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    Alrizomadlin

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    DIGITAL CONTENT

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    2D Structure
    Also known as: Alrizomadlin, Aa-115, 1818393-16-6, 15qau0si9j, Apg-115, Apg115
    Molecular Formula
    C34H38Cl2FN3O4
    Molecular Weight
    642.6  g/mol
    InChI Key
    YJCZPJQGFSSFOL-MNZPCBJKSA-N
    FDA UNII
    15QAU0SI9J
    Alrizomadlin is an orally available inhibitor of human homolog of double minute 2 (HDM2; mouse double minute 2 homolog; MDM2), with potential antineoplastic activity. Upon oral administration,alrizomadlin binds to HDM2, preventing the binding of the HDM2 protein to the transcriptional activation domain of the tumor suppressor protein p53. By preventing this HDM2-p53 interaction, the proteasome-mediated enzymatic degradation of p53 is inhibited and the transcriptional activity of p53 is restored. This may result in the restoration of p53 signaling and lead to the p53-mediated induction of tumor cell apoptosis. HDM2, a zinc finger protein and a negative regulator of the p53 pathway, is often overexpressed in cancer cells. It has been implicated in cancer cell proliferation and survival.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 InChI
    InChI=1S/C34H38Cl2FN3O4/c1-2-40-27(28(41)39-32-16-13-31(14-17-32,15-18-32)30(43)44)25(21-7-6-8-23(36)26(21)37)34(33(40)11-4-3-5-12-33)22-10-9-20(35)19-24(22)38-29(34)42/h6-10,19,25,27H,2-5,11-18H2,1H3,(H,38,42)(H,39,41)(H,43,44)/t25-,27+,31?,32?,34+/m0/s1
    2.1.2 InChI Key
    YJCZPJQGFSSFOL-MNZPCBJKSA-N
    2.1.3 Canonical SMILES
    CCN1C(C(C2(C13CCCCC3)C4=C(C=C(C=C4)Cl)NC2=O)C5=C(C(=CC=C5)Cl)F)C(=O)NC67CCC(CC6)(CC7)C(=O)O
    2.1.4 Isomeric SMILES
    CCN1[C@H]([C@@H]([C@]2(C13CCCCC3)C4=C(C=C(C=C4)Cl)NC2=O)C5=C(C(=CC=C5)Cl)F)C(=O)NC67CCC(CC6)(CC7)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    15QAU0SI9J
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Alrizomadlin

    2. Aa-115

    3. 1818393-16-6

    4. 15qau0si9j

    5. Apg-115

    6. Apg115

    7. Apg 115 [who-dd]

    8. Chembl4091801

    9. 4-((3'r,4's,5'r)-6''-chloro-4'-(3-chloro-2-fluorophenyl)-1'-ethyl-2''-oxodispiro[cyclohexane-1,2'-pyrrolidine-3',3''-indoline]-5'-carboxamido)bicyclo[2.2.2]octane-1-carboxylic Acid

    10. (3'r,4's,5'r)-4-((6-chloro-2-oxo-1,2-dihydro-spiro(indole-3,3'-pyrrolidin)e-4'-(3-chloro-2-fluoro -phenyl)-1'-ethyl-spiro(cyclohexane-1,2'-pyrrolidine)-5'-carbonyl)-amino)-bicyclo(2.2.2)octane-1-carboxylic Acid

    11. Alrizomadlin [inn]

    12. Unii-15qau0si9j

    13. Schembl17189805

    14. Bdbm50237739

    15. Mfcd32197175

    16. Nsc831270

    17. Nsc-831270

    18. Hy-101518

    19. Cs-0021621

    2.4 Create Date
    2015-11-02
    3 Chemical and Physical Properties
    Molecular Weight 642.6 g/mol
    Molecular Formula C34H38Cl2FN3O4
    XLogP33.6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass641.2223403 g/mol
    Monoisotopic Mass641.2223403 g/mol
    Topological Polar Surface Area98.7 Ų
    Heavy Atom Count44
    Formal Charge0
    Complexity1160
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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