Compound Detail

CHEMBL2326261

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CC(C)C[C@H](NC(=O)[C@H](Cc1ccc(CN)cc1)NC(=O)[C@H](Cc1ccccc1)N=[N+]=[N-])C(=O)N[C@H](/C=C/S(C)(=O)=O)Cc1ccc(CN)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2326261
Phase	Preclinical
Structure Type	MOL
InChI Key	VSAACOMACMBQKJ-YWIYQGBMSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

716.9

MW (Da)

3.37

ALogP

HBA

HBD

222.2

PSA (Å²)

0.07

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C37H48N8O5S
MW	716.91
Aromatic Rings	3
Heavy Atoms	51
NP-Likeness	0.15

Activity Summary

IC50 13 meas. best 9.26

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	9.26	6.49	0.6	5
Proteasome Macropain subunit CHEMBL3492	IC50	7.66	6.2775	22.0	4
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	4.98	4.7433	10500.0	3
Proteasome component C5 CHEMBL4208	IC50	4.76	4.76	17400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	0.55	nM	9.26	Inhibition of trypsin-like activity of yeast 20s proteasome beta 2 subunit asses...	23320547
Unchecked	IC50	=	6.6	nM	8.18	Inhibition of trypsin-like activity of rabbit 26s proteasome beta 2 subunit asse...	23320547
Proteasome Macropain subunit	IC50	=	22.0	nM	7.66	Inhibition of trypsin-like activity of proteasome beta 2 subunit in HEK-293T cel...	23320547
Proteasome Macropain subunit	IC50	=	170.0	nM	6.77	Inhibition of trypsin-like activity of proteasome in human NCI-H929 cells after ...	23320547
Proteasome Macropain subunit	IC50	=	420.0	nM	6.38	Inhibition of trypsin-like activity of proteasome in human RPMI-8226 cells after...	23320547
Unchecked	IC50	=	6100.0	nM	5.21	Inhibition of chymotrypsin-like activity of yeast 20s proteasome beta 5 subunit ...	23320547
Unchecked	IC50	=	8900.0	nM	5.05	Inhibition of chymotrypsin-like activity of rabbit 26s proteasome beta 5 subunit...	23320547
Proteasome Macropain subunit MB1	IC50	=	10500.0	nM	4.98	Inhibition of chymotrypsin-like activity of proteasome in human NCI-H929 cells a...	23320547
Proteasome component C5	IC50	=	17400.0	nM	4.76	Inhibition of caspase-like activity of proteasome in human NCI-H929 cells at 200...	23320547
Unchecked	IC50	=	18000.0	nM	4.75	Inhibition of caspase-like activity of rabbit 26s proteasome beta 1 subunit asse...	23320547
Proteasome Macropain subunit MB1	IC50	=	21000.0	nM	4.68	Inhibition of chymotrypsin-like activity of proteasome beta 5 subunit in HEK-293...	23320547
Proteasome Macropain subunit MB1	IC50	=	27000.0	nM	4.57	Inhibition of chymotrypsin-like activity of proteasome in human RPMI-8226 cells ...	23320547
Proteasome Macropain subunit	IC50	=	50000.0	nM	4.3	Competitive inhibition of trypsin-like activity of proteasome beta 2 subunit in ...	23320547

Literature References

PubMed	DOI	Target Context	# Activities
23320547	10.1021/jm3016987	Unchecked	9
23320547	10.1021/jm3016987	Proteasome Macropain subunit	5
23320547	10.1021/jm3016987	Proteasome Macropain subunit MB1	4
23320547	10.1021/jm3016987	Proteasome component C5	3

Data from ChEMBL 36 via Core Engine