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    Technical details about Ricolinostat, learn more about the structure, uses, toxicity, action, side effects and more

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    Ricolinostat

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    DIGITAL CONTENT

    PharmaCompass

    Inke S.A: APIs manufacturing plant.

    ChemWerth works in generic API development & supply, non-infringement patent strategy development and regulatory support.

    2D Structure
    1. Also known as: 1316214-52-4, Acy-1215, Rocilinostat, 2-(diphenylamino)-n-(7-(hydroxyamino)-7-oxoheptyl)pyrimidine-5-carboxamide, Rocilinostat (acy-1215), Acy-63
    Molecular Formula
    C24H27N5O3
    Molecular Weight
    433.5  g/mol
    InChI Key
    QGZYDVAGYRLSKP-UHFFFAOYSA-N
    FDA UNII
    WKT909C62B
    Ricolinostat is an orally bioavailable, specific inhibitor of histone deacetylase 6 (HDAC6) with potential antineoplastic activity. Ricolinostat selectively targets and binds to HDAC6, thereby disrupting the Hsp90 protein chaperone system through hyperacetylation of Hsp90 and preventing the subsequent aggresomal protein degradation. This leads to an accumulation of unfolded and misfolded ubiquitinated proteins and may eventually induce cancer cell apoptosis, and inhibition of cancer cell growth. HDAC6, a class II HDAC deacetylase located in the cytoplasm, appears to play a key role in the formation and activation of the aggresomes needed for degradation of misfolded proteins. Compared to non-selective HDAC inhibitor, ACY-1215 is able to reduce the toxic effects on normal, healthy cells.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[7-(hydroxyamino)-7-oxoheptyl]-2-(N-phenylanilino)pyrimidine-5-carboxamide
    2.1.2 InChI
    InChI=1S/C24H27N5O3/c30-22(28-32)15-9-1-2-10-16-25-23(31)19-17-26-24(27-18-19)29(20-11-5-3-6-12-20)21-13-7-4-8-14-21/h3-8,11-14,17-18,32H,1-2,9-10,15-16H2,(H,25,31)(H,28,30)
    2.1.3 InChI Key
    QGZYDVAGYRLSKP-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=NC=C(C=N3)C(=O)NCCCCCCC(=O)NO
    2.2 Other Identifiers
    2.2.1 UNII
    WKT909C62B
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(diphenylamino)-n-(7-(hydroxyamino)-7-oxoheptyl)pyrimidine-5-carboxamide

    2. Acy-1215

    3. Rocilinostat

    2.3.2 Depositor-Supplied Synonyms

    1. 1316214-52-4

    2. Acy-1215

    3. Rocilinostat

    4. 2-(diphenylamino)-n-(7-(hydroxyamino)-7-oxoheptyl)pyrimidine-5-carboxamide

    5. Rocilinostat (acy-1215)

    6. Acy-63

    7. Ricolinostat (acy-1215)

    8. N-[7-(hydroxyamino)-7-oxoheptyl]-2-(n-phenylanilino)pyrimidine-5-carboxamide

    9. Wkt909c62b

    10. 7-{[2-(diphenylamino)pyrimidin-5-yl]formamido}-n-hydroxyheptanamide

    11. Mfcd22666356

    12. 2-(diphenylamino)-n-[7-(hydroxyamino)-7-oxoheptyl]pyrimidine-5-carboxamide

    13. 5-pyrimidinecarboxamide, 2-(diphenylamino)-n-(7-(hydroxyamino)-7-oxoheptyl)-

    14. Ricolinostat [usan]

    15. Ricolinostat [usan:inn]

    16. Unii-wkt909c62b

    17. 5-pyrimidinecarboxamide, 2-(diphenylamino)-n-[7-(hydroxyamino)-7-oxoheptyl]-

    18. Acy1215

    19. Ricolinostat (usan/inn)

    20. Ricolinostat [inn]

    21. 2-(diphenylamino)-n-[7-(hydroxyamino)-7-oxoheptyl]-5-pyrimidinecarboxamide

    22. Mls006011181

    23. Ricolinostat [who-dd]

    24. Schembl574580

    25. Gtpl7010

    26. Chembl2364628

    27. Chebi:95073

    28. Dtxsid40157148

    29. Ex-a139

    30. Hms3426c09

    31. Hms3653f17

    32. Hms3886l21

    33. Acy 1215

    34. Amy38185

    35. Bcp06028

    36. Bdbm50439674

    37. Nsc767952

    38. S8001

    39. Zinc89630354

    40. Akos024259260

    41. Ccg-269054

    42. Cs-0965

    43. Db12376

    44. Nsc-767952

    45. Sb17054

    46. Ncgc00345802-01

    47. Ncgc00345802-05

    48. Ac-30258

    49. As-73344

    50. Ba164806

    51. Hy-16026

    52. Smr004702950

    53. Sy096614

    54. Sw219836-1

    55. D10661

    56. J-690127

    57. Q27088553

    58. Ah4

    59. Us8609678, 2-(diphenylamino)-n-(7-(hydroxyamino)-7-oxoheptyl)pyrimidine-5-carboxamide [26]

    2.4 Create Date
    2011-08-31
    3 Chemical and Physical Properties
    Molecular Weight 433.5 g/mol
    Molecular Formula C24H27N5O3
    XLogP33.4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count11
    Exact Mass433.21138974 g/mol
    Monoisotopic Mass433.21138974 g/mol
    Topological Polar Surface Area107 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity538
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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

    Antineoplastic Agents

    Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

    Histone Deacetylase Inhibitors

    Compounds that inhibit HISTONE DEACETYLASES. This class of drugs may influence gene expression by increasing the level of acetylated HISTONES in specific CHROMATIN domains. (See all compounds classified as Histone Deacetylase Inhibitors.)

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