BECLABUVIR

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Synonyms
Status
Molecule Category Free-form
UNII MYW1X5CO9S

Structure

InChI Key ZTTKEBYSXUCBSE-VSBZUFFNSA-N
Smiles COc1ccc2c(c1)[C@@H]1C[C@]1(C(=O)N1C3CCC1CN(C)C3)Cn1c-2c(C2CCCCC2)c2ccc(C(=O)NS(=O)(=O)N(C)C)cc21
InChI
InChI=1S/C36H45N5O5S/c1-38(2)47(44,45)37-34(42)23-10-14-28-31(16-23)40-21-36(35(43)41-24-11-12-25(41)20-39(3)19-24)18-30(36)29-17-26(46-4)13-15-27(29)33(40)32(28)22-8-6-5-7-9-22/h10,13-17,22,24-25,30H,5-9,11-12,18-21H2,1-4H3,(H,37,42)/t24?,25?,30-,36-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C36H45N5O5S
Molecular Weight 659.85
AlogP 4.69
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 104.19
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 47.0

Bioactivity

Mechanism of Action Action Reference
Hepatitis C virus NS5B RNA-dependent RNA polymerase negative allosteric modulator NEGATIVE ALLOSTERIC MODULATOR PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
- 190 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 12400-26000 - - -
Assay Description Organism Bioactivity Reference
Inhibition of human phosphodiesterase 4 at 10 uM relative to control Homo sapiens 57.0 %
Inhibition of Hepatitis C virus genotype 6a NS5B Hepatitis C virus subtype 6a 62.0 nM
Inhibition of Hepatitis C virus genotype 5a NS5B Hepatitis C virus subtype 5a 5.0 nM
Inhibition of Hepatitis C virus genotype 4a NS5B Hepatitis C virus subtype 4a 20.0 nM
Inhibition of Hepatitis C virus genotype 3a NS5B Hepatitis C virus subtype 3a 2.0 nM
Inhibition of Hepatitis C virus genotype 2b NS5B Hepatitis C virus subtype 2b 164.0 nM
Inhibition of Hepatitis C virus genotype 2a NS5B Hepatitis C virus subtype 2a 165.0 nM
Inhibition of Hepatitis C virus genotype 1b NS5B Hepatitis C virus subtype 1b 4.0 nM
Inhibition of Hepatitis C virus genotype 1a NS5B Hepatitis C virus subtype 1a 3.0 nM
Antiviral activity against Hepatitis C virus genotype 2a by cell-based assay Hepatitis C virus subtype 2a 87.0 nM
Inhibition of HCV Con1 genotype 1b NS5B RNA dependent RNA polymerase P495L mutant-mediated incorporation of radiolabeled nucleotides by scintillation proximity assay Hepatitis C virus (isolate Con1) 190.0 nM
Inhibition of HCV Con1 genotype 1b recombinant wild-type NS5B polymerase-mediated incorporation of radiolabeled nucleotides by scintillation proximity assay Hepatitis C virus (isolate Con1) 20.0 nM
Antiviral activity against Hepatitis C virus Con1 genotype 1b infected in human HuH7 cells after 3 days by FRET assay in presence of 40% human serum Hepatitis C virus (isolate Con1) 28.0 nM
Antiviral activity against Hepatitis C virus H77c genotype 1a infected in human HuH7 cells after 3 days by FRET assay Hepatitis C virus (isolate H77) 3.0 nM
Antiviral activity against Hepatitis C virus Con1 genotype 1b infected in human HuH7 cells after 3 days by FRET assay Hepatitis C virus (isolate Con1) 6.0 nM
Antiviral activity against Hepatitis C virus genotype 1a by cell-based assay Hepatitis C virus subtype 1a 3.0 nM
Antiviral activity against Hepatitis C virus genotype 1b by cell-based assay Hepatitis C virus subtype 1b 6.0 nM
Inhibition of HCV genotype 1b wild type NS5B polymerase using biotinylated oligo dT12 primer as substrate after 4 hrs in presence of [3H]UTP Hepatitis C virus subtype 1b 4.0 nM
Antiviral activity against HCV genotype 1a H77c infected in human HuH7 cells after 3 days by luciferase reporter gene assay Hepatitis C virus subtype 1a 2.0 nM
Antiviral activity against HCV1a by replicon assay Hepatitis C virus subtype 1a 3.0 nM
Antiviral activity against HCV1b by replicon assay Hepatitis C virus subtype 1b 6.0 nM
Antiviral activity against HCV1b by replicon assay in presence of 40% human serum Hepatitis C virus subtype 1b 40.0 nM

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL3126842
DrugCentral 5215
FDA SRS MYW1X5CO9S
PubChem 56934415
SureChEMBL SCHEMBL11951525
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