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Compound Detail

CHEMBL4764751

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O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc1cccc(F)c1)NC(=O)c1cc2ccccc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4764751
Phase Preclinical
Structure Type MOL
InChI Key HCRBVFBQANEDDM-CUWPLCDZSA-N
3
Targets
28
Activities
2
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

464.5
MW (Da)
1.86
ALogP
4
HBA
4
HBD
120.2
PSA (Ų)
0.36
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H25FN4O4
MW 464.50
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.20

Activity Summary

IC50 17 meas. best 7.64
EC50 11 meas. best 6.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 7.64 7.3221 23.0 14
Unchecked
CHEMBL612545
 IC50 7.4 7.4 40.0 2
SARS-CoV-2
CHEMBL4303835
 EC50 6.44 6.17 360.0 10
SARS-CoV-2
CHEMBL4303835
 IC50 6.14 6.14 720.0 1
Replicase polyprotein 1ab
CHEMBL4523582
 EC50 6.14 6.14 720.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 41500.0 ng.hr.mL-1 Rattus norvegicus
AUC 14900.0 ng.hr.mL-1 Canis lupus familiaris
CL 21.0 mL.min-1.kg-1 Mus musculus
CL 4.01 ml/min Rattus norvegicus
CL 5.8 ml/min Canis lupus familiaris
CL 20.6 mL.min-1.kg-1 Mus musculus
F 80.0 % Mus musculus
T1/2 1.65 hr Mus musculus
T1/2 7.6 hr Rattus norvegicus
T1/2 5.5 hr Canis lupus familiaris
T1/2 1.65 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Replicase polyprotein 1ab IC50 = 23.0 nM 7.64 Inhibition of SARS-CoV-2 3CLpro preincubated for 30 mins followed by addition of... 34271072
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of recombinant SARS-COV2 main protease using Mca-AVLQ-SGFR-Lys-NH2 as... 33486200
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of recombinant SARS-CoV-2 Main protease expressed in Escherichia coli... 34355175
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of SARS-CoV2 main protease 36503248
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of N-terminal recombinant SARS CoV 2 3CL protease expressed in Escher... 33186044
Unchecked IC50 = 40.0 nM 7.4 Inhibition of SARS-CoV-2 main protease expressed in Escherichia coli using MCA-A... 34570513
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of recombinant SARS CoV-2 main protease expressed in Escherichia coli... 34271072
Unchecked IC50 = 40.0 nM 7.4 Inhibition of SARS-CoV-2 3c-like protease expressed in Escherichia coli by FRET-... 32810751
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of recombinant SARS-CoV-2 Main protease expressed in Escherichia coli... 36169610
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of SARS CoV-2 Main protease incubated for 10 min by FRET assay 34798775
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of SARS-CoV-2 3CL protease 36760740
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of SARS-CoV-2 main protease using MCA-AVLQSGFR-Lys(Dnp)-Lys-NH2 as su... 36924946
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of full length GST-tagged SARS-CoV-2 Main protease expressed in Esche... 37244162
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of 2019-nCoV-2 3CLp using fluorescent substrate by FRET assay 38048696
Replicase polyprotein 1ab IC50 = 40.0 nM 7.4 Inhibition of SARS CoV-2 main protease using MCA-AVLQSGFR-Lys(Dnp)-Lys-NH2 as su... 37944867
SARS-CoV-2 EC50 = 360.0 nM 6.44 Antiviral activity against SARS-CoV-2 WIV04 infected in African green monkey Ver... 35635946
SARS-CoV-2 EC50 = 720.0 nM 6.14 Antiviral activity against SARS-CoV-2 nCoV-2019 BetaCoV/Wuhan/WIV04/2019 infecte... 32810751
SARS-CoV-2 IC50 = 720.0 nM 6.14 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 36760740
SARS-CoV-2 EC50 = 720.0 nM 6.14 Antiviral activity against SARS-CoV-2 37944867
SARS-CoV-2 EC50 = 720.0 nM 6.14 Antiviral activity against SARS CoV-2 nCoV-2019BetaCoV/Wuhan/WIV04/2019 infected... 37244162

Literature References

PubMed DOI Target Context # Activities
34798775 10.1021/acs.jmedchem.1c00409 ADMET 6
33486200 10.1016/j.ejmech.2021.113157 Replicase polyprotein 1ab 2
34271072 10.1016/j.bmcl.2021.128263 Replicase polyprotein 1ab 2
37244162 10.1016/j.ejmech.2023.115491 ADMET 2
33186044 10.1021/acs.jmedchem.0c01140 ADMET 2
35635946 10.1016/j.ejmech.2022.114458 A549 1
36169610 10.1021/acs.jmedchem.2c01005 SARS-CoV-2 1
37944867 10.1016/j.bmcl.2023.129547 Replicase polyprotein 1ab 1
34355175 10.1039/D1MD00066G ADMET 1
34355175 10.1039/D1MD00066G SARS-CoV-2 1
34355175 10.1039/D1MD00066G Replicase polyprotein 1ab 1
36503248 10.1021/acs.jmedchem.2c00954 Replicase polyprotein 1ab 1
35635946 10.1016/j.ejmech.2022.114458 SARS-CoV-2 1
32810751 10.1016/j.ejmech.2020.112711 Unchecked 1
35635946 10.1016/j.ejmech.2022.114458 Replicase polyprotein 1ab 1
33186044 10.1021/acs.jmedchem.0c01140 Vero C1008 1
33186044 10.1021/acs.jmedchem.0c01140 Replicase polyprotein 1ab 1
33186044 10.1021/acs.jmedchem.0c01140 SARS-CoV-2 1
34570513 10.1021/acs.jmedchem.1c00566 Unchecked 1
34570513 10.1021/acs.jmedchem.1c00566 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine