Compound Detail

CHEMBL4749207

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CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)Cc1ccc(O)cc1)B(O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4749207
Phase	Preclinical
Structure Type	MOL
InChI Key	RSBWUUOKMMINBY-PMACEKPBSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

412.3

MW (Da)

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H29BN2O5
MW	412.30

Activity Summary

IC50 9 meas. best 8.89

Ki 4 meas. best 9.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Proteasome Macropain subunit MB1 CHEMBL4662	Ki	9.89	9.89	0.1	1
Proteasome subunit beta type-8 CHEMBL5620	IC50	8.89	8.89	1.3	1
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	8.85	8.85	1.4	1
Unchecked CHEMBL612545	Ki	8.37	8.28	4.3	2
Proteasome subunit beta type-9 CHEMBL1944495	IC50	8.3	8.3	5.0	1
Unchecked CHEMBL612545	IC50	8.0	7.1467	10.0	3
Proteasome component C5 CHEMBL4208	IC50	7.28	7.28	52.0	1
Proteasome subunit beta type-10 CHEMBL3317334	IC50	6.52	6.52	300.0	1
Proteasome Macropain subunit CHEMBL3492	Ki	6.31	6.31	487.0	1
Proteasome Macropain subunit CHEMBL3492	IC50	6.17	6.17	680.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	1.767	hr	Homo sapiens
T1/2	0.03333	hr	Homo sapiens
T1/2	1.083	hr	Plasmodium falciparum
T1/2	1.083	hr	Plasmodium falciparum

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Proteasome Macropain subunit MB1	Ki	=	0.13	nM	9.89	Binding affinity to human 20S constitutive proteasome beta 5 subunit assessed as...	30373366
Proteasome subunit beta type-8	IC50	=	1.3	nM	8.89	Inhibition of human 20S immunoproteasome beta 5 subunit chymotrypsin-like activi...	30373366
Proteasome Macropain subunit MB1	IC50	=	1.4	nM	8.85	Inhibition of human 20S constitutive proteasome beta 5 subunit chymotrypsin-like...	30373366
Unchecked	Ki	=	4.3	nM	8.37	Binding affinity to Plasmodium falciparum 20S proteasome beta 5 subunit assessed...	30373366
Proteasome subunit beta type-9	IC50	=	5.0	nM	8.3	Inhibition of human 20S immunoproteasome beta 1 subunit caspase-like activity us...	30373366
Unchecked	Ki	=	6.4	nM	8.19	Binding affinity to Plasmodium falciparum 20S proteasome beta 2 subunit assessed...	30373366
Unchecked	IC50	=	10.0	nM	8.0	Inhibition of Plasmodium falciparum 20S proteasome beta 5 subunit chymotrypsin-l...	30373366
Proteasome component C5	IC50	=	52.0	nM	7.28	Inhibition of human 20S constitutive proteasome beta 1 subunit caspase-like acti...	30373366
Unchecked	IC50	=	60.0	nM	7.22	Inhibition of Plasmodium falciparum 20S proteasome beta 2 subunit trypsin-like a...	30373366
Proteasome subunit beta type-10	IC50	=	300.0	nM	6.52	Inhibition of human 20S immunoproteasome beta 2 subunit trypsin-like activity us...	30373366
Proteasome Macropain subunit	Ki	=	487.0	nM	6.31	Binding affinity to human 20S constitutive proteasome beta 2 subunit assessed as...	30373366
Unchecked	IC50	=	600.0	nM	6.22	Inhibition of Plasmodium falciparum 20S proteasome beta 1 subunit caspase-like a...	30373366
Proteasome Macropain subunit	IC50	=	680.0	nM	6.17	Inhibition of human 20S constitutive proteasome beta 2 subunit trypsin-like acti...	30373366

Literature References

PubMed	DOI	Target Context	# Activities
30373366	10.1021/acs.jmedchem.8b01161	Unchecked	13
30373366	10.1021/acs.jmedchem.8b01161	Plasmodium falciparum	5
30373366	10.1021/acs.jmedchem.8b01161	Proteasome Macropain subunit MB1	4
30373366	10.1021/acs.jmedchem.8b01161	Proteasome Macropain subunit	3
30373366	10.1021/acs.jmedchem.8b01161	Proteasome component C5	2
30373366	10.1021/acs.jmedchem.8b01161	Proteasome subunit beta type-9	2
30373366	10.1021/acs.jmedchem.8b01161	Proteasome subunit beta type-8	2
30373366	10.1021/acs.jmedchem.8b01161	Proteasome subunit beta type-10	1
30373366	10.1021/acs.jmedchem.8b01161	HCT-116	1
30373366	10.1021/acs.jmedchem.8b01161	HepG2	1

Data from ChEMBL 36 via Core Engine