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Compound Detail

CHEMBL2315036

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CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC1CCNC1=O)C(O)S(=O)(=O)[O-].[Na+]

Basic Information

ChEMBL ID CHEMBL2315036
Phase Preclinical
Structure Type MOL
InChI Key BSPJDKCMFIPBAW-JPBGFCRCSA-M
Parent Compound CHEMBL2365410
Active Moiety CHEMBL2365410
7
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

485.6
MW (Da)
0.54
ALogP
7
HBA
5
HBD
171.1
PSA (Ų)
0.28
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H30N3NaO8S
MW 507.54
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness 0.25

Activity Summary

IC50 15 meas. best 9.3
EC50 5 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 9.3 8.23 0.5 3
Replicase polyprotein 1ab
CHEMBL4523582
IC50 8.0 7.3267 10.0 9
Feline infectious peritonitis virus
CHEMBL2367270
EC50 7.4 7.4 40.0 1
SARS-CoV-2
CHEMBL4303835
EC50 6.12 5.745 760.0 2
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
EC50 6.05 6.05 900.0 1
Murine hepatitis virus
CHEMBL613733
EC50 5.96 5.96 1100.0 1
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
IC50 5.8 5.8 1600.0 1
SARS-CoV
CHEMBL4303836
IC50 5.66 5.66 2200.0 1
SARS-CoV-2
CHEMBL4303835
IC50 5.62 5.62 2400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.5 nM 9.3 Inhibition of SARS-Cov-2 M pro expressed in Escherichia coli cells BL21(DE3) pre... 36332546
Unchecked IC50 = 0.7 nM 9.15 Inhibition of MERS-Cov M pro expressed in Escherichia coli cells BL21(DE3) prein... 36332546
Replicase polyprotein 1ab IC50 = 10.0 nM 8.0 Inhibition of recombinant His-tagged SAR-CoV-2 Main protease expressed in Escher... 38508325
Replicase polyprotein 1ab IC50 = 11.0 nM 7.96 Inhibition of recombinant His-tagged SAR-CoV-2 Main protease expressed in Escher... 38508325
Replicase polyprotein 1ab IC50 = 13.0 nM 7.89 Inhibition of recombinant SARS-CoV-2 Native Main protease expressed in Escherich... 38508325
Replicase polyprotein 1ab IC50 = 14.0 nM 7.85 Inhibition of recombinant SARS-CoV-2 Native Main protease expressed in Escherich... 38508325
Replicase polyprotein 1ab IC50 = 20.0 nM 7.7 Inhibition of C-terminal His-tagged SARS-CoV-2 PLpro BetaCoV/Wuhan/WIV04/2019 ex... 38967785
Replicase polyprotein 1ab IC50 = 30.0 nM 7.52 Inhibition of SARS-CoV-2 main protease by FRET assay 38967785
Feline infectious peritonitis virus EC50 = 40.0 nM 7.4 Antiviral activity against FIPV by cell based assay 35604326
Replicase polyprotein 1ab IC50 = 190.0 nM 6.72 Inhibition of SARS-CoV-2 3CL protease measured after 10 mins by FRET assay 36760740
Replicase polyprotein 1ab IC50 = 570.23 nM 6.24 Inhibition of recombinant SARS-CoV-2 main protease using DABCYL-KTSAVLQSGFRKME-E... 38232463
Unchecked IC50 = 570.0 nM 6.24 Inhibition of SARS CoV-2 main protease using DABCYL-KTSAVLQ1SGFRKM-E(EDANS)-NH2 ... 34571172
SARS-CoV-2 EC50 = 760.0 nM 6.12 Antiviral activity against SARS-CoV-2 strain BetaCov/Belgium/GHB-03021/2020 infe... 36332546
Replicase polyprotein 1ab IC50 = 880.0 nM 6.06 Inhibition of SARS CoV-2 main protease 36893625
Middle East respiratory syndrome-related coronavirus EC50 = 900.0 nM 6.05 Antiviral activity against MERS-CoV by cell based assay 35604326
Murine hepatitis virus EC50 = 1100.0 nM 5.96 Antiviral activity against MHV by cell based assay 35604326
Middle East respiratory syndrome-related coronavirus IC50 = 1600.0 nM 5.8 Antiviral activity against MERS-CoV by enzymatic assay 35604326
SARS-CoV IC50 = 2200.0 nM 5.66 Antiviral activity against SARS-CoV by enzymatic assay 35604326
SARS-CoV-2 IC50 = 2400.0 nM 5.62 Antiviral activity against SARS-CoV-2 by enzymatic assay 35604326
SARS-CoV-2 EC50 = 4320.0 nM 5.37 Antiviral activity against SARS-CoV-2 strain BetaCov/Belgium/GHB-03021/2020 infe... 36332546

Literature References

PubMed DOI Target Context # Activities
38508325 10.1016/j.bmcl.2024.129706 Replicase polyprotein 1ab 4
23218713 10.1016/j.bmcl.2012.11.026 No relevant target 2
38967785 10.1021/acs.jmedchem.4c00384 Replicase polyprotein 1ab 2
36332546 10.1016/j.ejmech.2022.114853 SARS-CoV-2 2
36332546 10.1016/j.ejmech.2022.114853 Unchecked 2
35604326 10.1021/acs.jmedchem.2c00123 SARS-CoV-2 2
35604326 10.1021/acs.jmedchem.2c00123 Middle East respiratory syndrome-related coronavirus 2
35604326 10.1021/acs.jmedchem.2c00123 SARS-CoV 1
35604326 10.1021/acs.jmedchem.2c00123 Murine hepatitis virus 1
35604326 10.1021/acs.jmedchem.2c00123 Feline infectious peritonitis virus 1
34571172 10.1016/j.ejmech.2021.113863 Unchecked 1
23218713 10.1016/j.bmcl.2012.11.026 Unchecked 1
36332546 10.1016/j.ejmech.2022.114853 Vero C1008 1
36332546 10.1016/j.ejmech.2022.114853 ADMET 1
36760740 10.1039/d2md00344a Replicase polyprotein 1ab 1
36893625 10.1016/j.ejmech.2023.115226 Replicase polyprotein 1ab 1
23218713 10.1016/j.bmcl.2012.11.026 NON-PROTEIN TARGET 1
23218713 10.1016/j.bmcl.2012.11.026 ADMET 1
38232463 10.1016/j.ejmech.2024.116128 Replicase polyprotein 1ab 1
38310976 10.1016/j.bmcl.2024.129642 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine