Compound Detail

CHEMBL4294116

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CC(O)[C@@H](NC(=O)[C@H](Cc1ccc(OCc2ccccc2)cc1)NC(=O)OC(C)(C)C)C(=O)N[C@@H](C[C@]1(O)C(=O)Nc2ccccc21)C(=O)NCc1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4294116
Phase	Preclinical
Structure Type	MOL
InChI Key	IURMTFSKTSDMFY-GWMWZFRLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

779.9

MW (Da)

3.60

ALogP

HBA

HBD

204.4

PSA (Å²)

0.09

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 6 meas. best 6.9

EC50 5 meas. best 5.05

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	6.9	6.9	125.0	1
Proteasome subunit beta type-8 CHEMBL5620	IC50	6.7	6.7	200.0	1
Proteasome subunit beta type-10 CHEMBL3317334	IC50	5.24	5.24	5800.0	1
Proteasome component C5 CHEMBL4208	IC50	5.22	5.22	6080.0	1
Proteasome subunit beta type-9 CHEMBL1944495	IC50	5.06	5.06	8800.0	1
MCF7 CHEMBL387	EC50	5.05	5.05	9000.0	1
HCT-116 CHEMBL394	EC50	5.05	5.05	9000.0	1
MDA-MB-231 CHEMBL400	EC50	5.05	5.05	9000.0	1
PC-3 CHEMBL390	EC50	5.0	5.0	10000.0	1
Proteasome Macropain subunit CHEMBL3492	IC50	4.87	4.87	13500.0	1
Caco-2 CHEMBL614058	EC50	4.5	4.5	32000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Proteasome Macropain subunit MB1	IC50	=	125.0	nM	6.9	Inhibition of human 20S constitutive proteasome beta-5 using Suc-LLVY-AMC as sub...	29339252
Proteasome subunit beta type-8	IC50	=	200.0	nM	6.7	Inhibition of human 20S immunoproteasome beta-5 using Suc-LLVY-AMC as substrate ...	29339252
Proteasome subunit beta type-10	IC50	=	5800.0	nM	5.24	Inhibition of human 20S immunoproteasome beta-2 using BocLRR-AMC as substrate in...	29339252
Proteasome component C5	IC50	=	6080.0	nM	5.22	Inhibition of human 20S constitutive proteasome beta-1 using Z-LLE-betaNA as sub...	29339252
Proteasome subunit beta type-9	IC50	=	8800.0	nM	5.06	Inhibition of human 20S immunoproteasome beta-1 using Ac-PAL-AMC as substrate in...	29339252
MDA-MB-231	EC50	=	9000.0	nM	5.05	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil...	29339252
HCT-116	EC50	=	9000.0	nM	5.05	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability ...	29339252
MCF7	EC50	=	9000.0	nM	5.05	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability af...	29339252
PC-3	EC50	=	10000.0	nM	5.0	Cytotoxicity against human PC3 cells assessed as reduction in cell viability aft...	29339252
Proteasome Macropain subunit	IC50	=	13500.0	nM	4.87	Inhibition of human 20S constitutive proteasome beta-2 using BocLRR-AMC as subst...	29339252
Caco-2	EC50	=	32000.0	nM	4.5	Cytotoxicity against human Caco2 cells assessed as reduction in cell viability a...	29339252

PubMed	DOI	Target Context	# Activities
29339252	10.1016/j.ejmech.2018.01.013	Proteasome Macropain subunit MB1	2
29339252	10.1016/j.ejmech.2018.01.013	Proteasome subunit beta type-8	2
29339252	10.1016/j.ejmech.2018.01.013	Proteasome subunit beta type-9	2
29339252	10.1016/j.ejmech.2018.01.013	Proteasome component C5	2
29339252	10.1016/j.ejmech.2018.01.013	Proteasome Macropain subunit	2
29339252	10.1016/j.ejmech.2018.01.013	Proteasome subunit beta type-10	2
29339252	10.1016/j.ejmech.2018.01.013	Huh-7	1
29339252	10.1016/j.ejmech.2018.01.013	Caco-2	1
29339252	10.1016/j.ejmech.2018.01.013	MDA-MB-231	1
29339252	10.1016/j.ejmech.2018.01.013	HCT-116	1
29339252	10.1016/j.ejmech.2018.01.013	PC-3	1
29339252	10.1016/j.ejmech.2018.01.013	NCI-H727	1
29339252	10.1016/j.ejmech.2018.01.013	MCF7	1
29339252	10.1016/j.ejmech.2018.01.013	Fibroblast	1

Data from ChEMBL 36 via Core Engine