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    Chemistry

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    Also known as: 1369489-71-3, E7046, E-7046, Er-886046, Palupiprant, Ywy620gu8i
    Molecular Formula
    C22H18F5N3O4
    Molecular Weight
    483.4  g/mol
    InChI Key
    MKLKAQMPKHNQPR-NSHDSACASA-N
    FDA UNII
    YWY620GU8I
    Palupiprant
    Palupiprant is an orally bioavailable antagonist of the prostaglandin E2 (PGE2) receptor type 4 (EP4; EP-4), with potential immunomodulating and antineoplastic activities. Upon oral administration, palupiprant selectively targets, binds to and blocks the activity of immunosuppressive tumor-associated myeloid cells (TAMCs) in the microenvironment. This abolishes TAMC-dependent immunosuppression and reduces tumor cell proliferation. The presence of immunosuppressive myeloid cells in certain tumors is associated with a poor prognosis.
    1 2D Structure

    Palupiprant

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[(1S)-1-[[3-(difluoromethyl)-1-methyl-5-[3-(trifluoromethyl)phenoxy]pyrazole-4-carbonyl]amino]ethyl]benzoic acid
    2.1.2 InChI
    InChI=1S/C22H18F5N3O4/c1-11(12-6-8-13(9-7-12)21(32)33)28-19(31)16-17(18(23)24)29-30(2)20(16)34-15-5-3-4-14(10-15)22(25,26)27/h3-11,18H,1-2H3,(H,28,31)(H,32,33)/t11-/m0/s1
    2.1.3 InChI Key
    MKLKAQMPKHNQPR-NSHDSACASA-N
    2.1.4 Canonical SMILES
    CC(C1=CC=C(C=C1)C(=O)O)NC(=O)C2=C(N(N=C2C(F)F)C)OC3=CC=CC(=C3)C(F)(F)F
    2.1.5 Isomeric SMILES
    C[C@@H](C1=CC=C(C=C1)C(=O)O)NC(=O)C2=C(N(N=C2C(F)F)C)OC3=CC=CC(=C3)C(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    YWY620GU8I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-((1s)-1-((3-(difluoromethyl)-1-methyl-5-(3-(trifluoromethyl)phenoxy)pyrazole-4-carbonyl)amino)ethyl)benzoic Acid

    2. E7046

    2.3.2 Depositor-Supplied Synonyms

    1. 1369489-71-3

    2. E7046

    3. E-7046

    4. Er-886046

    5. Palupiprant

    6. Ywy620gu8i

    7. (s)-4-(1-(3-(difluoromethyl)-1-methyl-5-(3-(trifluoromethyl)phenoxy)-1h-pyrazole-4-carboxamido)ethyl)benzoic Acid

    8. 4-[(1s)-1-[[3-(difluoromethyl)-1-methyl-5-[3-(trifluoromethyl)phenoxy]pyrazole-4-carbonyl]amino]ethyl]benzoic Acid

    9. 4-[(1s)-1-[[[3-(difluoromethyl)-1-methyl-5-[3-(trifluoromethyl)phenoxy]-1h-pyrazol-4-yl]carbonyl]amino]ethyl]-benzoic Acid

    10. Unii-ywy620gu8i

    11. Palupiprant [inn]

    12. Schembl881212

    13. Chembl3670685

    14. Bdbm119448

    15. E 7046 [who-dd]

    16. Bcp25989

    17. Ex-a1726

    18. Nsc804040

    19. S6649

    20. Er 886046 [who-dd]

    21. Akos037644995

    22. Cs-7559

    23. Nsc-804040

    24. E7046 Pound Er-886406 Pound(c)

    25. Ac-30338

    26. As-55893

    27. Er 886046

    28. Hy-103088

    29. E 7046

    30. Us8686018, 107

    31. Q27294756

    32. 4-((1s)-1-(((3-(difluoromethyl)-1-methyl-5-(3-(trifluoromethyl)phenoxy)-1h-pyrazol-4-yl)carbonyl)amino)ethyl)benzoic Acid

    33. 4-[(1s)-1-{[3-(difluoromethyl)-1-methyl-5-[3-(trifluoromethyl)phenoxy]pyrazol-4-yl]formamido}ethyl]benzoic Acid

    2.4 Create Date
    2012-04-23
    3 Chemical and Physical Properties
    Molecular Weight 483.4 g/mol
    Molecular Formula C22H18F5N3O4
    XLogP34.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count7
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area93.4
    Heavy Atom Count34
    Formal Charge0
    Complexity717
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

    Drugs in Development

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    Adlai Nortye Doses First Patient in Phase II Trial of Palupiprant for Rectal Cancer

    Details:

    AN0025 is a small molecule prostaglandin E receptor 4 antagonist, which is being in the phase II clinical trials studies for the treatment of locally advanced rectal cancer.


    Lead Product(s): Palupiprant

    Therapeutic Area: Oncology Brand Name: AN0025

    Study Phase: Phase IIProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable May 22, 2024

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    01

    Adlai Nortye

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    Lead Product(s) : Palupiprant

    Therapeutic Area : Oncology

    Highest Development Status : Phase II

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    Adlai Nortye Doses First Patient in Phase II Trial of Palupiprant for Rectal Cancer

    Details : AN0025 is a small molecule prostaglandin E receptor 4 antagonist, which is being in the phase II clinical trials studies for the treatment of locally advanced rectal cancer.

    Brand Name : AN0025

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    May 22, 2024

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