Compound Detail

CHEMBL304784

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CCCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL304784
Phase	Preclinical
Structure Type	BOTH
InChI Key	FMYKJLXRRQTBOR-BZSNNMDCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

383.5

MW (Da)

1.94

ALogP

HBA

HBD

104.4

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Protein
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C20H37N3O4
MW	383.53
Aromatic Rings	0
Heavy Atoms	27
NP-Likeness	0.49

Activity Summary

IC50 11 meas. best 6.87

EC50 4 meas. best 8.36

Ki 3 meas. best 10.19

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Procathepsin L CHEMBL3837	Ki	10.19	10.19	0.1	1
SARS-CoV-2 CHEMBL4303835	EC50	8.36	6.6475	4.4	4
Unchecked CHEMBL612545	IC50	6.87	5.61	136.0	2
Cathepsin B CHEMBL4072	Ki	6.82	6.82	150.0	1
Proteasome CHEMBL612443	IC50	6.82	5.82	150.0	2
Calpain-1 catalytic subunit CHEMBL4062	Ki	6.72	6.72	190.0	1
Plasmodium falciparum CHEMBL364	IC50	6.19	6.19	640.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	6.01	5.3833	970.0	3
L1210 CHEMBL386	IC50	5.52	5.52	3000.0	1
Calpain 1 CHEMBL2111357	IC50	5.16	5.16	7000.0	1
B16 CHEMBL381	IC50	4.84	4.84	14500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Procathepsin L	Ki	=	0.0645	nM	10.19	Inhibition of Cathepsin L (unknown origin) assessed as inhibition constant using...	38630165
SARS-CoV-2	EC50	=	4.4	nM	8.36	Antiviral activity against SARS CoV-2 GFP infected in african green monkey Vero ...	38630165
Unchecked	IC50	=	136.0	nM	6.87	Inhibition of CAPN5 G267S mutant (unknown origin) using DABCYL-TPLKSPPPSPR-EDANS...	-
Cathepsin B	Ki	=	150.0	nM	6.82	Inhibition of human liver cathepsin B	18694642
Proteasome	IC50	=	150.0	nM	6.82	Inhibition of chymotrypsin-like activity of 20S proteasome	9871656
Calpain-1 catalytic subunit	Ki	=	190.0	nM	6.72	Inhibition of pig erythrocyte mu-calpain	18694642
SARS-CoV-2	EC50	=	198.0	nM	6.7	Antiviral activity against SARS CoV-2 GFP infected in african green monkey Vero ...	38630165
Plasmodium falciparum	IC50	=	640.0	nM	6.19	Antimalarial activity against Plasmodium falciparum FCR-3 infected in erythrocyt...	23357632
SARS-CoV-2	EC50	=	960.0	nM	6.02	Antiviral activity against SARS-CoV-2 Omicron B.1.351 Beta infected in human Huh...	37981443
Replicase polyprotein 1ab	IC50	=	970.0	nM	6.01	Inhibition of C-terminal His-tagged SARS-CoV-2 BetaCoV/Wuhan/WIV04/2019 Main pro...	36169610
L1210	IC50	=	3000.0	nM	5.52	Inhibitory concentration of the compound was determined against L1210 cells	15634028
SARS-CoV-2	EC50	=	3120.0	nM	5.51	Inhibition of SARS-CoV-2 pseudovirus entry in human Huh-7 cells preincubated wit...	37981443
Calpain 1	IC50	=	7000.0	nM	5.16	Inhibitory activity against Calpain I	9871656
Replicase polyprotein 1ab	IC50	=	8600.0	nM	5.07	Inhibition of SARS-CoV-2 MPro	33191083
Replicase polyprotein 1ab	IC50	=	8590.14	nM	5.07	Inhibition of SARS-CoV-2 MPro	33191083
B16	IC50	=	14500.0	nM	4.84	Inhibitory concentration of the compound was determined against melanoma B16 cel...	15634028
Proteasome	IC50	=	15000.0	nM	4.82	Inhibitory effect on 20S proteasome chymotrypsin-like activity	15634028
Unchecked	IC50	=	45000.0	nM	4.35	Inhibitory concentration against peptidyl-glutamyl peptide hydrolase activity	15634028

Literature References

PubMed	DOI	Target Context	# Activities
18024584	10.1073/pnas.0709695104	H4	11
16680159	10.1038/nchembio790	Unchecked	5
33191083	10.1016/j.bmc.2020.115860	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL5724709	U2OS	2
-	10.6019/CHEMBL3301361	No relevant target	2
15634028	10.1021/jm049455f	B16	2
37981443	10.1016/j.ejmech.2023.115923	SARS-CoV-2	2
15634028	10.1021/jm049455f	Unchecked	2
38630165	10.1021/acs.jmedchem.3c02351	SARS-CoV-2	2
-	10.6019/CHEMBL5724709	HEK-293T	2
38630165	10.1021/acs.jmedchem.3c02351	Procathepsin L	2
-	10.6019/CHEMBL5724709	Fibroblast	2
18694642	10.1016/j.bmcl.2008.07.094	Unchecked	1
8621716	10.1074/jbc.271.6.3163	ATP-dependent translocase ABCB1	1
16680159	10.1038/nchembio790	PC-3	1
16680159	10.1038/nchembio790	Cofilin-1	1
-	10.6019/CHEMBL5724796	Bromodomain-containing protein 4	1
18694642	10.1016/j.bmcl.2008.07.094	Calpain-1 catalytic subunit	1
15634028	10.1021/jm049455f	Calpain-1 catalytic subunit	1
15634028	10.1021/jm049455f	L1210	1

Data from ChEMBL 36 via Core Engine