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Compound Detail

CHEMBL3797928

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O=c1[nH]c(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)cc1C#Cc1ccc2c3cccc4cccc(c5cccc1c52)c43

Basic Information

ChEMBL ID CHEMBL3797928
Phase Preclinical
Structure Type MOL
InChI Key QMGZCFXCMATIAO-FKGPWWPUSA-N
10
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

518.5
MW (Da)
2.60
ALogP
7
HBA
4
HBD
124.8
PSA (Ų)
0.16
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H22N2O6
MW 518.53
Aromatic Rings 6
Heavy Atoms 39
NP-Likeness 0.48

Activity Summary

EC50 13 meas. best 8.7
IC50 10 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human alphaherpesvirus 2
CHEMBL370
IC50 8.7 8.7 2.0 1
Influenza A virus
CHEMBL613740
IC50 8.7 8.7 2.0 2
Influenza A virus
CHEMBL613740
EC50 8.7 8.7 2.0 2
Vesicular stomatitis virus
CHEMBL613739
IC50 8.7 8.7 2.0 1
Vesicular stomatitis virus
CHEMBL613739
EC50 8.7 8.7 2.0 1
Sindbis virus
CHEMBL613725
IC50 8.7 8.7 2.0 1
Sindbis virus
CHEMBL613725
EC50 8.7 8.7 2.0 1
Murid betaherpesvirus 1
CHEMBL613495
EC50 8.7 8.7 2.0 1
Maize chlorotic mottle virus
CHEMBL612939
IC50 8.7 8.7 2.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 8.7 8.7 2.0 2
Hepatitis C virus
CHEMBL379
IC50 8.7 8.7 2.0 1
Hepatitis C virus
CHEMBL379
EC50 8.7 8.7 2.0 1
Human alphaherpesvirus 1
CHEMBL377
IC50 8.7 8.7 2.0 1
Human alphaherpesvirus 1
CHEMBL377
EC50 8.7 8.7 2.0 1
Human alphaherpesvirus 2
CHEMBL370
EC50 8.7 8.7 2.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 7.75 6.9067 18.0 3
Tick-borne encephalitis virus
CHEMBL4296604
EC50 7.68 7.68 21.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human alphaherpesvirus 2 EC50 = 2.0 nM 8.7 Antiviral activity against HSV-2 infected in African green monkey Vero cells ass... 30909022
Influenza A virus IC50 = 2.0 nM 8.7 Antiviral activity against Influenza virus A/PC/1/73 (H3N2) infected in MDCK cel... -
NON-PROTEIN TARGET IC50 = 2.0 nM 8.7 Antiviral activity against Influenza virus A/Aichi/2/68 (H3N2) infected in MDCK ... -
NON-PROTEIN TARGET IC50 = 2.0 nM 8.7 Antiviral activity against Influenza virus A/USSR/90/77 (H1N1) infected in MDCK ... -
Influenza A virus IC50 = 2.0 nM 8.7 Antiviral activity against Influenza virus A/PR/8/34 (H1N1) infected in MDCK cel... -
Hepatitis C virus IC50 = 2.0 nM 8.7 Antiviral activity against HCV JFH-1 infected in human Huh7.5 cells treated for ... -
Sindbis virus IC50 = 2.0 nM 8.7 Antiviral activity against Sindbis virus infected in African green monkey Vero c... -
Vesicular stomatitis virus IC50 = 2.0 nM 8.7 Antiviral activity against VSV infected in African green monkey Vero cells treat... -
Maize chlorotic mottle virus IC50 = 2.0 nM 8.7 Antiviral activity against mCMV infected in mouse NIH 3T3 cells treated for 10 m... -
Human alphaherpesvirus 2 IC50 = 2.0 nM 8.7 Antiviral activity against HSV2 186 infected in African green monkey Vero cells ... -
Human alphaherpesvirus 1 IC50 = 2.0 nM 8.7 Antiviral activity against HSV1 KOS infected in African green monkey Vero cells ... -
Murid betaherpesvirus 1 EC50 = 2.0 nM 8.7 Antiviral activity against mCMV infected in mouse NIH3T3 cells assessed as reduc... 30909022
Influenza A virus EC50 = 2.0 nM 8.7 Antiviral activity against influenza A virus H3N2 infected in dog MDCK cells ass... 30909022
Influenza A virus EC50 = 2.0 nM 8.7 Antiviral activity against influenza A virus H1N1 infected in dog MDCK cells ass... 30909022
Vesicular stomatitis virus EC50 = 2.0 nM 8.7 Antiviral activity against VSV infected in African green monkey Vero cells asses... 30909022
Hepatitis C virus EC50 = 2.0 nM 8.7 Antiviral activity against HCV JFH1 infected in human Huh7.5 cells assessed as N... 30909022
Sindbis virus EC50 = 2.0 nM 8.7 Antiviral activity against Sindbis virus infected in African green monkey Vero c... 30909022
Human alphaherpesvirus 1 EC50 = 2.0 nM 8.7 Antiviral activity against HSV-1 infected in African green monkey Vero cells pre... 30909022
NON-PROTEIN TARGET EC50 = 18.0 nM 7.75 Antiviral activity against Tick-borne encephalitis virus Absettarov infected in ... -
Tick-borne encephalitis virus EC50 = 21.0 nM 7.68 Antiviral activity against TBEV Absettarov infected in porcine PEK cells assesse... 32199731

Literature References

PubMed DOI Target Context # Activities
30909022 10.1016/j.ejmech.2019.03.029 Unchecked 11
- 10.1039/C5MD00538H NON-PROTEIN TARGET 5
30909022 10.1016/j.ejmech.2019.03.029 RD 3
30909022 10.1016/j.ejmech.2019.03.029 Vero 3
- 10.1039/C5MD00538H ADMET 2
32199731 10.1016/j.bmcl.2020.127100 Unchecked 2
30909022 10.1016/j.ejmech.2019.03.029 Influenza A virus 2
- 10.1039/C5MD00538H Influenza A virus 2
- 10.1039/C5MD00538H Hepatitis C virus 1
- 10.1039/C5MD00538H Sindbis virus 1
30909022 10.1016/j.ejmech.2019.03.029 Tick-borne encephalitis virus 1
- 10.1039/C5MD00538H Vesicular stomatitis virus 1
- 10.1039/C5MD00538H Maize chlorotic mottle virus 1
30909022 10.1016/j.ejmech.2019.03.029 Enterovirus A71 1
30909022 10.1016/j.ejmech.2019.03.029 Human alphaherpesvirus 1 1
30909022 10.1016/j.ejmech.2019.03.029 Human alphaherpesvirus 2 1
30909022 10.1016/j.ejmech.2019.03.029 Sindbis virus 1
30909022 10.1016/j.ejmech.2019.03.029 Hepatitis C virus 1
32199731 10.1016/j.bmcl.2020.127100 Tick-borne encephalitis virus 1
- 10.1039/C5MD00538H Human alphaherpesvirus 2 1

Data from ChEMBL 36 via Core Engine