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    Chemistry

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    Also known as: Xj52bwk3xe, 3034802-05-3, Refchem:1101199, Kras g12d inhibitor 18, 2922732-54-3, Rmc-9805
    Molecular Formula
    C63H88F3N11O7
    Molecular Weight
    1168.4  g/mol
    InChI Key
    VKNNQJWNUPSOEK-VCAAAJMFSA-N
    FDA UNII
    XJ52BWK3XE
    Zoldonrasib
    Zoldonrasib is an orally bioavailable covalent tri-complex inhibitor of the oncogenic KRAS substitution mutation G12D, with potential antineoplastic activity. Upon oral administration, zoldonrasib specifically targets and non-covalently binds to cyclophilin A to form a non-covalent binary complex, which subsequently covalently and irreversibly binds to the active GTP-bound form of KRAS G12D (KRASG12D(ON)). This prevents KRAS G12D-mediated signaling and activation of downstream survival pathways. This causes apoptosis in KRAS G12D-expressing tumor cells. In addition, inhibition of KRAS G12D signaling by zoldonrasib abrogates the suppressive tumor microenvironment (TME) and enhances an anti-tumor immune response which further leads to an inhibition of proliferation of KRAS G12D-expressing tumor cells. KRAS, a member of the RAS family of oncogenes, serves an important role in cell signaling, division and differentiation. Mutations of KRAS may induce constitutive signal transduction leading to tumor cell proliferation, invasion, and metastasis.
    1 2D Structure

    Zoldonrasib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-cyclopentyl-2-[(5S)-2-[(2R,3R)-3-cyclopropyl-1-methylaziridine-2-carbonyl]-2,7-diazaspiro[4.4]nonan-7-yl]-N-[(6S,8S,14S)-21-[5-(4-cyclopropylpiperazin-1-yl)-2-[(1S)-1-methoxyethyl]-3-pyridinyl]-18,18-dimethyl-9,15-dioxo-22-(2,2,2-trifluoroethyl)-5,16-dioxa-2,10,22,28-tetrazapentacyclo[18.5.2.12,6.110,14.023,27]nonacosa-1(26),20,23(27),24-tetraen-8-yl]acetamide
    2.1.2 InChI
    InChI=1S/C63H88F3N11O7/c1-39(82-5)52-47(30-44(33-67-52)72-25-23-71(24-26-72)42-14-15-42)55-48-32-61(2,3)38-84-60(81)49-11-8-20-77(69-49)58(79)50(31-45-34-73(27-28-83-45)43-16-17-51(46(48)29-43)76(55)37-63(64,65)66)68-57(78)54(40-9-6-7-10-40)74-21-18-62(35-74)19-22-75(36-62)59(80)56-53(70(56)4)41-12-13-41/h16-17,29-30,33,39-42,45,49-50,53-54,56,69H,6-15,18-28,31-32,34-38H2,1-5H3,(H,68,78)/t39-,45-,49-,50-,53+,54-,56+,62-,70?/m0/s1
    2.1.3 InChI Key
    VKNNQJWNUPSOEK-VCAAAJMFSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    XJ52BWK3XE
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Xj52bwk3xe

    2. 3034802-05-3

    3. Refchem:1101199

    4. Kras G12d Inhibitor 18

    5. 2922732-54-3

    6. Rmc-9805

    7. Rmc9805

    8. Zoldonrasib [inn]

    9. Zoldonrasib [usan]

    10. Orb1944618

    11. Schembl26348957

    12. Gtpl13482

    13. Rmc 9805 [who-dd]

    14. Ex-a8179

    15. Rmc 9805

    16. Rmi-5921

    17. Nsc856258

    18. At45104

    19. Nsc-856258

    20. Ac-38191

    21. Da-54679

    22. Example A26 [wo2023060253a1]

    23. Hy-156819

    24. Cs-0897768

    25. (2s)-2-cyclopentyl-2-{(5s)-7-[(2r,3r)-3-cyclopropyl-1-methylaziridine-2-carbonyl]-2,7-diazaspiro[4.4]nonan-2-yl}-n-[(12m,22s,4s,63s)-12-{5-(4-cyclopropylpiperazin-1-yl)-2-[(1s)-1-methoxyethyl]pyridin-3-yl}-10,10-dimethyl-5,7-dioxo-11-(2,2,2-trifluoroethyl)-11h-8-oxa-1(5,3)-indola-2(4,2)-morpholina-6(1,3)-[1,2]diazinanacycloundecaphan-4-yl]acetamide

    2.4 Create Date
    2023-05-30
    3 Chemical and Physical Properties
    Molecular Weight 1168.4 g/mol
    Molecular Formula C63H88F3N11O7
    XLogP37.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count17
    Rotatable Bond Count12
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area160
    Heavy Atom Count84
    Formal Charge0
    Complexity2370
    Isotope Atom Count0
    Defined Atom Stereocenter Count8
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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