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Compound Detail

CHEMBL5270743

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O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)COc1ccc(Cl)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5270743
Phase Preclinical
Structure Type MOL
InChI Key HKJKOHDJUKCNRG-ZEAPZOAHSA-N
3
Targets
18
Activities
2
Assay Types
5
PK Parameters
18
Publications
0
Known Names

Molecular Properties

496.4
MW (Da)
2.21
ALogP
5
HBA
2
HBD
104.8
PSA (Ų)
0.54
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H27Cl2N3O5
MW 496.39
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness -0.08

Activity Summary

EC50 10 meas. best 8.96
IC50 8 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SARS-CoV-2
CHEMBL4303835
 EC50 8.96 6.7067 1.1 9
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 7.8 7.7171 16.0 7
Unchecked
CHEMBL612545
 IC50 7.76 7.76 17.2 1
Replicase polyprotein 1ab
CHEMBL4523582
 EC50 6.19 6.19 650.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 17.1 mL.min-1.kg-1 Rattus norvegicus
F 11.2 % Rattus norvegicus
F 76.2 % Rattus norvegicus
F 14.6 % Rattus norvegicus
T1/2 3.88 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SARS-CoV-2 EC50 = 1.1 nM 8.96 Antiviral activity against SARS-CoV-2 infected in human HPAEpiC cells assessed a... 36857133
Replicase polyprotein 1ab IC50 = 16.0 nM 7.8 Inhibition of recombinant SARS-CoV-2 3CLp using fluorogenic substrate by micropl... 38048696
Replicase polyprotein 1ab IC50 = 17.0 nM 7.77 Inhibition of SARS-CoV-2 Main protease expressed in Escherichia coli BL21 (DE3) ... 37517202
Replicase polyprotein 1ab IC50 = 17.0 nM 7.77 Inhibition of recombinant SARS CoV-2 main protease extracted from Escherichia co... 37944867
Replicase polyprotein 1ab IC50 = 17.2 nM 7.76 Inhibition of SARS-CoV-2 MPro 36857133
Unchecked IC50 = 17.2 nM 7.76 Inhibition of SARS-Cov-2 M pro expressed in Escherichia coli cells BL21(DE3) pre... 36332546
Replicase polyprotein 1ab IC50 = 17.2 nM 7.76 Inhibition of SARS CoV-2 Main protease incubated for 10 min by FRET assay 34798775
Replicase polyprotein 1ab IC50 = 17.2 nM 7.76 Inhibition of SARS-CoV-2 Main protease 36169610
SARS-CoV-2 EC50 = 31.0 nM 7.51 Antiviral activity against SARS-CoV-2 infected in human Huh-7 cells assessed as ... 36857133
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of His/SUMO tagged SARS-CoV-2 main protease transfected in Escherichi... 37561993
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS CoV-2 strain 107 infected in African green monke... 37517202
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS-CoV-2 107 infected in Vero E6 cells assessed as ... 37944867
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 38048696
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS-CoV-2 strain 107 infected in African green monke... 37992202
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 36857133
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS CoV-2 strain 107 infected in African green monke... 34798775
SARS-CoV-2 EC50 = 540.0 nM 6.27 Antiviral activity against SARS-CoV-2 107 infected in African green monkey Vero ... 36169610
Replicase polyprotein 1ab EC50 = 650.0 nM 6.19 Inhibition of eGFP-fused SARS-CoV-2 main protease transfected in HEK293T/17 cell... 37561993

Literature References

PubMed DOI Target Context # Activities
36857133 10.1021/acs.jmedchem.2c01229 SARS-CoV-2 3
37244162 10.1016/j.ejmech.2023.115491 ADMET 3
37561993 10.1021/acs.jmedchem.3c00221 Replicase polyprotein 1ab 2
37517202 10.1016/j.ejmech.2023.115657 SARS-CoV-2 1
36169610 10.1021/acs.jmedchem.2c01005 Replicase polyprotein 1ab 1
37517202 10.1016/j.ejmech.2023.115657 Replicase polyprotein 1ab 1
37944867 10.1016/j.bmcl.2023.129547 SARS-CoV-2 1
37944867 10.1016/j.bmcl.2023.129547 Replicase polyprotein 1ab 1
38048696 10.1016/j.ejmech.2023.115979 ADMET 1
38048696 10.1016/j.ejmech.2023.115979 Replicase polyprotein 1ab 1
38048696 10.1016/j.ejmech.2023.115979 SARS-CoV-2 1
37992202 10.1021/acs.jmedchem.3c01876 SARS-CoV-2 1
36857133 10.1021/acs.jmedchem.2c01229 Replicase polyprotein 1ab 1
36332546 10.1016/j.ejmech.2022.114853 Unchecked 1
34798775 10.1021/acs.jmedchem.1c00409 ADMET 1
34798775 10.1021/acs.jmedchem.1c00409 SARS-CoV-2 1
34798775 10.1021/acs.jmedchem.1c00409 Replicase polyprotein 1ab 1
36169610 10.1021/acs.jmedchem.2c01005 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine