FILIBUVIR

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Synonyms
Status
Molecule Category UNKNOWN
UNII 198J479Y2L

Structure

InChI Key SLVAPEZTBDBAPI-GDLZYMKVSA-N
Smiles CCc1cc(CC[C@]2(C3CCCC3)CC(O)=C(Cc3nc4nc(C)cc(C)n4n3)C(=O)O2)cc(CC)n1
InChI
InChI=1S/C29H37N5O3/c1-5-22-14-20(15-23(6-2)31-22)11-12-29(21-9-7-8-10-21)17-25(35)24(27(36)37-29)16-26-32-28-30-18(3)13-19(4)34(28)33-26/h13-15,21,35H,5-12,16-17H2,1-4H3/t29-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H37N5O3
Molecular Weight 503.65
AlogP 5.12
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 8.0
Polar Surface Area 102.5
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 37.0

Bioactivity

Mechanism of Action Action Reference
Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor INHIBITOR PubMed PubMed PubMed
Assay Description Organism Bioactivity Reference
Inhibition of HCV 1b isolate BK NS5B Cdelta21 polymerase Hepatitis C virus (isolate BK) 7.0 nM
Antiviral activity against HCV 1b Con1 isolate in human Huh7.5 cells assessed as renilla luciferase activity after 3 days by RNA replicon assay Hepatitis C virus (isolate Con1) 41.0 nM
Antiviral activity against Hepatitis C virus genotype 1b 1389 infected in human HuH5.2 cells assessed as inhibition of viral replication after 72 hrs by luciferase reporter gene assay Hepatitis C virus subtype 1b 41.0 nM
Antiviral activity against Hepatitis C virus genotype 1b infected in human HuH7.5 cells after 3 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 52.0 nM
Antiviral activity against Hepatitis C virus genotype 1a infected in human HuH7.5 cells after 3 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 33.0 nM
Antiviral activity against Hepatitis C virus 1b RO-10 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 39.7 nM
Antiviral activity against Hepatitis C virus 1b RO-9 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 23.5 nM
Antiviral activity against Hepatitis C virus 1b RO-8 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 18.7 nM
Antiviral activity against Hepatitis C virus 1b RO-7 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 20.8 nM
Antiviral activity against Hepatitis C virus 1b RO-4 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 25.5 nM
Antiviral activity against Hepatitis C virus 1b RO-3 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 28.5 nM
Antiviral activity against Hepatitis C virus 1b RO-2 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 21.3 nM
Antiviral activity against Hepatitis C virus 1b RO-1 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1b 39.3 nM
Antiviral activity against Hepatitis C virus Con1 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus 51.1 nM
Antiviral activity against Hepatitis C virus 1a RO-41 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 48.0 nM
Antiviral activity against Hepatitis C virus 1a RO-38 expressing NS5B S556G mutant assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 56.0 nM
Antiviral activity against Hepatitis C virus 1a RO-35 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 22.0 nM
Antiviral activity against Hepatitis C virus 1a RO-34 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 25.0 nM
Antiviral activity against Hepatitis C virus 1a RO-33 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 34.4 nM
Antiviral activity against Hepatitis C virus 1a RO-32 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 26.0 nM
Antiviral activity against Hepatitis C virus 1a RO-28 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 38.8 nM
Antiviral activity against Hepatitis C virus 1a RO-24 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 37.0 nM
Antiviral activity against Hepatitis C virus 1a RO-22 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 42.8 nM
Antiviral activity against Hepatitis C virus 1a RO-18 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 47.0 nM
Antiviral activity against Hepatitis C virus isolate H77 expressing NS5B assessed as inhibition of viral replication after 4 days by luciferase reporter gene assay Hepatitis C virus (isolate H77) 95.8 nM

Cross References

Resources Reference
ChEMBL CHEMBL490672
DrugBank DB11878
FDA SRS 198J479Y2L
PDB AG0
PubChem 54708673
SureChEMBL SCHEMBL1464441
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