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Compound Detail

CHEMBL477147

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O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)/C=C/c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL477147
Phase Preclinical
Structure Type MOL
InChI Key GLPMVVAUDLVTNQ-QENTWVPSSA-N
7
Targets
10
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

433.5
MW (Da)
1.64
ALogP
4
HBA
3
HBD
104.4
PSA (Ų)
0.39
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H27N3O4
MW 433.51
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness 0.45

Activity Summary

EC50 8 meas. best 7.1
IC50 2 meas. best 5.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
enterovirus D68
CHEMBL613204
 EC50 7.1 7.1 80.0 1
Enterovirus A71
CHEMBL612436
 EC50 7.02 6.51 96.0 3
rhinovirus B14
CHEMBL613759
 EC50 5.92 5.92 1190.0 1
Coxsackievirus A21
CHEMBL613553
 EC50 5.76 5.76 1730.0 1
Unchecked
CHEMBL612545
 IC50 5.42 5.38 3810.0 2
rhinovirus A2
CHEMBL612678
 EC50 5.18 5.18 6600.0 1
Coxsackievirus B3
CHEMBL613554
 EC50 4.8 4.8 15870.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
enterovirus D68 EC50 = 80.0 nM 7.1 Antiviral activity against Human enterovirus 68 infected in HeLa cells assessed ... 33872498
Enterovirus A71 EC50 = 96.0 nM 7.02 Antiviral activity against Human enterovirus 71 in human rhabdomyosarcoma cells ... 18583140
Enterovirus A71 EC50 = 100.0 nM 7.0 Antiviral activity against Human enterovirus 71 BrCr infected in human RD cells ... 33872498
rhinovirus B14 EC50 = 1190.0 nM 5.92 Antiviral activity against wild type Human rhinovirus B14 infected in HeLa cells... 33872498
Coxsackievirus A21 EC50 = 1730.0 nM 5.76 Antiviral activity against Human coxsackievirus A21 infected in HeLa cells asses... 33872498
Enterovirus A71 EC50 = 3070.0 nM 5.51 Antiviral activity against EV71 pseudotype virus infected in human Rhabdomyosarc... 26571192
Unchecked IC50 = 3810.0 nM 5.42 Inhibition of EV71 protease 3C using NMA-IEALFQGPPK(DNP)FR as substrate preincub... 26571192
Unchecked IC50 = 4570.0 nM 5.34 Inhibition of Human enterovirus 71 3C-like protease expressed in Escherichia col... 33872498
rhinovirus A2 EC50 = 6600.0 nM 5.18 Antiviral activity against wild type Rhinovirus-A02 infected in HeLa cells asses... 33872498
Coxsackievirus B3 EC50 = 15870.0 nM 4.8 Antiviral activity against Human coxsackievirus B3 infected in Vero cells assess... 33872498

Literature References

PubMed DOI Target Context # Activities
18583140 10.1016/j.bmc.2008.06.015 RD 1
18583140 10.1016/j.bmc.2008.06.015 Enterovirus A71 1
18583140 10.1016/j.bmc.2008.06.015 Unchecked 1
26571192 10.1021/acs.jmedchem.5b01013 Unchecked 1
26571192 10.1021/acs.jmedchem.5b01013 Enterovirus A71 1
26571192 10.1021/acs.jmedchem.5b01013 ADMET 1
33872498 10.1021/acs.jmedchem.0c02258 rhinovirus A2 1
33872498 10.1021/acs.jmedchem.0c02258 rhinovirus B14 1
33872498 10.1021/acs.jmedchem.0c02258 Unchecked 1
33872498 10.1021/acs.jmedchem.0c02258 Enterovirus A71 1
33872498 10.1021/acs.jmedchem.0c02258 RD 1
33872498 10.1021/acs.jmedchem.0c02258 enterovirus D68 1
33872498 10.1021/acs.jmedchem.0c02258 Coxsackievirus A21 1
33872498 10.1021/acs.jmedchem.0c02258 Coxsackievirus B3 1

Data from ChEMBL 36 via Core Engine