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

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    Tomivosertib

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    DIGITAL CONTENT

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    2D Structure
    1. Also known as: Eft508, 1849590-01-7, Eft-508, Tomivosertib [inn], Tomivosertib [usan], Eft 508
    Molecular Formula
    C17H20N6O2
    Molecular Weight
    340.4  g/mol
    InChI Key
    HKTBYUWLRDZAJK-UHFFFAOYSA-N
    FDA UNII
    U2H19X4WBV
    Tomivosertib is an orally bioavailable inhibitor of mitogen-activated protein kinase (MAPK)-interacting serine/threonine-protein kinase 1 (MNK1) and 2 (MNK2), with potential antineoplastic activity. Upon oral administration, tomivosertib binds to and inhibits the activity of MNK1 and 2. This prevents MNK1/2-mediated signaling, and inhibits the phosphorylation of certain regulatory proteins, including eukaryotic translation initiation factor 4E (eIF4E), that regulate the translation of messenger RNAs (mRNAs) involved in tumor cell proliferation, angiogenesis, survival and immune signaling. This inhibits tumor cell proliferation in MNK1/2-overexpressing tumor cells. MNK1/2 are overexpressed in a variety of tumor cell types and promote phosphorylation of eIF4E; eIF4E is overexpressed in many tumor cell types and contributes to tumor development, maintenance and resistance.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    6-[(6-aminopyrimidin-4-yl)amino]-8-methylspiro[2H-imidazo[1,5-a]pyridine-3,1'-cyclohexane]-1,5-dione
    2.1.2 InChI
    InChI=1S/C17H20N6O2/c1-10-7-11(21-13-8-12(18)19-9-20-13)16(25)23-14(10)15(24)22-17(23)5-3-2-4-6-17/h7-9H,2-6H2,1H3,(H,22,24)(H3,18,19,20,21)
    2.1.3 InChI Key
    HKTBYUWLRDZAJK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C2C(=O)NC3(N2C(=O)C(=C1)NC4=NC=NC(=C4)N)CCCCC3
    2.2 Other Identifiers
    2.2.1 UNII
    U2H19X4WBV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6'-((6-amino-4-pyrimidinyl)amino)-8'-methyl-2'h-spiro(cyclohexane-1,3'-imidazo(1,5-a)pyridine)-1',5'-dione

    2. Eft508

    3. Spiro(cyclohexane-1,3'(2'h)-imidazo(1,5-a)pyridine)-1',5'-dione, 6'-((6-amino-4-pyrimidinyl)amino)-8'-methyl-

    2.3.2 Depositor-Supplied Synonyms

    1. Eft508

    2. 1849590-01-7

    3. Eft-508

    4. Tomivosertib [inn]

    5. Tomivosertib [usan]

    6. Eft 508

    7. U2h19x4wbv

    8. Chembl4073443

    9. 6'-((6-aminopyrimidin-4-yl)amino)-8'-methyl-1'h-spiro[cyclohexane-1,3'-imidazo[1,5-a]pyridine]-1',5'(2'h)-dione

    10. 6-[(6-aminopyrimidin-4-yl)amino]-8-methylspiro[2h-imidazo[1,5-a]pyridine-3,1'-cyclohexane]-1,5-dione

    11. Eft508 Hcl

    12. 6'-[(6-aminopyrimidin-4-yl)amino]-8'-methyl-2'h-spiro[cyclohexane-1,3'-imidazo[1,5-a]pyridine]-1',5'-dione

    13. Spiro(cyclohexane-1,3'(2'h)-imidazo(1,5-a)pyridine)-1',5'-dione, 6'-((6-amino-4-pyrimidinyl)amino)-8'-methyl-

    14. Eft508; Tomivosertib

    15. Tomivosertib (usan/inn)

    16. Tomivosertib [usan:inn]

    17. Eft-508 Hcl

    18. Unii-u2h19x4wbv

    19. Tomivosertib [who-dd]

    20. Schembl17362622

    21. Gtpl10167

    22. Eft-508 (eft508)

    23. Dtxsid601022534

    24. Bcp18993

    25. Ex-a2494

    26. Bdbm50263263

    27. Nsc791783

    28. Nsc791784

    29. Nsc804952

    30. Zinc575623807

    31. Ccg-267922

    32. Cs-5841

    33. Db15219

    34. Nsc-791783

    35. Nsc-791784

    36. Nsc-804952

    37. Compound 23 [pmid: 29526098]

    38. Ncgc00492296-03

    39. Ac-35882

    40. Be168437

    41. Bs-16162

    42. Hy-100022

    43. S8275

    44. D11452

    45. D71143

    46. A902706

    47. 6'-((6-aminopyrimidin-4-yl)amino)-8'-methyl-2'hspiro(cyclohexane-1,3'-imidazo(1,5-a)pyridine)-1',5'-dione

    48. N45

    2.4 Create Date
    2016-02-23
    3 Chemical and Physical Properties
    Molecular Weight 340.4 g/mol
    Molecular Formula C17H20N6O2
    XLogP31.3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count2
    Exact Mass340.16477390 g/mol
    Monoisotopic Mass340.16477390 g/mol
    Topological Polar Surface Area113 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity664
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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