Compound Detail

CHEMBL21485

PHENYLBORONIC ACID

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OB(O)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL21485
Name	PHENYLBORONIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	HXITXNWTGFUOAU-UHFFFAOYSA-N

Targets

138

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

121.9

MW (Da)

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C6H7BO2
MW	121.93

Activity Summary

Ki 134 meas. best 9.17

IC50 4 meas. best 5.58

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha carbonic anhydrase CHEMBL1075028	Ki	9.17	9.17	0.7	1
Carbonic anhydrase 6 CHEMBL3025	Ki	9.09	9.09	0.8	1
Carbonic anhydrase V CHEMBL2111457	Ki	8.35	8.35	4.5	1
Chymotrypsinogen A CHEMBL3314	Ki	6.7	6.7	200.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	6.06	6.06	880.0	3
Fatty-acid amide hydrolase 1 CHEMBL3229	IC50	5.58	5.58	2600.0	1
Unchecked CHEMBL612545	Ki	5.44	4.5412	3600.0	42
Carbonic anhydrase CHEMBL3596083	Ki	5.1	5.1	8000.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	5.08	5.08	8300.0	2
Astrosclerin-3 CHEMBL1944499	Ki	5.02	5.02	9600.0	1
Autotaxin CHEMBL3691	IC50	5.0	5.0	10000.0	1
Beta-lactamase CHEMBL2026	Ki	4.98	4.98	10500.0	1
Succinyl-diaminopimelate desuccinylase CHEMBL1075192	Ki	4.25	4.25	56900.0	1
Beta-carbonic anhydrase 1 CHEMBL5631	Ki	4.24	4.24	58000.0	1
Carbonic anhydrase 15 CHEMBL5973	Ki	4.17	4.17	67800.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	4.04	4.04	92000.0	1
Subtilisin BL CHEMBL4258	Ki	4.02	4.02	96000.0	1
Subtilisin Carlsberg CHEMBL4299	Ki	4.0	4.0	100000.0	1
Carbonic anhydrase CHEMBL6185	Ki	4.0	4.0	100000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ka	5.0	M-1	-
Ka	162.0	M-1	-
Ka	15.0	M-1	-
Ka	1500.0	M-1	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha carbonic anhydrase	Ki	=	0.68	nM	9.17	Inhibition of Stylophora pistillata carbonic anhydrase by stopped-flow CO2 hydra...	21208801
Carbonic anhydrase 6	Ki	=	0.82	nM	9.09	Inhibition of human recombinant CA6 by stopped-flow CO2 hydration assay	21208801
Carbonic anhydrase V	Ki	=	4.51	nM	8.35	Inhibitory activity against human carbonic anhydrase V expressed in Escherichia ...	15454240
Chymotrypsinogen A	Ki	=	200.0	nM	6.7	Inhibition constant against Chymotrypsinogen	-
Carbonic anhydrase 4	Ki	=	880.0	nM	6.06	Inhibition constant against human carbonic anhydrase isozyme hCA IV	15501038
Carbonic anhydrase 4	Ki	=	880.0	nM	6.06	Inhibition of human recombinant carbonic anhydrase 4 by CO2 hydration reaction	19128966
Carbonic anhydrase 4	Ki	=	880.0	nM	6.06	Inhibition of human CA4 by stopped-flow CO2 hydrase assay	28277280
Fatty-acid amide hydrolase 1	IC50	=	2600.0	nM	5.58	Inhibition of Wistar rat brain FAAH assessed as [3H]arachidonoylethanolamide hyd...	18983140
Unchecked	Ki	=	3600.0	nM	5.44	Inhibition of human recombinant CA10 mutant after 15 mins by stopped-flow CO2 hy...	23200251
Unchecked	Ki	=	4700.0	nM	5.33	Inhibition of Salmonella Typhimurium carbonic anhydrase 1 after 15 mins by stopp...	21570835
Unchecked	Ki	=	4900.0	nM	5.31	Inhibition of Salmonella Typhimurium carbonic anhydrase 2 after 15 mins by stopp...	21570835
Unchecked	Ki	=	6000.0	nM	5.22	Inhibition of Legionella pneumophila carbonic anhydrase 2 preincubated for 15 mi...	24461298
Unchecked	Ki	=	7000.0	nM	5.16	Inhibition of Vibrio cholerae alpha carbonic anhydrase preincubated for 15 mins ...	27283786
Unchecked	Ki	=	7000.0	nM	5.16	Inhibition of Vibrio cholerae alpha-carbonic anhydrase preincubated for 15 mins ...	26853167
Unchecked	Ki	=	7000.0	nM	5.16	Inhibition of Vibrio cholerae alpha carbonic anhydrase preincubated for 15 mins ...	23414807
Unchecked	Ki	=	7000.0	nM	5.16	Inhibition of recombinant Plasmodium falciparum eta-carbonic anhydrase preincuba...	25168745
Unchecked	Ki	=	7200.0	nM	5.14	Inhibition of human recombinant CA11 mutant after 15 mins by stopped-flow CO2 hy...	23200251
Unchecked	Ki	=	8000.0	nM	5.1	Inhibition of Flaveria bidentis beta-carbonic anhydrase-1 preincubated for 15 mi...	23414801
Unchecked	Ki	=	8000.0	nM	5.1	Inhibition of Flaveria bidentis beta-carbonic anhydrase preincubated for 15 mins...	27469982
Carbonic anhydrase	Ki	=	8000.0	nM	5.1	Inhibition of Pseudomonas aeruginosa PAO1 type-2 beta-carbonic anhydrase psCA3 e...	26068018

Literature References

PubMed	DOI	Target Context	# Activities
30904754	10.1016/j.ejmech.2019.03.028	Unchecked	25
27469982	10.1016/j.bmc.2016.07.035	Unchecked	8
23219701	10.1016/j.bmcl.2012.11.068	SH-SY5Y	8
12419364	10.1016/s0960-894x(02)00767-9	Unchecked	5
-	10.1016/0960-894X(96)00467-2	Unchecked	5
27914949	10.1016/j.bmc.2016.11.021	Unchecked	4
27283786	10.1016/j.bmc.2016.05.029	Unchecked	4
16621537	10.1016/j.bmcl.2006.03.078	Unchecked	3
24499135	10.1021/jm401808n	Staphylococcus aureus	3
23200251	10.1016/j.bmcl.2012.10.103	Unchecked	3
-	10.1016/0960-894X(96)00466-0	Subtilisin BL	3
26145820	10.1016/j.bmc.2015.06.021	Unchecked	3
23790722	10.1016/j.bmc.2013.05.058	Unchecked	2
23602525	10.1016/j.bmc.2013.03.037	ORAI 1/2/3	2
15357993	10.1016/j.bmcl.2004.06.073	Carbonic anhydrase	2
22835873	10.1016/j.bmcl.2012.06.106	Unchecked	2
19731939	10.1021/jm9009718	Penicillin-binding protein 2X	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
23602525	10.1016/j.bmc.2013.03.037	Transient receptor potential cation channel subfamily V member 6	2
21570835	10.1016/j.bmcl.2011.04.105	Unchecked	2

Data from ChEMBL 36 via Core Engine