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    Chemistry

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    Also known as: Lut014, 2274819-46-2, Lut-014, T4e4i523ry, Lut-014 [who-dd], 6-methyl-5-n-[3-(7h-purin-6-yl)pyridin-2-yl]-1-n-[3-(trifluoromethoxy)phenyl]isoquinoline-1,5-diamine
    Molecular Formula
    C27H19F3N8O
    Molecular Weight
    528.5  g/mol
    InChI Key
    FZPYULHBUBXPIG-UHFFFAOYSA-N
    FDA UNII
    T4E4I523RY
    LUT-014
    BRAF Inhibitor LUT014 is a topically bioavailable small molecule inhibitor of serine/threonine-protein kinase B-raf (BRAF) protein with potential chemoprotective activity. Upon topical administration, BRAF inhibitor LUT014 targets and binds BRAF and, through the paradoxical effect of BRAF inhibition, induces mitogen-activated protein kinase (MAPK) signaling, which leads to the proliferation and migration of healthy human keratinocytes. This decreases dermal toxicities associated with epidermal growth factor (EGFR) inhibitor therapy. BRAF, a member of the raf family of serine/threonine protein kinases, plays a role in the regulation of MAPK/extracellular signal-regulated kinase (ERK) signaling pathways.
    1 2D Structure

    LUT-014

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    6-methyl-5-N-[3-(7H-purin-6-yl)pyridin-2-yl]-1-N-[3-(trifluoromethoxy)phenyl]isoquinoline-1,5-diamine
    2.1.2 InChI
    InChI=1S/C27H19F3N8O/c1-15-7-8-19-18(9-11-32-24(19)37-16-4-2-5-17(12-16)39-27(28,29)30)21(15)38-25-20(6-3-10-31-25)22-23-26(35-13-33-22)36-14-34-23/h2-14H,1H3,(H,31,38)(H,32,37)(H,33,34,35,36)
    2.1.3 InChI Key
    FZPYULHBUBXPIG-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C2=C(C=C1)C(=NC=C2)NC3=CC(=CC=C3)OC(F)(F)F)NC4=C(C=CC=N4)C5=C6C(=NC=N5)N=CN6
    2.2 Other Identifiers
    2.2.1 UNII
    T4E4I523RY
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6-methyl-5-n-(3-(7h-purin-6-yl)pyridin-2-yl)-1-n-(3-(trifluoromethoxy)phenyl)isoquinoline-1,5-diamine

    2. Lut014

    2.3.2 Depositor-Supplied Synonyms

    1. Lut014

    2. 2274819-46-2

    3. Lut-014

    4. T4e4i523ry

    5. Lut-014 [who-dd]

    6. 6-methyl-5-n-[3-(7h-purin-6-yl)pyridin-2-yl]-1-n-[3-(trifluoromethoxy)phenyl]isoquinoline-1,5-diamine

    7. 1,5-isoquinolinediamine, 6-methyl-n5-(3-(9h-purin-6-yl)-2-pyridinyl)-n1-(3-(trifluoromethoxy)phenyl)-

    8. 1,5-isoquinolinediamine, 6-methyl-n5-[3-(9h-purin-6-yl)-2-pyridinyl]-n1-[3-(trifluoromethoxy)phenyl]-

    9. Unii-t4e4i523ry

    10. Schembl22356326

    11. Gtpl11568

    12. Ex-a2985

    13. Zqd81946

    14. Mfcd32062738

    15. Zb1544

    16. Ac-35618

    17. Hy-111940

    18. Cs-0094163

    19. D81245

    20. N5-(3-(9h-purin-6-yl)pyridin-2-yl)-6-methyl-n1-(3-(trifluoromethoxy)phenyl)isoquinoline-1,5-diamine

    2.4 Create Date
    2019-05-15
    3 Chemical and Physical Properties
    Molecular Weight 528.5 g/mol
    Molecular Formula C27H19F3N8O
    XLogP36.2
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count6
    Exact Mass528.16339175 g/mol
    Monoisotopic Mass528.16339175 g/mol
    Topological Polar Surface Area114 Ų
    Heavy Atom Count39
    Formal Charge0
    Complexity808
    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

    Protein Kinase Inhibitors

    Agents that inhibit PROTEIN KINASES. (See all compounds classified as Protein Kinase Inhibitors.)

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