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    Chemistry

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    Also known as: Dsp-0390, 2376765-57-8, Orb2815774, Chembl5314914, Schembl22188551, T201932
    Molecular Formula
    C23H30ClN3O2
    Molecular Weight
    416.0  g/mol
    InChI Key
    QKAZUVQTHFXMLS-CTNGQTDRSA-N
    FDA UNII
    RB55ZW48XG
    DSP-0390
    EBP Inhibitor DSP-0390 is an orally bioavailable inhibitor of emopamil-binding protein (EBP), with potential antineoplastic activity. Upon oral administration, EBP inhibitor DSP-0390 targets, binds to and inhibits the activity of EBP. This inhibits EBP-mediated de novo cholesterol synthesis. As cholesterol is essential for tumor cell proliferation and survival, this inhibits tumor cell proliferation. The inhibition of EBP also results in the accumulation of its substrates zymostenol and zymosterol, and autophagy in tumor cells. EBP, a non-glycosylated type I integral membrane protein of endoplasmic reticulum, plays an important role in cholesterol biosynthesis, autophagy and oligodendrocyte formation, and is overexpressed in certain tumors.
    1 2D Structure

    DSP-0390

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4aR,10bR)-8-chloro-1'-(2-imidazol-1-ylethyl)-5,5-dimethylspiro[2,4,4a,10b-tetrahydropyrano[3,2-c]chromene-3,4'-piperidine]
    2.1.2 InChI
    InChI=1S/C23H30ClN3O2/c1-22(2)19-14-23(5-8-26(9-6-23)11-12-27-10-7-25-16-27)15-28-21(19)18-4-3-17(24)13-20(18)29-22/h3-4,7,10,13,16,19,21H,5-6,8-9,11-12,14-15H2,1-2H3/t19-,21+/m1/s1
    2.1.3 InChI Key
    QKAZUVQTHFXMLS-CTNGQTDRSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    RB55ZW48XG
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Dsp-0390

    2. 2376765-57-8

    3. Orb2815774

    4. Chembl5314914

    5. Schembl22188551

    6. T201932

    7. (4'ar,10'br)-8'-chloro-1-[2-(1h-imidazol-1-yl)ethyl]-5',5'-dimethyl-4'a,10'b-dihydro-2'h,4'h,5'h-spiro[piperidine-4,3'-pyrano[3,2-c][1]benzopyran]

    8. Spiro[piperidine-4,3'(4'h)-[2h,5h]pyrano[3,2-c][1]benzopyran], 8'-chloro-4'a,10'b-dihydro-1-[2-(1h-imidazol-1-yl)ethyl]-5',5'-dimethyl-, (4'ar,10'br)-

    2.4 Create Date
    2020-12-19
    3 Chemical and Physical Properties
    Molecular Weight 416.0 g/mol
    Molecular Formula C23H30ClN3O2
    XLogP33.3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area39.5
    Heavy Atom Count29
    Formal Charge0
    Complexity580
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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