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    Vercirnon

    DEVELOPMENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 698394-73-9, Traficet-en, Ccx282-b, Gsk1605786, Gsk-1605786, 4-(2-((4-(tert-butyl)phenyl)sulfonamido)-5-chlorobenzoyl)pyridine 1-oxide
    Molecular Formula
    C22H21ClN2O4S
    Molecular Weight
    444.9  g/mol
    InChI Key
    JRWROCIMSDXGOZ-UHFFFAOYSA-N
    FDA UNII
    MWI54OUA12
    Vercirnon is a novel, orally active anti-inflammatory agent that targets a chemokine receptor protein implicated in both Crohn's disease and ulcerative colitis, the two principal forms of IBD. It is under investigation in clinical trial NCT01611805 (Japanese Phase I of GSK1605786).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-tert-butyl-N-[4-chloro-2-(1-oxidopyridin-1-ium-4-carbonyl)phenyl]benzenesulfonamide
    2.1.2 InChI
    InChI=1S/C22H21ClN2O4S/c1-22(2,3)16-4-7-18(8-5-16)30(28,29)24-20-9-6-17(23)14-19(20)21(26)15-10-12-25(27)13-11-15/h4-14,24H,1-3H3
    2.1.3 InChI Key
    JRWROCIMSDXGOZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)(C)C1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)Cl)C(=O)C3=CC=[N+](C=C3)[O-]
    2.2 Other Identifiers
    2.2.1 UNII
    MWI54OUA12
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ccx282-b

    2. Gsk1605786a

    3. Traficet-en

    2.3.2 Depositor-Supplied Synonyms

    1. 698394-73-9

    2. Traficet-en

    3. Ccx282-b

    4. Gsk1605786

    5. Gsk-1605786

    6. 4-(2-((4-(tert-butyl)phenyl)sulfonamido)-5-chlorobenzoyl)pyridine 1-oxide

    7. 4-tert-butyl-n-[4-chloro-2-(1-oxidopyridin-1-ium-4-carbonyl)phenyl]benzenesulfonamide

    8. Benzenesulfonamide, N-(4-chloro-2-((1-oxido-4-pyridinyl)carbonyl)phenyl)-4-(1,1-dimethylethyl)-

    9. Benzenesulfonamide, N-[4-chloro-2-[(1-oxido-4-pyridinyl)carbonyl]phenyl]-4-(1,1-dimethylethyl)-

    10. Vercirnon [inn]

    11. Vercirnon [usan]

    12. Vercirnon [who-dd]

    13. Mwi54oua12

    14. Schembl342225

    15. Gtpl9046

    16. Chembl2178578

    17. Ccx-282-b

    18. Dtxsid50220135

    19. Gsk'786

    20. Ycb39473

    21. Bdbm50398334

    22. Zinc38562120

    23. Cs-4963

    24. Db15250

    25. Ncgc00485483-01

    26. Da-22939

    27. Gsk-1605786;ccx282-b

    28. Hy-15724

    29. Ft-0735140

    30. A914682

    31. Q27089138

    32. 4-(2-(4-tert-butylphenylsulfonamido)-5-chlorobenzoyl)pyridine 1-oxide

    33. 4-tert-butyl-n-[4-chloro-2-(1-oxidoisonicotinoyl)phenyl]benzenesulfonamide

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 444.9 g/mol
    Molecular Formula C22H21ClN2O4S
    XLogP34.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass444.0910560 g/mol
    Monoisotopic Mass444.0910560 g/mol
    Topological Polar Surface Area97.1 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity687
    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 Mechanism of Action

    Vercirnon, a small molecule, orally-available drug, is intended to control the inappropriate immune system response underlying IBD by blocking the activity of the CCR9 chemokine receptor. In adults, CCR9 is a highly specific receptor expressed by T cells that migrate selectively to the digestive tract. The trafficking of T cells to the small and large intestine causes persistent inflammation that may result in Crohn's disease or ulcerative colitis - the two principal forms of IBD.

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