Compound Detail

CHEMBL286722

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C=O)Cc1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL286722
Phase	Preclinical
Structure Type	MOL
InChI Key	NGBKFLTYGSREKK-PMACEKPBSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

382.5

MW (Da)

2.86

ALogP

HBA

HBD

84.5

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C22H26N2O4
MW	382.46
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-0.02

Activity Summary

Ki 6 meas. best 10.31

IC50 5 meas. best 8.6

EC50 3 meas. best 7.51

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Procathepsin L CHEMBL3837	Ki	10.31	10.31	0.0	1
Procathepsin L CHEMBL3837	IC50	8.6	8.6	2.5	1
Calpain-1 catalytic subunit CHEMBL3891	Ki	8.1	8.1	8.0	1
Calpain-1 catalytic subunit CHEMBL4062	Ki	8.0	8.0	10.0	1
Unchecked CHEMBL612545	Ki	8.0	8.0	10.0	1
Cathepsin B CHEMBL4072	Ki	7.62	7.62	24.0	1
SARS-CoV-2 CHEMBL4303835	EC50	7.51	6.3667	30.6	3
Calpain 1 CHEMBL2111357	IC50	7.4	7.4	40.0	1
Calpain-1 catalytic subunit CHEMBL3891	IC50	6.52	6.52	300.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.69	4.595	20400.0	2
Chymotrypsinogen A CHEMBL3314	Ki	4.27	4.27	54000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Procathepsin L	Ki	=	0.049	nM	10.31	Inhibition of Cathepsin L (unknown origin) assessed as inhibition constant using...	38630165
Procathepsin L	IC50	=	2.5	nM	8.6	Inhibition of recombinant human CTSL-mediated substrate cleavage	36857133
Calpain-1 catalytic subunit	Ki	=	8.0	nM	8.1	Inhibitory activity against recombinant human Calpain-I receptor	9667954
Unchecked	Ki	=	10.0	nM	8.0	Inhibition of Calpain	2296008
Calpain-1 catalytic subunit	Ki	=	10.0	nM	8.0	Inhibition of mu-calpain in porcine erythrocyte using Suc-Leu-Tyr-AMC as substra...	32199690
Cathepsin B	Ki	=	24.0	nM	7.62	Inhibitory activity against cathepsin B receptor in human liver	9667954
SARS-CoV-2	EC50	=	30.6	nM	7.51	Antiviral activity against SARS CoV-2 GFP infected in african green monkey Vero ...	38630165
Calpain 1	IC50	=	40.0	nM	7.4	Inhibition of Calpain 1 by [3H]acetyl-casein assay	-
Calpain-1 catalytic subunit	IC50	=	300.0	nM	6.52	Inhibition of intracellular Calpain-I receptor using intact cell assay system	9667954
SARS-CoV-2	EC50	=	1560.0	nM	5.81	Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c...	37981443
SARS-CoV-2	EC50	=	1651.0	nM	5.78	Antiviral activity against SARS CoV-2 GFP infected in african green monkey Vero ...	38630165
Trypanosoma cruzi	IC50	=	20400.0	nM	4.69	Antitrypanosomal activity against bloodstream Trypanosoma cruzi Y strain trypoma...	34419821
Trypanosoma cruzi	IC50	=	31700.0	nM	4.5	Antitrypanosomal activity against Trypanosoma cruzi Dm28c epimastigotes assessed...	34419821
Chymotrypsinogen A	Ki	=	54000.0	nM	4.27	Inhibition of alpha-chymotrypsin	2296008

Literature References

PubMed	DOI	Target Context	# Activities
9667954	10.1021/jm980035y	Calpain-1 catalytic subunit	2
38630165	10.1021/acs.jmedchem.3c02351	Procathepsin L	2
38630165	10.1021/acs.jmedchem.3c02351	SARS-CoV-2	2
34419821	10.1016/j.bmc.2021.116365	Trypanosoma cruzi	2
9667954	10.1021/jm980035y	Prothrombin	1
9667954	10.1021/jm980035y	Chymotrypsinogen A	1
2296008	10.1021/jm00163a002	Unchecked	1
2296008	10.1021/jm00163a002	Chymotrypsinogen A	1
32199690	10.1016/j.bmc.2020.115433	Calpain-1 catalytic subunit	1
32199690	10.1016/j.bmc.2020.115433	A-375	1
32199690	10.1016/j.bmc.2020.115433	B16-F1	1
32199690	10.1016/j.bmc.2020.115433	PC-3	1
33191083	10.1016/j.bmc.2020.115860	Replicase polyprotein 1ab	1
34419821	10.1016/j.bmc.2021.116365	Leishmania amazonensis	1
9667954	10.1021/jm980035y	Cathepsin B	1
36857133	10.1021/acs.jmedchem.2c01229	Procathepsin L	1
37981443	10.1016/j.ejmech.2023.115923	SARS-CoV-2	1
9667954	10.1021/jm980035y	Calpain-2 catalytic subunit	1
-	10.1016/0960-894X(95)00042-R	Calpain 1	1

Data from ChEMBL 36 via Core Engine