Compound Detail

CHEMBL1813256

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CC(C)C[C@H](NC(=O)CNC(=O)c1cc(Cl)ccc1Cl)B1OC(=O)CC(CC(=O)O)(C(=O)O)O1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1813256
Phase	Preclinical
Structure Type	MOL
InChI Key	YTXSYWAKVMZICI-PVCZSOGJSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

517.1

MW (Da)

First in Class Prodrug

Molecular Formula	C20H23BCl2N2O9
MW	517.13

IC50 9 meas. best 8.13

EC50 1 meas. best 4.7

Kd 1 meas. best 5.14

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.13	6.39	7.5	3
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	8.07	8.07	8.4	1
Proteasome component C5 CHEMBL4208	IC50	7.97	7.97	10.6	1
ARH-77 CHEMBL2366241	IC50	7.36	7.36	43.2	1
RPMI-8226 CHEMBL614882	IC50	7.3	7.3	49.7	1
U-266 CHEMBL2366315	IC50	7.17	7.17	67.1	1
ATP-dependent Clp protease proteolytic subunit CHEMBL1932910	Kd	5.14	5.14	7300.0	1
Proteasome Macropain subunit CHEMBL3492	IC50	5.1	5.1	7954.0	1
ATP-dependent Clp protease proteolytic subunit CHEMBL1932910	EC50	4.7	4.7	19900.0	1

Parameter	Value	Units	Species
CL	22.0	mL.min-1.kg-1	Homo sapiens
CL	42.0	mL.min-1.kg-1	Macaca mulatta
CL	20.0	mL.min-1.kg-1	Canis lupus familiaris
CL	46.0	mL.min-1.kg-1	Mus musculus
CL	30.0	mL.min-1.kg-1	Rattus norvegicus
T1/2	0.3	hr	Homo sapiens
T1/2	1.05	hr	Homo sapiens
T1/2	0.55	hr	Macaca mulatta
T1/2	1.155	hr	Canis lupus familiaris
T1/2	0.5017	hr	Mus musculus
T1/2	0.77	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	7.47	nM	8.13	Proteasome Inhibitory Activity: The proteasome used in the present invention is ...	-
Proteasome Macropain subunit MB1	IC50	=	8.44	nM	8.07	Inhibition of chymotrypsin-like activity of human 20S proteasome using Suc-Leu-L...	29934218
Proteasome component C5	IC50	=	10.64	nM	7.97	Inhibition of caspase-like activity of human 20S proteasome	29934218
ARH-77	IC50	=	43.25	nM	7.36	Cytotoxicity against human ARH77 cells assessed as reduction in cell viability a...	29934218
RPMI-8226	IC50	=	49.74	nM	7.3	Cytotoxicity against human RPMI8226 cells assessed as reduction in cell viabilit...	29934218
U-266	IC50	=	67.1	nM	7.17	Cytotoxicity against human U266B1 cells assessed as reduction in cell viability ...	29934218
Unchecked	IC50	=	3000.0	nM	5.52	Inhibition of human ClpP (57 to 277 residues) expressed in Escherichia coli BL2 ...	32031798
Unchecked	IC50	=	3000.0	nM	5.52	Inhibition of Pseudomonas aeruginosa ClpP1 expressed in Escherichia coli BL2 (DE...	32031798
ATP-dependent Clp protease proteolytic subunit	Kd	=	7300.0	nM	5.14	Binding affinity to N-terminal His6-sumo-tagged full length Staphylococcus aureu...	32031798
Proteasome Macropain subunit	IC50	=	7954.0	nM	5.1	Inhibition of trypsin-like activity of human 20S proteasome	29934218
ATP-dependent Clp protease proteolytic subunit	EC50	=	19900.0	nM	4.7	Binding affinity to N-terminal His6-sumo-tagged full length Staphylococcus aureu...	32031798

PubMed	DOI	Target Context	# Activities
29934218	10.1016/j.bmc.2018.06.020	ADMET	10
32031798	10.1021/acs.jmedchem.9b01746	ATP-dependent Clp protease proteolytic subunit	7
32031798	10.1021/acs.jmedchem.9b01746	Unchecked	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
29934218	10.1016/j.bmc.2018.06.020	ARH-77	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
29934218	10.1016/j.bmc.2018.06.020	Proteasome Macropain subunit MB1	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
32031798	10.1021/acs.jmedchem.9b01746	Coagulation factor X	1
32031798	10.1021/acs.jmedchem.9b01746	20S proteasome	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
21634429	10.1021/jm200460q	Unchecked	1
29934218	10.1016/j.bmc.2018.06.020	Proteasome component C5	1
29934218	10.1016/j.bmc.2018.06.020	Proteasome Macropain subunit	1
29934218	10.1016/j.bmc.2018.06.020	RPMI-8226	1
29934218	10.1016/j.bmc.2018.06.020	U-266	1
24524217	10.1021/jm500045x	Proteasome Macropain subunit MB1	1

Data from ChEMBL 36 via Core Engine