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    Glasdegib Maleate

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    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 2030410-25-2, Pf-04449913 maleate, Daurismo, Th2ev99s4z, 2030410-25-2 (maleate), 1-((2r,4r)-2-(1h-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea maleate
    Molecular Formula
    C25H26N6O5
    Molecular Weight
    490.5  g/mol
    InChI Key
    VJCVKWFBWAVYOC-UIXXXISESA-N
    FDA UNII
    TH2EV99S4Z
    Glasdegib Maleate is the maleate salt form of glasdegib, an orally bioavailable small-molecule, smoothened (SMO) receptor inhibitor, with potential antineoplastic activity. Upon oral administration, glasdegib targets, binds to and inhibits the activity of SMO. This inhibits the activity of the Hedgehog (Hh) signaling pathway and inhibits the growth of tumor cells in which this pathway is aberrantly activated. SMO, a transmembrane protein, is involved in Hh signal transduction. The Hh signaling pathway plays an important role in cellular growth, differentiation, repair, and cancer stem cell (CSC) survival. Constitutive activation of Hh pathway signaling has been observed in various types of malignancies and is associated with uncontrolled cellular proliferation in a variety of cancers.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[(2R,4R)-2-(1H-benzimidazol-2-yl)-1-methylpiperidin-4-yl]-3-(4-cyanophenyl)urea;(Z)-but-2-enedioic acid
    2.1.2 InChI
    InChI=1S/C21H22N6O.C4H4O4/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20;5-3(6)1-2-4(7)8/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28);1-2H,(H,5,6)(H,7,8)/b;2-1-/t16-,19-;/m1./s1
    2.1.3 InChI Key
    VJCVKWFBWAVYOC-UIXXXISESA-N
    2.1.4 Canonical SMILES
    CN1CCC(CC1C2=NC3=CC=CC=C3N2)NC(=O)NC4=CC=C(C=C4)C#N.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CN1CC[C@H](C[C@@H]1C2=NC3=CC=CC=C3N2)NC(=O)NC4=CC=C(C=C4)C#N.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    TH2EV99S4Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(2-(1h-benzo(d)imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea

    2. Daurismo

    3. Glasdegib

    4. Pf-04449913

    2.3.2 Depositor-Supplied Synonyms

    1. 2030410-25-2

    2. Pf-04449913 Maleate

    3. Daurismo

    4. Th2ev99s4z

    5. 2030410-25-2 (maleate)

    6. 1-((2r,4r)-2-(1h-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea Maleate

    7. Glasdegib Maleate (jan)

    8. Glasdegib Maleate [jan]

    9. 1-((2r,4r)-2-(1h-benzimidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)ureamaleatesalt

    10. Urea, N-((2r,4r)-2-(1h-benzimidazol-2-yl)-1-methyl-4-piperidinyl)-n'-(4-cyanophenyl)-, (2z)-2-butenedioate (1:1)

    11. Pf 04449913 Maleate

    12. Daurismo (tn)

    13. Unii-th2ev99s4z

    14. Chembl4297534

    15. Schembl18171548

    16. Dtxsid301027747

    17. Glasdegib Maleate [who-dd]

    18. Glasdegib Maleate [orange Book]

    19. D11107

    20. Pf-04449913 Maleate Salt, >=98% (hplc)

    21. 1-((2r,4r)-2-(1h-benzimidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea Maleate Salt

    22. 1-[(2r,4r)-2-(1h-benzimidazol-2-yl)-1-methylpiperidin-4-yl]-3-(4-cyanophenyl)urea;(z)-but-2-enedioic Acid

    2.4 Create Date
    2016-12-08
    3 Chemical and Physical Properties
    Molecular Weight 490.5 g/mol
    Molecular Formula C25H26N6O5
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count5
    Exact Mass490.19646795 g/mol
    Monoisotopic Mass490.19646795 g/mol
    Topological Polar Surface Area171 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity714
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Daurismo is indicated, in combination with low-dose cytarabine, for the treatment of newly diagnosed de novo or secondary acute myeloid leukaemia (AML) in adult patients who are not candidates for standard induction chemotherapy.

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    L01XX63