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Compound Detail

CHEMBL463590

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O=C(O)/C(O)=C/C(=O)C1(Cc2ccc(Cl)cc2)CCN(Cc2ccccc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL463590
Phase Preclinical
Structure Type MOL
InChI Key DGJZJCIAWLMRBY-ZHZULCJRSA-N
5
Targets
27
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

413.9
MW (Da)
4.26
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.52
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H24ClNO4
MW 413.90
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.23

Activity Summary

IC50 18 meas. best 7.58
EC50 8 meas. best 6.46
Ki 1 meas. best 7.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.58 6.4414 26.0 7
Polymerase acidic protein
CHEMBL1169598
 Ki 7.05 7.05 90.0 1
Polymerase acidic protein
CHEMBL1169598
 IC50 6.46 6.246 350.0 5
unidentified influenza virus
CHEMBL613128
 IC50 6.46 6.415 350.0 2
Influenza A virus
CHEMBL613740
 EC50 6.46 5.5217 350.0 6
Influenza A virus
CHEMBL613740
 IC50 6.46 6.2767 350.0 3
Polymerase acidic protein
CHEMBL3621021
 IC50 6.32 6.32 480.0 1
Polymerase acidic protein
CHEMBL1169598
 EC50 6.07 6.07 860.0 1
Unchecked
CHEMBL612545
 EC50 5.13 5.13 7400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 26.0 nM 7.58 Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben... 32883638
Polymerase acidic protein Ki = 90.0 nM 7.05 Binding affinity to PA N-terminal domain (Competitive) 22211528
Influenza A virus EC50 = 350.0 nM 6.46 Antiviral activity against Influenza A virus 31386363
Influenza A virus IC50 = 350.0 nM 6.46 Antiviral activity against Influenza A virus (A/PR8/34(H1N1)) infected in MDCK c... 26252962
Polymerase acidic protein IC50 = 350.0 nM 6.46 Inhibition of Influenza replication 8723491
unidentified influenza virus IC50 = 350.0 nM 6.46 Antiviral activity against influenza virus 19112024
Influenza A virus EC50 = 350.0 nM 6.46 Antiviral activity against influenza A virus (A/PR/8/34) infected in MDCK cells ... 28118010
Unchecked IC50 = 430.0 nM 6.37 Inhibition of Influenza A virus cap-dependent endonuclease using cap-labeled 20-... 27568084
Influenza A virus IC50 = 430.0 nM 6.37 Antiviral activity against Influenza A virus (A/Puerto Rico/8/1934(H1N1)) assess... 32883638
Polymerase acidic protein IC50 = 430.0 nM 6.37 Inhibition of Influenza A virus CEN 31386363
unidentified influenza virus IC50 = 430.0 nM 6.37 Antiviral activity against Influenza virus assessed as inhibition of viral trans... 30082105
Unchecked IC50 = 430.0 nM 6.37 Inhibition of Influenza A (A/California/04/2009) (H1N1) clinical isolate N-termi... 30351002
Polymerase acidic protein IC50 = 430.0 nM 6.37 Inhibition of influenza A virus (A/PR/8/34) PA endonuclease using ALMV cap1 prim... 28118010
Unchecked IC50 = 430.0 nM 6.37 Inhibition of Influenza A/PR/8/34 (H1N1) core RNA-dependent RNA polymerase endon... 26252962
Unchecked IC50 = 426.58 nM 6.37 Inhibition of influenza A virus RNA-dependent RNA polymerase subunit PA endonucl... 24365156
Unchecked IC50 = 430.0 nM 6.37 Inhibition of influenza A virus RNA-dependent RNA polymerase subunit PA endonucl... 24365156
Polymerase acidic protein IC50 = 430.0 nM 6.37 Inhibition of cap 1 ALMV primed Influenza transcriptase 8723491
Polymerase acidic protein IC50 = 480.0 nM 6.32 Inhibition of recombinant Influenza virus A/X-31 N-terminal RdRp PA subunit (1 t... 26288686
Polymerase acidic protein EC50 = 860.0 nM 6.07 Plaque growth inhibition 22211528
Influenza A virus IC50 = 1000.0 nM 6.0 Antiviral activity against Influenza A virus assessed as inhibition of cap depen... 22612288

Literature References

PubMed DOI Target Context # Activities
31536340 10.1021/acs.jmedchem.9b00747 Unchecked 3
26288686 10.1021/acsmedchemlett.5b00109 Influenza A virus 3
22211528 10.1021/cb200439z Polymerase acidic protein 2
8723491 10.1128/aac.40.5.1304 Polymerase acidic protein 2
24365156 10.1016/j.bmcl.2013.12.026 Unchecked 2
31386363 10.1021/acs.jmedchem.9b00861 Influenza A virus 2
31386363 10.1021/acs.jmedchem.9b00861 Polymerase acidic protein 2
27568084 10.1016/j.bmcl.2016.08.038 Unchecked 2
32883638 10.1016/j.ejmech.2020.112754 Influenza A virus 1
19112024 10.1016/j.bmc.2008.11.075 unidentified influenza virus 1
31536340 10.1021/acs.jmedchem.9b00747 MDCK 1
30082105 10.1016/j.bmc.2018.07.046 unidentified influenza virus 1
30351002 10.1021/acs.jmedchem.8b01363 Unchecked 1
28118010 10.1021/acs.jmedchem.6b01227 Influenza A virus 1
28118010 10.1021/acs.jmedchem.6b01227 Polymerase acidic protein 1
26288686 10.1021/acsmedchemlett.5b00109 HEK-293T 1
26288686 10.1021/acsmedchemlett.5b00109 MDCK 1
26288686 10.1021/acsmedchemlett.5b00109 Polymerase acidic protein 1
26252962 10.1016/j.bmc.2015.07.046 Influenza A virus 1
26252962 10.1016/j.bmc.2015.07.046 Unchecked 1

Data from ChEMBL 36 via Core Engine