Compound Detail

CHEMBL257158

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ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL257158
Phase	Preclinical
Structure Type	MOL
InChI Key	DRHXTSWSUAJOJZ-FMDGEEDCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

219.3

MW (Da)

-1.04

ALogP

HBA

HBD

82.3

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 13 meas. best 8.0

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Protein O-GlcNAcase CHEMBL5921	Ki	8.0	7.3033	10.0	3
Unchecked CHEMBL612545	Ki	7.54	5.556	29.0	5
Beta-hexosaminidase subunit beta CHEMBL5877	Ki	6.72	6.63	190.0	2
Beta-hexosaminidase subunit alpha CHEMBL1250415	Ki	6.57	6.57	270.0	1
B-N-acetylhexosaminidase CHEMBL1075027	Ki	4.7	4.7	20000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Protein O-GlcNAcase	Ki	=	10.0	nM	8.0	Inhibition of human O-GlcNAcase after 5 mins by Lineweaver-Burke plot analysis	20822912
Unchecked	Ki	=	29.0	nM	7.54	Inhibition of Bacteroides thetaiotaomicron beta-N-acetylglucosaminidase GH84 usi...	25442323
Protein O-GlcNAcase	Ki	=	70.0	nM	7.16	Inhibition of human OGA	18406613
Protein O-GlcNAcase	Ki	=	180.0	nM	6.75	Inhibition of recombinant human OGA expressed in Escherichia coli BL21 (DE3) usi...	30613333
Beta-hexosaminidase subunit beta	Ki	=	190.0	nM	6.72	Inhibition of human HexB	30613333
Beta-hexosaminidase subunit alpha	Ki	=	270.0	nM	6.57	Competitive inhibition of human beta-N-acetyl-D-hexosaminidase-A using 4-Methylu...	24900704
Unchecked	Ki	=	280.0	nM	6.55	Binding affinity to human placental beta hexosaminidase	23363020
Beta-hexosaminidase subunit beta	Ki	=	290.0	nM	6.54	Competitive inhibition of human beta-N-acetyl-D-hexosaminidase-B using 4-Methylu...	24900704
B-N-acetylhexosaminidase	Ki	=	20000.0	nM	4.7	Inhibition of Streptomyces plicatus N-acetyl-hexosaminidase	18406613
Unchecked	Ki	=	20000.0	nM	4.7	Competitive inhibition of Streptomyces plicatus hexosaminidase	20822912
Unchecked	Ki	=	24000.0	nM	4.62	Inhibition of Streptomyces plicatus beta-N-acetylhexosaminidase GH20 using p-nit...	25442323
Unchecked	Ki	=	42700.0	nM	4.37	Inhibition of Talaromyces flavus beta-N-acetylhexosaminidase GH20 using p-nitrop...	25442323

PubMed	DOI	Target Context	# Activities
17237499	10.1074/jbc.m609304200	Beta-hexosaminidase subunit beta	13
17237499	10.1074/jbc.m609304200	Beta-hexosaminidase subunit alpha	10
25442323	10.1016/j.bmcl.2014.09.066	Unchecked	3
23363020	10.1021/jm301557k	Unchecked	2
20822912	10.1016/j.bmc.2010.08.010	3T3-L1	1
30613333	10.1021/acsmedchemlett.8b00406	Unchecked	1
30613333	10.1021/acsmedchemlett.8b00406	Protein O-GlcNAcase	1
24900704	10.1021/ml300475m	Beta-hexosaminidase subunit alpha	1
24900704	10.1021/ml300475m	Beta-hexosaminidase subunit beta	1
20822912	10.1016/j.bmc.2010.08.010	Beta-hexosaminidase subunit beta	1
20822912	10.1016/j.bmc.2010.08.010	Beta-hexosaminidase subunit alpha	1
20822912	10.1016/j.bmc.2010.08.010	RAC-alpha serine/threonine-protein kinase	1
20822912	10.1016/j.bmc.2010.08.010	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	1
18406613	10.1016/j.bmcl.2008.03.067	B-N-acetylhexosaminidase	1
20822912	10.1016/j.bmc.2010.08.010	HeLa	1
20822912	10.1016/j.bmc.2010.08.010	HT-29	1
20822912	10.1016/j.bmc.2010.08.010	Solute carrier family 2, facilitated glucose transporter member 4	1
20822912	10.1016/j.bmc.2010.08.010	Unchecked	1
20822912	10.1016/j.bmc.2010.08.010	Protein O-GlcNAcase	1
18406613	10.1016/j.bmcl.2008.03.067	Protein O-GlcNAcase	1

Data from ChEMBL 36 via Core Engine