Compound Detail

CHEMBL486027

METHYL PROTOCATECHUATE

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COC(=O)c1ccc(O)c(O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL486027
Name	METHYL PROTOCATECHUATE
Phase	Preclinical
Structure Type	MOL
InChI Key	CUFLZUDASVUNOE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

168.2

MW (Da)

0.88

ALogP

HBA

HBD

66.8

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 6 meas. best 6.24

IC50 5 meas. best 5.42

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 2 CHEMBL205	Ki	6.24	6.24	580.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	6.15	6.15	710.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	6.1	6.1	790.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	6.09	6.09	810.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	6.05	6.05	890.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	6.02	6.02	960.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.42	5.42	3760.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.74	4.74	18270.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	4.53	4.53	29640.0	1
Unchecked CHEMBL612545	IC50	4.11	4.11	78000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 2	Ki	=	580.0	nM	6.24	Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrati...	22668600
Carbonic anhydrase 1	Ki	=	710.0	nM	6.15	Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by CO2 hydrati...	22668600
Carbonic anhydrase 9	Ki	=	790.0	nM	6.1	Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydrati...	22668600
Carbonic anhydrase 7	Ki	=	810.0	nM	6.09	Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by CO2 hydrati...	22668600
Carbonic anhydrase 14	Ki	=	890.0	nM	6.05	Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by CO2 hydrat...	22668600
Carbonic anhydrase 12	Ki	=	960.0	nM	6.02	Inhibition of human carbonic anhydrase 12 preincubated for 15 mins by CO2 hydrat...	22668600
Replicase polyprotein 1ab	IC50	=	3760.0	nM	5.42	Inhibition of SARS-CoV-2 papain-like protease using ISG15-Rh as substrate	35620927
NON-PROTEIN TARGET	IC50	=	18270.0	nM	4.74	Antiviral activity against Influenza A virus (A/Vietnam/1194/2004(H5N1)) infecte...	24803363
Xanthine dehydrogenase/oxidase	IC50	=	29640.0	nM	4.53	Inhibition of xanthine oxidase-mediated formation of uric acid by spectrophotome...	12444671
Unchecked	IC50	=	78000.0	nM	4.11	Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bo...	31257875

PubMed	DOI	Target Context	# Activities
21780738	10.1021/jf201611b	Heterodera zeae	27
3127544	10.1021/np50054a008	NON-PROTEIN TARGET	3
31257875	10.1021/acs.jmedchem.9b00270	MC3T3-E1	2
-	10.1584/jpestics.G10-84	Ralstonia solanacearum	2
14611153	10.1021/jf030388s	Polyphenol oxidase	2
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 12	1
35620927	10.1021/acs.jmedchem.2c00303	Replicase polyprotein 1ab	1
31257875	10.1021/acs.jmedchem.9b00270	Unchecked	1
24803363	10.1016/j.bmcl.2014.04.057	NON-PROTEIN TARGET	1
24803363	10.1016/j.bmcl.2014.04.057	MDCK	1
24803363	10.1016/j.bmcl.2014.04.057	Unchecked	1
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 1	1
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 2	1
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 7	1
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 9	1
22668600	10.1016/j.bmc.2012.05.019	Carbonic anhydrase 14	1
23394144	10.1021/jm301558t	Anthrax toxin receptor 2	1
17927202	10.1021/jf070014p	Hylobius abietis	1
12444671	10.1021/np0200764	Xanthine dehydrogenase/oxidase	1
12444671	10.1021/np0200764	No relevant target	1

Data from ChEMBL 36 via Core Engine