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    Chemistry

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    Also known as: 410528-02-8, Rg-667, Ro-3300074, Sohonos, Clm-001, Ipn60120
    Molecular Formula
    C27H30N2O2
    Molecular Weight
    414.5  g/mol
    InChI Key
    YTFHCXIPDIHOIA-DHZHZOJOSA-N
    FDA UNII
    28K6I5M16G
    Palovarotene
    Palovarotene is an orally available, selective retinoic acid receptor gamma agonist. Palovarotene selectively binds to the gamma retinoid agonist, thereby reducing inflammation and enhancing repair.
    1 2D Structure

    Palovarotene

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[(E)-2-[5,5,8,8-tetramethyl-3-(pyrazol-1-ylmethyl)-6,7-dihydronaphthalen-2-yl]ethenyl]benzoic acid
    2.1.2 InChI
    InChI=1S/C27H30N2O2/c1-26(2)12-13-27(3,4)24-17-22(18-29-15-5-14-28-29)21(16-23(24)26)11-8-19-6-9-20(10-7-19)25(30)31/h5-11,14-17H,12-13,18H2,1-4H3,(H,30,31)/b11-8+
    2.1.3 InChI Key
    YTFHCXIPDIHOIA-DHZHZOJOSA-N
    2.1.4 Canonical SMILES
    CC1(CCC(C2=C1C=C(C(=C2)C=CC3=CC=C(C=C3)C(=O)O)CN4C=CC=N4)(C)C)C
    2.1.5 Isomeric SMILES
    CC1(CCC(C2=C1C=C(C(=C2)/C=C/C3=CC=C(C=C3)C(=O)O)CN4C=CC=N4)(C)C)C
    2.2 Other Identifiers
    2.2.1 UNII
    28K6I5M16G
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. R-667

    2. Rg-667

    3. Ro-3300074

    2.3.2 Depositor-Supplied Synonyms

    1. 410528-02-8

    2. Rg-667

    3. Ro-3300074

    4. Sohonos

    5. Clm-001

    6. Ipn60120

    7. R-667

    8. R 667

    9. Ipn-60120

    10. Ro 3300074

    11. Ro3300074

    12. 4-((1e)-2-(5,5,8,8-tetramethyl-3-(1h-pyrazol-1-ylmethyl)-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl)benzoic Acid

    13. 4-[(e)-2-[5,5,8,8-tetramethyl-3-(pyrazol-1-ylmethyl)-6,7-dihydronaphthalen-2-yl]ethenyl]benzoic Acid

    14. 28k6i5m16g

    15. (e)-4-(2-(3-((1h-pyrazol-1-yl)methyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)vinyl)benzoic Acid

    16. Benzoic Acid, 4-((1e)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-3-(1h-pyrazol-1-ylmethyl)-2-naphthalenyl)ethenyl)-

    17. Palovarotene [usan]

    18. Palovarotene [usan:inn]

    19. Unii-28k6i5m16g

    20. Palovarotene(r 667)

    21. Palovarotene (usan/inn)

    22. Palovarotene [inn]

    23. Palovarotene [jan]

    24. Palovarotene [who-dd]

    25. Gtpl8276

    26. Schembl4658931

    27. Chembl2105648

    28. Chebi:188559

    29. Dtxsid301025696

    30. Bcp16664

    31. Ex-a3101

    32. Who 9025

    33. Zb1580

    34. Zinc38467831

    35. Cs-2031

    36. Db12320

    37. Ac-36331

    38. Hy-14799

    39. R667

    40. R 667;ro 3300074

    41. D09365

    42. 528p028

    43. A914214

    44. Q15708269

    45. 4-[(e)-2-(5,5,8,8-tetramethyl-3-pyrazol-1-ylmethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)vinyl]benzoic Acid

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 414.5 g/mol
    Molecular Formula C27H30N2O2
    XLogP36.8
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count5
    Exact Mass414.230728204 g/mol
    Monoisotopic Mass414.230728204 g/mol
    Topological Polar Surface Area55.1 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity662
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in emphysema.

    Treatment of multiple osteochondromas

    Treatment of fibrodysplasia ossificans progressiva

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    R667 is an orally active, gamma selective retinoid agonist that shows promise as a treatment for emhysema.

    5.2 ATC Code

    M - Musculo-skeletal system

    M09 - Other drugs for disorders of the musculo-skeletal system

    M09A - Other drugs for disorders of the musculo-skeletal system

    M09AX - Other drugs for disorders of the musculo-skeletal system

    M09AX11 - Palovarotene

    5.3 Mechanism of Action

    Gamma-selective retinoic acid receptor agonist.

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