Compound Detail

CHEMBL280998

CATECHOL

Enter ChEMBL ID:

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

Oc1ccccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL280998
Name	CATECHOL
Phase	Preclinical
Structure Type	MOL
InChI Key	YCIMNLLNPGFGHC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

110.1

MW (Da)

1.10

ALogP

HBA

HBD

40.5

PSA (Å²)

0.49

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	C6H6O2
MW	110.11
Aromatic Rings	1
Heavy Atoms	8
NP-Likeness	0.52

Activity Summary

Ki 41 meas. best 5.46

IC50 22 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.0	5.47	10.0	4
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	6.06	6.06	868.0	1
Carbonic anhydrase 3 CHEMBL1944498	Ki	5.46	5.46	3480.0	1
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	5.38	5.38	4200.0	2
Glutaminyl-peptide cyclotransferase CHEMBL4508	IC50	5.3	5.3	5000.0	1
Unchecked CHEMBL612545	Ki	5.16	5.16	7000.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.05	5.05	8900.0	2
Carbonic anhydrase 2 CHEMBL205	Ki	5.0	5.0	9900.0	6
Plasmodium falciparum CHEMBL364	IC50	5.0	4.8129	10000.0	7
Carbonic anhydrase 15 CHEMBL5973	Ki	4.99	4.99	10200.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	4.96	4.96	10900.0	3
Carbonic anhydrase 13 CHEMBL2186	Ki	4.91	4.91	12200.0	2
Carbonic anhydrase 3 CHEMBL2885	Ki	4.89	4.89	13000.0	2
Carbonic anhydrase CHEMBL1795125	Ki	4.83	4.83	14800.0	1
No relevant target CHEMBL2362975	IC50	4.79	4.79	16400.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	4.76	4.76	17431.0	1
Matrix metalloproteinase-9 CHEMBL321	IC50	4.63	4.63	23367.0	1
Epidermal growth factor receptor CHEMBL203	IC50	4.58	4.58	26043.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	4.48	4.48	33000.0	1
Radical scavenging activity CHEMBL613712	IC50	4.44	4.44	36000.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	4.31	4.31	48900.0	2
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	4.26	4.26	55100.0	2
Autoinducer 2-binding periplasmic protein LuxP CHEMBL6100	IC50	4.23	4.23	59000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	10.0	nM	8.0	Compound was evaluated for hydroxyl radical (OH) scavenging activity	-
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	868.0	nM	6.06	DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid)	-
Carbonic anhydrase 3	Ki	=	3480.0	nM	5.46	Inhibition of bovine carbonic anhydrase 3 using 4-nitrophenylacetate as substrat...	22245047
Carbonic anhydrase 5B, mitochondrial	Ki	=	4200.0	nM	5.38	Inhibition of human carbonic anhydrase 5B by stopped-flow CO2 hydration assay	18579385
Carbonic anhydrase 5B, mitochondrial	Ki	=	4200.0	nM	5.38	Inhibition of human CA5B by stopped-flow CO2 hydration assay	20185318
Glutaminyl-peptide cyclotransferase	IC50	=	5000.0	nM	5.3	Inhibition of recombinant human QC using H-Gln-AMC hydrobromide as fluorogenic s...	36105338
Unchecked	Ki	=	7000.0	nM	5.16	Inhibition of Malassezia globosa recombinant beta-carbonic anhydrase preincubate...	28343756
Unchecked	IC50	=	7400.0	nM	5.13	Covalent inhibition of purified Sporosarcinia pasteurii urease by phenol red bas...	30850166
Carbonic anhydrase 12	Ki	=	8900.0	nM	5.05	Inhibition of human carbonic anhydrase 12 catalytic domain by stopped-flow CO2 h...	18579385
Carbonic anhydrase 12	Ki	=	8900.0	nM	5.05	Inhibition of human CA12 by stopped-flow CO2 hydration assay	20185318
Carbonic anhydrase 2	Ki	=	9900.0	nM	5.0	Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydration assay	18579385
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
Carbonic anhydrase 2	Ki	=	9910.0	nM	5.0	Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydrase assay	18501600
Carbonic anhydrase 2	Ki	=	9900.0	nM	5.0	Inhibition of human CA2 by stopped-flow CO2 hydration assay	20185318
Carbonic anhydrase 2	Ki	=	9900.0	nM	5.0	Inhibition of human carbonic anhydrase 2 using 4-nitrophenylacetate as substrate...	22245047
Carbonic anhydrase 2	Ki	=	9900.0	nM	5.0	Inhibition of human erythrocytes CA2 using 4-nitrophenylacetate as substrate by ...	26073005
Carbonic anhydrase 2	Ki	=	9900.0	nM	5.0	Inhibition of human carbonic anhydrase 2 incubated for 15 mins prior to testing ...	26520662
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Carbonic anhydrase 15	Ki	=	10200.0	nM	4.99	Inhibition of mouse recombinant carbonic anhydrase 15 by stopped-flow CO2 hydras...	18501600

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	467
28041801	10.1016/j.bmc.2016.12.025	NON-PROTEIN TARGET	9
26986086	10.1016/j.ejmech.2016.03.008	Unchecked	8
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
-	10.1016/j.cropro.2012.09.015	Lasiodiplodia theobromae	5
11412967	10.1016/s0960-894x(01)00065-8	3-dehydroquinate synthase	4
-	10.1016/j.cropro.2012.09.015	Neofusicoccum ribis	4
24245939	10.1021/np400518k	HT-22	4
33369409	10.1021/acs.jmedchem.0c01143	Unchecked	3
22300888	10.1016/j.bmc.2012.01.021	Unchecked	3
-	10.1016/j.cropro.2012.09.015	Botryosphaeria dothidea	3
8377015	10.1021/np50097a010	Unchecked	3
28343756	10.1016/j.bmc.2017.03.026	Unchecked	3
-	10.1016/j.cropro.2012.09.015	Diplodia seriata	3
8355246	10.1021/jm00069a002	No relevant target	3
28129991	10.1016/j.bmc.2017.01.012	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	2
23379671	10.1021/jf305164m	Meloidogyne incognita	2
16279782	10.1021/jm050567w	L1210	2
37487307	10.1016/j.ejmech.2023.115672	Mushroom tyrosinase	2
24842241	10.1016/j.ejmech.2014.04.081	NON-PROTEIN TARGET	2

Data from ChEMBL 36 via Core Engine