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Compound Detail

CHEMBL5076204

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O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)c1cc2ccccc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5076204
Phase Preclinical
Structure Type MOL
InChI Key BRFDPJYHCJVJEP-ZJOUEHCJSA-N
9
Targets
15
Activities
2
Assay Types
19
PK Parameters
17
Publications
0
Known Names

Molecular Properties

446.5
MW (Da)
1.72
ALogP
4
HBA
4
HBD
120.2
PSA (Ų)
0.37
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 C25H26N4O4
MW 446.51
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness 0.13

Activity Summary

EC50 10 meas. best 7.52
IC50 5 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 7.52 7.5033 30.0 3
Enterovirus A71
CHEMBL612436
 EC50 7.52 7.52 30.0 1
enterovirus D68
CHEMBL613204
 EC50 7.52 7.52 30.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 7.48 6.775 33.0 4
Unchecked
CHEMBL612545
 IC50 7.47 6.55 34.0 2
Coxsackievirus A21
CHEMBL613553
 EC50 6.37 6.37 430.0 1
rhinovirus B14
CHEMBL613759
 EC50 6.09 6.09 810.0 1
rhinovirus A2
CHEMBL612678
 EC50 5.79 5.79 1620.0 1
Coxsackievirus B3
CHEMBL613554
 EC50 5.38 5.38 4190.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 15952.0 ng.hr.mL-1 Mus musculus
AUC 3568.0 ng.hr.mL-1 Mus musculus
AUC 1732.0 ng.hr.mL-1 Mus musculus
AUC 16080.0 ng.hr.mL-1 Mus musculus
AUC 3579.0 ng.hr.mL-1 Mus musculus
AUC 1745.0 ng.hr.mL-1 Mus musculus
CL 48.0 mL.min-1.kg-1 Mus musculus
Cmax 32630.85 nM Mus musculus
Cmax 6185.75 nM Mus musculus
F 230.0 % Mus musculus
F 206.0 % Mus musculus
MRT 1.69 hr Mus musculus
MRT 1.34 hr Mus musculus
MRT 1.42 hr Mus musculus
T1/2 5.36 hr Mus musculus
T1/2 4.96 hr Mus musculus
T1/2 5.85 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 0.58 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Enterovirus A71 EC50 = 30.0 nM 7.52 Antiviral activity against Human enterovirus 71 BrCr infected in human RD cells ... 33872498
enterovirus D68 EC50 = 30.0 nM 7.52 Antiviral activity against Human enterovirus 68 infected in HeLa cells assessed ... 33872498
Replicase polyprotein 1ab IC50 = 30.0 nM 7.52 Inhibition of full length GST-tagged SARS-CoV-2 Main protease expressed in Esche... 37244162
Replicase polyprotein 1ab IC50 = 30.0 nM 7.52 Inhibition of 2019-nCoV-2 3CLp using fluorescent substrate by FRET assay 38048696
SARS-CoV-2 EC50 = 33.0 nM 7.48 Antiviral activity against SARS-CoV-2 Omicron assessed as reduction of viral gro... 37229831
Unchecked IC50 = 34.0 nM 7.47 Inhibition of SARS-CoV2 3C-like protease expressed in Escherichia coli BL21 (DE3... 33872498
Replicase polyprotein 1ab IC50 = 34.0 nM 7.47 Inhibition of SARS-CoV-2 MPro 36857133
SARS-CoV-2 EC50 = 290.0 nM 6.54 Antiviral activity against SARS Cov-2 infected in Vero E6 cells assessed as redu... 33872498
SARS-CoV-2 EC50 = 290.0 nM 6.54 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 36857133
SARS-CoV-2 EC50 = 290.0 nM 6.54 Antiviral activity against SARS CoV-2 nCoV-2019BetaCoV/Wuhan/WIV04/2019 infected... 37244162
Coxsackievirus A21 EC50 = 430.0 nM 6.37 Antiviral activity against Human coxsackievirus A21 infected in HeLa cells asses... 33872498
rhinovirus B14 EC50 = 810.0 nM 6.09 Antiviral activity against wild type Human rhinovirus B14 infected in HeLa cells... 33872498
rhinovirus A2 EC50 = 1620.0 nM 5.79 Antiviral activity against wild type Rhinovirus-A02 infected in HeLa cells asses... 33872498
Unchecked IC50 = 2360.0 nM 5.63 Inhibition of Human enterovirus 71 3C-like protease expressed in Escherichia col... 33872498
Coxsackievirus B3 EC50 = 4190.0 nM 5.38 Antiviral activity against Human coxsackievirus B3 infected in Vero cells assess... 33872498

Literature References

PubMed DOI Target Context # Activities
33872498 10.1021/acs.jmedchem.0c02258 ADMET 20
33872498 10.1021/acs.jmedchem.0c02258 Unchecked 2
33872498 10.1021/acs.jmedchem.0c02258 Coxsackievirus B3 1
38048696 10.1016/j.ejmech.2023.115979 Replicase polyprotein 1ab 1
37244162 10.1016/j.ejmech.2023.115491 SARS-CoV-2 1
37244162 10.1016/j.ejmech.2023.115491 Replicase polyprotein 1ab 1
37229831 10.1016/j.ejmech.2023.115503 SARS-CoV-2 1
36857133 10.1021/acs.jmedchem.2c01229 SARS-CoV-2 1
36857133 10.1021/acs.jmedchem.2c01229 Replicase polyprotein 1ab 1
33872498 10.1021/acs.jmedchem.0c02258 Vero C1008 1
33872498 10.1021/acs.jmedchem.0c02258 SARS-CoV-2 1
33872498 10.1021/acs.jmedchem.0c02258 Coxsackievirus A21 1
33872498 10.1021/acs.jmedchem.0c02258 enterovirus D68 1
33872498 10.1021/acs.jmedchem.0c02258 RD 1
33872498 10.1021/acs.jmedchem.0c02258 Enterovirus A71 1
33872498 10.1021/acs.jmedchem.0c02258 rhinovirus B14 1
33872498 10.1021/acs.jmedchem.0c02258 rhinovirus A2 1

Data from ChEMBL 36 via Core Engine