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    Durlobactam

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: Durlobactam [inn], Durlobactam [usan], Psa33ko9wa, 1467829-71-5, Ext2514, [(2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl] hydrogen sulfate
    Molecular Formula
    C8H11N3O6S
    Molecular Weight
    277.26  g/mol
    InChI Key
    BISPBXFUKNXOQY-RITPCOANSA-N
    FDA UNII
    PSA33KO9WA
    Durlobactam is under investigation in clinical trial NCT03894046 (Study to Evaluate the Efficacy and Safety of Intravenous Sulbactam-ETX2514 in the Treatment of Patients With Infections Caused by Acinetobacter Baumannii-calcoaceticus Complex).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(2S,5R)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl] hydrogen sulfate
    2.1.2 InChI
    InChI=1S/C8H11N3O6S/c1-4-2-5-3-10(6(4)7(9)12)8(13)11(5)17-18(14,15)16/h2,5-6H,3H2,1H3,(H2,9,12)(H,14,15,16)/t5-,6+/m1/s1
    2.1.3 InChI Key
    BISPBXFUKNXOQY-RITPCOANSA-N
    2.1.4 Canonical SMILES
    CC1=CC2CN(C1C(=O)N)C(=O)N2OS(=O)(=O)O
    2.1.5 Isomeric SMILES
    CC1=C[C@@H]2CN([C@@H]1C(=O)N)C(=O)N2OS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    PSA33KO9WA
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl Sulfate

    2. Etx2514

    3. Sulfuric Acid, Mono((2s,5r)-2-(aminocarbonyl)-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl) Ester

    2.3.2 Depositor-Supplied Synonyms

    1. Durlobactam [inn]

    2. Durlobactam [usan]

    3. Psa33ko9wa

    4. 1467829-71-5

    5. Ext2514

    6. [(2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl] Hydrogen Sulfate

    7. Sulfuric Acid, Mono((2s,5r)-2-(aminocarbonyl)-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl) Ester

    8. Unii-psa33ko9wa

    9. Durlobactam (usan/inn)

    10. Durlobactam [usan:inn]

    11. Chembl4298137

    12. Schembl15319894

    13. Who 10824

    14. Zinc220881117

    15. D11591

    16. (2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo(3.2.1)oct-3-en-6-yl Sulfate

    17. (2s,5r)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl Hydrogen Sulfate

    2.4 Create Date
    2015-02-13
    3 Chemical and Physical Properties
    Molecular Weight 277.26 g/mol
    Molecular Formula C8H11N3O6S
    XLogP3-2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count3
    Exact Mass277.03685625 g/mol
    Monoisotopic Mass277.03685625 g/mol
    Topological Polar Surface Area139 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity536
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    beta-Lactamase Inhibitors

    Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. (See all compounds classified as beta-Lactamase Inhibitors.)