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Compound Detail

CHEMBL318779

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CSCC[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 CHEMBL318779
Phase Preclinical
Structure Type BOTH
InChI Key RJWLAIMXRBDUMH-ULQDDVLXSA-N
7
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

401.6
MW (Da)
1.50
ALogP
5
HBA
3
HBD
104.4
PSA (Ų)
0.41
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H35N3O4S
MW 401.57
Aromatic Rings 0
Heavy Atoms 27
NP-Likeness 0.17

Activity Summary

IC50 12 meas. best 7.64
EC50 6 meas. best 6.31
Ki 1 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Calpain-1 catalytic subunit
CHEMBL3891
 IC50 7.64 7.64 23.0 1
Unchecked
CHEMBL612545
 Ki 6.4 6.4 400.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 6.31 5.775 490.0 4
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 6.06 5.77 870.0 5
SARS-CoV
CHEMBL4303836
 EC50 5.68 5.68 2070.0 1
Unchecked
CHEMBL612545
 EC50 5.68 5.68 2070.0 1
Calpain-9
CHEMBL4523126
 IC50 5.48 5.48 3320.0 1
Unchecked
CHEMBL612545
 IC50 5.28 5.1225 5200.0 4
Human rhinovirus sp.
CHEMBL612470
 IC50 4.62 4.62 23700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Calpain-1 catalytic subunit IC50 = 23.0 nM 7.64 Inhibitory activity evaluated against recombinant human calpain 1 -
Unchecked Ki = 400.0 nM 6.4 Inhibition of SARS-CoV-2 main protease expressed in expressed in BL21(DE3) Esche... 32738988
SARS-CoV-2 EC50 = 490.0 nM 6.31 Antiviral activity against SARS-CoV-2 USA-WA1/2020 infected in African green mon... 34355175
Replicase polyprotein 1ab IC50 = 870.0 nM 6.06 Inhibition of SARS-CoV-2 main protease BetaCoV/Wuhan/WIV04/2019 expressed in Esc... 38518735
Replicase polyprotein 1ab IC50 = 970.0 nM 6.01 Inhibition of SARS-CoV-2 main protease by cell based assay 38967785
Replicase polyprotein 1ab IC50 = 970.0 nM 6.01 Inhibition of SARS CoV-2 Main protease expressed in Escherichia coli BL21(DE3) b... 34798775
Replicase polyprotein 1ab IC50 = 2000.0 nM 5.7 Inhibition of 6his/TEV-fused GST tagged SARS-CoV-2 MPro (1 to 306 residues) expr... 36651644
SARS-CoV-2 EC50 = 2070.0 nM 5.68 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 37244162
SARS-CoV EC50 = 2070.0 nM 5.68 Antiviral activity against SARS CoV USA-WA1/2020 infected in African green monke... 34798775
SARS-CoV-2 EC50 = 2070.0 nM 5.68 Antiviral activity against SARS-CoV-2 USA-WA1/2020 infected in African green mon... 36169610
Unchecked EC50 = 2070.0 nM 5.68 Inhibition of SARS-CoV-2 main protease expressed in expressed in BL21(DE3) Esche... 32738988
Calpain-9 IC50 = 3320.0 nM 5.48 Inhibition of human recombinant mini-CAPN9 pre-incubated for 10 mins before calp... -
SARS-CoV-2 EC50 = 3700.0 nM 5.43 Antiviral activity against SARS-CoV-2 USA-WA1/2020 infected in African green mon... 36169610
Unchecked IC50 = 5250.0 nM 5.28 Inhibition of chymotrypsin-like activity of human 20S proteasome 18562200
Unchecked IC50 = 5200.0 nM 5.28 Inhibition of chymotrypsin-like activity of 20S proteasome 21388808
Unchecked IC50 = 5250.0 nM 5.28 Inhibition of human 20S proteasome chymotrypsin-like activity using Suc-Leu-Leu-... 21856154
Replicase polyprotein 1ab IC50 = 8600.0 nM 5.07 Inhibition of SARS-CoV-2 BetaCoV/Wuhan/WIV04/2019 Main protease expressed in Esc... 36169610
Unchecked IC50 = 22500.0 nM 4.65 Inhibition of caspase-like activity of human 20S proteasome 18562200
Human rhinovirus sp. IC50 = 23700.0 nM 4.62 Antiviral activity against human rhinovirus-14 in HeLa cells -

Literature References

PubMed DOI Target Context # Activities
18562200 10.1016/j.bmc.2008.05.078 Unchecked 3
32738988 10.1016/j.bmcl.2020.127377 Unchecked 2
36169610 10.1021/acs.jmedchem.2c01005 SARS-CoV-2 2
34355175 10.1039/D1MD00066G SARS-CoV-2 1
38518735 10.1016/j.bmc.2023.117577 Replicase polyprotein 1ab 1
34798775 10.1021/acs.jmedchem.1c00409 Vero 1
34798775 10.1021/acs.jmedchem.1c00409 Caco-2 1
34798775 10.1021/acs.jmedchem.1c00409 MDCK 1
34798775 10.1021/acs.jmedchem.1c00409 A549 1
34798775 10.1021/acs.jmedchem.1c00409 SARS-CoV 1
34798775 10.1021/acs.jmedchem.1c00409 Replicase polyprotein 1ab 1
36651644 10.1021/acs.jnatprod.2c00843 Replicase polyprotein 1ab 1
36169610 10.1021/acs.jmedchem.2c01005 Replicase polyprotein 1ab 1
- 10.1016/S0960-894X(96)00537-9 Human rhinovirus sp. 1
35427739 10.1016/j.bmcl.2022.128732 Replicase polyprotein 1ab 1
21856154 10.1016/j.bmcl.2011.07.072 Unchecked 1
21388808 10.1016/j.bmcl.2011.02.041 Unchecked 1
18391949 10.1038/nchembio.79 COS-7 1
18391949 10.1038/nchembio.79 HeLa 1
- 10.1016/S0960-894X(97)00063-2 Calpain-1 catalytic subunit 1

Data from ChEMBL 36 via Core Engine