (substrate: Poly(Glu:...	-
Epidermal growth factor receptor	IC50	=	1230.0	nM	5.91	DRUGMATRIX: Protein Tyrosine Kinase, EGF Receptor enzyme inhibition (substrate: ...	-
Unchecked	IC50	=	1584.89	nM	5.8	Inhibition of Influenza A (A/California/04/2009) (H1N1) clinical isolate N-termi...	30351002
Unchecked	IC50	=	1700.0	nM	5.77	Inhibition of Influenza A (A/California/04/2009) (H1N1) clinical isolate N-termi...	30351002
Autoinducer 2-binding periplasmic protein LuxP	IC50	=	2000.0	nM	5.7	Antagonist activity at LuxP receptor in Vibrio harveyi MM32 assessed as inhibiti...	18262415
Unchecked	IC50	=	2000.0	nM	5.7	Inhibition of quorum sensing regulated bioluminescence in Vibrio harveyi	20669927
Macrophage metalloelastase	Ki	=	2030.0	nM	5.69	Inhibition of MMP12 (unknown origin)	36250680
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	2114.0	nM	5.67	DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid)	-
A disintegrin and metalloproteinase with thrombospondin motifs 5	Ki	=	3630.0	nM	5.44	Inhibition of ADAMTS-5 (unknown origin)	36250680
72 kDa type IV collagenase	Ki	=	3890.0	nM	5.41	Inhibition of MMP2 (unknown origin)	36250680
Arachidonate 5-lipoxygenase	IC50	=	4000.0	nM	5.4	5-LO inhibitory activity was determined by inhibition of LTB4 biosynthesis in bo...	9371243
Radical scavenging activity	EC50	=	4200.0	nM	5.38	Antioxidant activity assessed as DPPH free radical scavenging activity	11076575
Carbonic anhydrase	Ki	=	4390.0	nM	5.36	Inhibition of Dicentrarchus labrax CA using 4-nitrophenylacetate substrate by es...	21669522
Neutrophil collagenase	Ki	=	4430.0	nM	5.35	Inhibition of MMP8 (unknown origin)	36250680
Plasmodium falciparum	IC50	=	5660.0	nM	5.25	In vitro antimalarial activity against Plasmodium falciparum	7608896
A disintegrin and metalloproteinase with thrombospondin motifs 4	Ki	=	6340.0	nM	5.2	Inhibition of ADAMTS-4 (unknown origin)	36250680

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	227
30351002	10.1021/acs.jmedchem.8b01363	Unchecked	4
23352755	10.1016/j.bmc.2012.12.031	Tyrosinase	3
36701569	10.1021/acs.jmedchem.2c01731	Cyclin-dependent kinase 2	3
12444669	10.1021/np020023m	Prostaglandin G/H synthase 2	2
9371243	10.1021/jm970292n	Molecular identity unknown	2
17302397	10.1021/jm060536g	HL-60	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
18039578	10.1016/j.bmcl.2007.11.032	Sucrase-isomaltase, intestinal	2
17035037	10.1016/j.bmc.2006.09.034	Staphylococcus aureus	1
19232493	10.1016/j.bmcl.2009.01.061	Trichophyton mentagrophytes	1
19232493	10.1016/j.bmcl.2009.01.061	Nannizzia gypsea	1
38784454	10.1039/d3md00713h	Arginase-1	1
11076575	10.1021/np0000421	Radical scavenging activity	1
18262415	10.1016/j.bmcl.2008.01.081	Vibrio harveyi	1
18262415	10.1016/j.bmcl.2008.01.081	Autoinducer 2-binding periplasmic protein LuxP	1
17302397	10.1021/jm060536g	L-selectin	1
17302397	10.1021/jm060536g	P-selectin	1
9371243	10.1021/jm970292n	HaCaT	1
9371243	10.1021/jm970292n	Arachidonate 5-lipoxygenase	1

Data from ChEMBL 36 via Core Engine