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    Azvudine

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    DIGITAL CONTENT

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    2D Structure
    Also known as: Ro-0622, 1011529-10-4, 4-amino-1-((2r,3s,4r,5r)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1h)-one, 4-amino-1-[(2r,3s,4r,5r)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one, Chembl519846, Fncro-0622
    Molecular Formula
    C9H11FN6O4
    Molecular Weight
    286.22  g/mol
    InChI Key
    KTOLOIKYVCHRJW-XZMZPDFPSA-N
    Azvudine is under investigation in clinical trial NCT04668235 (Study on Safety and Clinical Efficacy of AZVUDINE in COVID-19 Patients (Sars-cov-2 Infected)).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-amino-1-[(2R,3S,4R,5R)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
    2.1.2 InChI
    InChI=1S/C9H11FN6O4/c10-5-6(18)9(3-17,14-15-12)20-7(5)16-2-1-4(11)13-8(16)19/h1-2,5-7,17-18H,3H2,(H2,11,13,19)/t5-,6-,7+,9+/m0/s1
    2.1.3 InChI Key
    KTOLOIKYVCHRJW-XZMZPDFPSA-N
    2.1.4 Canonical SMILES
    C1=CN(C(=O)N=C1N)C2C(C(C(O2)(CO)N=[N+]=[N-])O)F
    2.1.5 Isomeric SMILES
    C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@](O2)(CO)N=[N+]=[N-])O)F
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 2'-deoxy-2'-beta-fluoro-4'-azidocytidine

    2. 4'-azido-2'-deoxy-2'-fluorocytidine

    3. 4-amino-1-((2r,3r,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-5-((imino-l,5-azanylidene)amino)tetrahydrofuran-2-yl)pyrimidin-2-one

    4. 4-amino-1-((2r,3s,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-5-((imino-l,5-azanylidene)amino)tetrahydrofuran-2-yl)pyrimidin-2-one

    5. Ro-0622

    2.2.2 Depositor-Supplied Synonyms

    1. Ro-0622

    2. 1011529-10-4

    3. 4-amino-1-((2r,3s,4r,5r)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1h)-one

    4. 4-amino-1-[(2r,3s,4r,5r)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

    5. Chembl519846

    6. Fncro-0622

    7. 4'-c-azido-2'-deoxy-2'-fluoro-beta-d-arabinocytidine

    8. Schembl15866623

    9. Dtxsid901027757

    10. Glxc-25994

    11. Hy-19314

    12. Cs-0015081

    13. A848947

    14. 2(1h)-pyrimidinone, 4-amino-1-(4-c-azido-2-deoxy-2-fluoro-b-d-arabinofuranosyl)-

    15. 4-amino-1-[(2r,3s,4r,5r)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

    2.3 Create Date
    2008-04-28
    3 Chemical and Physical Properties
    Molecular Weight 286.22 g/mol
    Molecular Formula C9H11FN6O4
    XLogP3-0.8
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass286.08258102 g/mol
    Monoisotopic Mass286.08258102 g/mol
    Topological Polar Surface Area123 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity533
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count1
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Mechanism of Action

    Azvudine is a nucleoside reverse transcriptase inhibitor that acts against HIV, HBV, and HCV. Some studies also show that it is able to modulate the expression of proteins like P-glycoprotein (P-gp), MRP2, and BCRP; in one instance, it was also able to increase the activity of P-gp. In 2020, the compound was tested in numerous clinical trials for the treatment of mild and common COVID-19.