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    Chemistry

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    Also known as: Abrocitinib, 1622902-68-4, Pf-04965842, Cibinqo, Abrocitinib [usan], 73sm5sf3or
    Molecular Formula
    C14H21N5O2S
    Molecular Weight
    323.42  g/mol
    InChI Key
    IUEWXNHSKRWHDY-UHFFFAOYSA-N
    FDA UNII
    73SM5SF3OR
    Abrocitinib
    Abrocitinib is under investigation in clinical trial NCT03796676 (JAK1 Inhibitor With Medicated Topical Therapy in Adolescents With Atopic Dermatitis).
    Abrocitinib is a Janus Kinase Inhibitor. The mechanism of action of abrocitinib is as a Janus Kinase Inhibitor, and P-Glycoprotein Inhibitor.
    1 2D Structure

    Abrocitinib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclobutyl]propane-1-sulfonamide
    2.1.2 InChI
    InChI=1S/C14H21N5O2S/c1-3-6-22(20,21)18-10-7-11(8-10)19(2)14-12-4-5-15-13(12)16-9-17-14/h4-5,9-11,18H,3,6-8H2,1-2H3,(H,15,16,17)
    2.1.3 InChI Key
    IUEWXNHSKRWHDY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCS(=O)(=O)NC1CC(C1)N(C)C2=NC=NC3=C2C=CN3
    2.2 Other Identifiers
    2.2.1 UNII
    73SM5SF3OR
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-propanesulfonamide, N-(cis-3-(methyl-7h-pyrrolo(2,3-d)pyrimidin-4-ylamino)cyclobutyl)-

    2. Abrocitinib

    3. N-(cis-3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)-1-propanesulfonamide

    4. N-(cis-3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)-propane-1-sulfonamide

    5. Pf-04965842

    2.3.2 Depositor-Supplied Synonyms

    1. Abrocitinib

    2. 1622902-68-4

    3. Pf-04965842

    4. Cibinqo

    5. Abrocitinib [usan]

    6. 73sm5sf3or

    7. Chembl4101725

    8. N-[3-[methyl(7h-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclobutyl]propane-1-sulfonamide

    9. N-{cis-3-[methyl(7h-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclobutyl}propane-1-sulfonamide

    10. 1-propanesulfonamide, N-(cis-3-(methyl-7h-pyrrolo(2,3-d)pyrimidin-4-ylamino)cyclobutyl)-

    11. N-(3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)propane-1-sulfonamide, Cis-

    12. N-(cis-3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)propane-1-sulfonamide

    13. N-[cis-3-(methyl-7h-pyrrolo[2,3-d]pyrimidin-4-ylamino)cyclobutyl]-1-propanesulfonamide

    14. Unii-73sm5sf3or

    15. D7d

    16. N-((1s,3s)-3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)propane-1-sulfonamide

    17. N-((1s,3s)-3-(methyl(7h-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclobutyl)propane-1-sulfonamide

    18. Abrocitinib [inn]

    19. Abrocitinib [jan]

    20. Abrocitinib (jan/usan)

    21. Abrocitinib [who-dd]

    22. Gtpl9991

    23. Chembl3655081

    24. Schembl15970412

    25. Schembl15970413

    26. Pf-04965842(abrocitinib)

    27. Bdbm159748

    28. Dtxsid301126581

    29. Pf-04965842 (abrocitinib)

    30. Bcp30441

    31. Ex-a3037

    32. Xpc90268

    33. Ac8575

    34. Bdbm50243847

    35. Mfcd30187577

    36. S8765

    37. Zb1566

    38. Zinc261115849

    39. Db14973

    40. Sb18849

    41. Compound 25 [pmid: 29298069]

    42. Ncgc00601823-02

    43. Ac-36318

    44. As-84437

    45. Sy248874

    46. Hy-107429

    47. Cs-0028460

    48. Pf04965842

    49. D11400

    50. Us9035074, 2

    51. A936574

    52. Pf-04965842, >=98% (hplc)

    53. Pf-04965842pf-04965842

    54. Pf-04965842; Pf 04965842; Pf04965842

    55. N-(cis-3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)-1-propanesulfonamide

    56. N-(cis-3-(methyl(7h-pyrrolo(2,3-d)pyrimidin-4-yl)amino)cyclobutyl)-propane-1-sulfonamide

    57. Abrocitinib;n-[cis-3-(methyl-7h-pyrrolo[2,3-d]pyrimidin-4-ylamino)cyclobutyl]-1-propanesulfonamide

    2.4 Create Date
    2014-10-06
    3 Chemical and Physical Properties
    Molecular Weight 323.42 g/mol
    Molecular Formula C14H21N5O2S
    XLogP31.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass323.14159610 g/mol
    Monoisotopic Mass323.14159610 g/mol
    Topological Polar Surface Area99.4 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity474
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Cibinqo is indicated for the treatment of moderate-to-severe atopic dermatitis in adults who are candidates for systemic therapy.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Protein Kinase Inhibitors

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

    5.2 FDA Pharmacological Classification
    5.2.1 Active Moiety
    ABROCITINIB
    5.2.2 FDA UNII
    73SM5SF3OR
    5.2.3 Pharmacological Classes
    Mechanisms of Action [MoA] - P-Glycoprotein Inhibitors
    5.3 ATC Code

    D11AH

    D - Dermatologicals

    D11 - Other dermatological preparations

    D11A - Other dermatological preparations

    D11AH - Agents for dermatitis, excluding corticosteroids

    D11AH08 - Abrocitinib

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