Bemnifosbuvir
Bemnifosbuvir is an orally bioavailable direct-acting antiviral and purine nucleotide prodrug, with potential antiviral activity against a variety of RNA viruses. Upon oral administration, bemnifosbuvir, being a prodrug, is metabolized into its active form by CES1 and Cathepsin A. The active form inhibits the activity of viral RNA-dependent RNA polymerase. This results in the termination of viral RNA transcription, decreases viral RNA production and inhibits viral RNA replication.
General
Type : Pro-Drug, Drug, Not AlphaBeta Hydrolase target, Propionate, Purine
Chemical_Nomenclature : propan-2-yl (2S)-2-[[[(2R,3R,4R,5R)-5-[2-amino-6-(methylamino)purin-9-yl]-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate
Canonical SMILES : CC(C)OC(=O)C(C)NP(=O)(OCC1C(C(C(O1)N2C=NC3=C(N=C(N=C32)N)NC)(C)F)O)OC4=CC=CC=C4
InChI : InChI=1S\/C24H33FN7O7P\/c1-13(2)37-21(34)14(3)31-40(35,39-15-9-7-6-8-10-15)36-11-16-18(33)24(4,25)22(38-16)32-12-28-17-19(27-5)29-23(26)30-20(17)32\/h6-10,12-14,16,18,22,33H,11H2,1-5H3,(H,31,35)(H3,26,27,29,30)\/t14-,16+,18+,22+,24+,40-\/m0\/s1
InChIKey : OISLSHLAXHALQZ-LZEIJKKFSA-N
Other name(s) : AT-527 free base || AT-527 || AT-511 || 7UM3SQL968 || CHEMBL5189464 || SCHEMBL18061562
MW : 581.5
Formula : C24H33FN7O7P
CAS_number : 1998705-64-8
PubChem : 122527275
UniChem : OISLSHLAXHALQZ-LZEIJKKFSA-N
Target
Structures : No structure
Families : Carboxypeptidase_S10, Carb_B_Chordata
References (2)
| Title : Bemnifosbuvir (BEM, AT-527), a novel nucleotide analogue inhibitor of the hepatitis C virus NS5B polymerase - Zhou_2024_Expert.Opin.Investig.Drugs_33_9 |
| Author(s) : Zhou XJ , Good SS , Pietropaolo K , Huang Q , Moussa A , Hammond JM , Sommadossi JP |
| Ref : Expert Opin Investig Drugs , 33 :9 , 2024 |
| Abstract : |
| PubMedSearch : Zhou_2024_Expert.Opin.Investig.Drugs_33_9 |
| PubMedID: 38265202 |
| Title : AT-527, a Double Prodrug of a Guanosine Nucleotide Analog, Is a Potent Inhibitor of SARS-CoV-2 In Vitro and a Promising Oral Antiviral for Treatment of COVID-19 - Good_2021_Antimicrob.Agents.Chemother_65_e02479 |
| Author(s) : Good SS , Westover J , Jung KH , Zhou XJ , Moussa A , La Colla P , Collu G , Canard B , Sommadossi JP |
| Ref : Antimicrobial Agents & Chemotherapy , 65 :e02479 , 2021 |
| Abstract : |
| PubMedSearch : Good_2021_Antimicrob.Agents.Chemother_65_e02479 |
| PubMedID: 33558299 |