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Compound Detail

CHEMBL221722

FAVIPIRAVIR
💊 Approved Drug
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💊 Approved Drug
NC(=O)c1nc(F)cnc1O

Basic Information

ChEMBL ID CHEMBL221722
Name FAVIPIRAVIR
Phase Approved
Structure Type MOL
InChI Key ZCGNOVWYSGBHAU-UHFFFAOYSA-N
Active Moiety CHEMBL3818050

Known Names

Avigan Favipiravir T-705
19
Targets
129
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names
9
Indications
1
Mechanisms

Molecular Properties

157.1
MW (Da)
-0.58
ALogP
4
HBA
2
HBD
89.1
PSA (Ų)
0.57
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Unknown
Chirality Achiral

Flags

Prodrug
USAN Stem -vir; -vir
USAN Year 2013

Extended Properties

Molecular Formula C5H4FN3O2
MW 157.10
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness -1.09

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
RNA-directed RNA polymerase inhibitor INHIBITOR RNA-directed RNA polymerase

Indications

Influenza, Human Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Virus Diseases Hemorrhagic Fever, Ebola Lassa Fever Communicable Diseases Liver Diseases Pneumonia, Viral

ATC Classification

J05AX27
favipiravir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

EC50 114 meas. best 7.08
IC50 15 meas. best 7.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Influenza C virus
CHEMBL612783
IC50 7.36 7.36 44.0 1
H2N2 subtype
CHEMBL612765
IC50 7.32 7.32 48.0 1
Influenza A virus
CHEMBL613740
EC50 7.08 5.4952 83.0 66
Influenza B virus
CHEMBL613129
IC50 7.05 7.05 89.0 1
Influenza A virus
CHEMBL613740
IC50 6.8 5.01 160.0 5
Influenza B virus
CHEMBL613129
EC50 6.24 5.5731 570.0 13
SARS-CoV-2
CHEMBL4303835
IC50 5.86 5.035 1382.0 2
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.52 5.46 3000.0 2
Junin virus
CHEMBL4523072
EC50 5.3 5.3 5000.0 1
Pichinde virus
CHEMBL613742
EC50 5.22 5.22 6000.0 1
Tacaribe virus
CHEMBL613131
EC50 5.22 5.22 6000.0 1
RNA-directed RNA polymerase
CHEMBL4523676
EC50 4.97 4.97 10700.0 1
Unchecked
CHEMBL612545
EC50 4.92 4.92 12000.0 1
Chikungunya virus
CHEMBL4296563
EC50 4.8 4.6667 16000.0 3
Zaire ebolavirus
CHEMBL4513181
EC50 4.62 4.4 24000.0 2
Enterovirus C
CHEMBL612462
EC50 4.51 4.51 31000.0 1
La Crosse virus
CHEMBL612787
EC50 4.5 4.5 32000.0 1
Rift Valley fever virus
CHEMBL613130
EC50 4.5 4.5 32000.0 1
Ebolavirus
CHEMBL4434621
EC50 4.21 4.1833 61880.0 3
SARS-CoV
CHEMBL4303836
EC50 4.21 4.21 61880.0 1
SARS-CoV-2
CHEMBL4303835
EC50 4.21 4.21 61880.0 5
Zaire ebolavirus
CHEMBL4513181
IC50 4.17 4.17 67000.0 1
Ebolavirus
CHEMBL4434621
IC50 4.17 4.17 67000.0 3
West Nile virus
CHEMBL613730
EC50 4.03 4.03 94000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Influenza C virus IC50 = 44.0 nM 7.36 Antiviral activity against Influenza C virus 19112024
H2N2 subtype IC50 = 48.0 nM 7.32 Antiviral activity against influenza H2N2 virus 19112024
Influenza A virus EC50 = 83.0 nM 7.08 Antiviral activity against influenza A virus 17606691
Influenza B virus IC50 = 89.0 nM 7.05 Antiviral activity against influenza B virus 19112024
Influenza A virus IC50 = 160.0 nM 6.8 Antiviral activity against influenza H1N1 virus 19112024
Influenza A virus EC50 = 190.0 nM 6.72 Antiviral activity against adamantane-resistant zanamivir-,oseltamivir-susceptib... 20350949
Influenza A virus EC50 = 380.0 nM 6.42 Antiviral activity against adamantane-, oseltamivir-, zanamivir-susceptible Infl... 20350949
Influenza A virus EC50 = 450.0 nM 6.35 Antiviral activity against adamantane-resistant zanamivir-,oseltamivir-susceptib... 20350949
Influenza B virus EC50 = 570.0 nM 6.24 Antiviral activity against oseltamivir-susceptible zanamivir-, adamantane-resist... 20350949
Influenza A virus EC50 = 830.0 nM 6.08 Antiviral activity against adamantane-resistant zanamivir-,oseltamivir-susceptib... 20350949
Influenza A virus EC50 = 830.0 nM 6.08 Antiviral activity against adamantane-, oseltamivir-, zanamivir-susceptible Infl... 20350949
Influenza A virus EC50 = 830.0 nM 6.08 Antiviral activity against adamantane-susceptible zanamivir-, oseltamivir-resist... 20350949
Influenza A virus EC50 = 890.0 nM 6.05 Antiviral activity against adamantane-resistant zanamivir-,oseltamivir-susceptib... 20350949
Influenza A virus EC50 = 890.0 nM 6.05 Antiviral activity against adamantane-, zanamivir-susceptible oseltamivir-resist... 20350949
Influenza A virus EC50 = 960.0 nM 6.02 Antiviral activity against adamantane-, oseltamivir-, zanamivir-susceptible Infl... 20350949
Influenza A virus EC50 = 1210.0 nM 5.92 Antiviral activity against adamantane-resistant zanamivir-,oseltamivir-susceptib... 20350949
Influenza A virus EC50 = 1210.0 nM 5.92 Antiviral activity against oseltamivir-susceptible zanamivir-, adamantane-resist... 20350949
Influenza B virus EC50 = 1210.0 nM 5.92 Antiviral activity against adamantane-resistant zanamivir-,oseltamivir-susceptib... 20350949
Influenza A virus EC50 = 1270.0 nM 5.9 Antiviral activity against adamantane-, oseltamivir-, zanamivir-susceptible Infl... 20350949
Influenza B virus EC50 = 1320.0 nM 5.88 Antiviral activity against Influenza B virus (B/Brisbane/60/2008) infected in MD... 23419738

Literature References

PubMed DOI Target Context # Activities
17606691 10.1128/aac.00356-07 Punta Toro virus 118
20350949 10.1128/aac.01739-09 Influenza A virus 97
17194832 10.1128/aac.01051-06 Mus musculus 72
17606691 10.1128/aac.00356-07 Pichinde virus 54
18955536 10.1128/aac.01074-08 Yellow fever virus 46
18955536 10.1128/aac.01074-08 Syrian golden hamster 14
17194832 10.1128/aac.01051-06 Influenza A virus 11
30192544 10.1021/acs.jmedchem.8b00890 Influenza A virus 8
29906392 10.1021/acs.jmedchem.8b00617 Influenza A virus 7
29906392 10.1021/acs.jmedchem.8b00617 MDCK 7
17606691 10.1128/aac.00356-07 Unchecked 7
28462833 10.1016/j.bmcl.2017.04.028 Ebolavirus 6
20350949 10.1128/aac.01739-09 Influenza B virus 6
34905383 10.1021/acs.jmedchem.1c01527 Influenza A virus 6
29906392 10.1021/acs.jmedchem.8b00617 Influenza B virus 4
23419738 10.1016/j.ejmech.2013.01.015 Influenza B virus 4
32845145 10.1021/acs.jmedchem.0c00626 SARS-CoV-2 4
28689975 10.1016/j.bmc.2017.06.049 Chikungunya virus 3
17606691 10.1128/aac.00356-07 Mus musculus 3
38283223 10.1039/d3md00513e Influenza A virus 3

Data from ChEMBL 36 via Core Engine