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    API Export of Indoximod obtained from Indian Customs Trade Statistics

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    Chemistry

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    Also known as: 1-methyl-d-tryptophan, 110117-83-4, D-1mt, D-tryptophan, 1-methyl-, D-1-methyltryptophan, Indoximod (nlg-8189)
    Molecular Formula
    C12H14N2O2
    Molecular Weight
    218.25  g/mol
    InChI Key
    ZADWXFSZEAPBJS-SNVBAGLBSA-N
    FDA UNII
    TX5CYN1KMZ
    Indoximod
    Indoximod is a methylated tryptophan with immune checkpoint inhibitory activity. Indoximod inhibits the enzyme indoleamine 2,3-dioxygenase (IDO), which degrades the essential amino acid tryptophan, and may increase or maintain tryptophan levels important to T cell function. Tryptophan depletion is associated with immunosuppression involving T cell arrest and anergy.
    1 2D Structure

    Indoximod

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R)-2-amino-3-(1-methylindol-3-yl)propanoic acid
    2.1.2 InChI
    InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1
    2.1.3 InChI Key
    ZADWXFSZEAPBJS-SNVBAGLBSA-N
    2.1.4 Canonical SMILES
    CN1C=C(C2=CC=CC=C21)CC(C(=O)O)N
    2.1.5 Isomeric SMILES
    CN1C=C(C2=CC=CC=C21)C[C@H](C(=O)O)N
    2.2 Other Identifiers
    2.2.1 UNII
    TX5CYN1KMZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-methyl-dl-trp

    2. 1-methyltryptophan

    2.3.2 Depositor-Supplied Synonyms

    1. 1-methyl-d-tryptophan

    2. 110117-83-4

    3. D-1mt

    4. D-tryptophan, 1-methyl-

    5. D-1-methyltryptophan

    6. Indoximod (nlg-8189)

    7. 1-methyltryptophan

    8. D-(+)-1-methyltryptophan

    9. Nlg-8189

    10. (2r)-2-amino-3-(1-methylindol-3-yl)propanoic Acid

    11. (r)-2-amino-3-(1-methyl-1h-indol-3-yl)propanoic Acid

    12. 1-methyltryptophan, D-

    13. Tx5cyn1kmz

    14. Nsc-721782

    15. (2r)-2-amino-3-(1-methyl-1h-indol-3-yl)propanoic Acid

    16. 1-mt

    17. D-l-methyltryptophan

    18. D-trp(me)-oh

    19. Unii-tx5cyn1kmz

    20. Indoximod [usan:inn]

    21. Mfcd00274271

    22. (2r)-2-azaniumyl-3-(1-methylindol-3-yl)propanoate

    23. Indoximod [usan]

    24. Nlg 8189

    25. 1-methyl-d-tryptophane

    26. Indoximod [inn]

    27. Indoximod (usan/inn)

    28. D-tryptophen, 1-methyl-

    29. Indoximod [who-dd]

    30. Schembl934800

    31. 1-methyl-d-tryptophan, 95%

    32. Chembl571209

    33. Gtpl8226

    34. Zinc39102

    35. Dtxsid40911500

    36. Indoximod (nlg-8189 Pound(c)

    37. Amy22762

    38. Bdbm50207089

    39. Nsc721782

    40. S7756

    41. Akos015850753

    42. Akos015898463

    43. Ccg-266709

    44. Cs-4941

    45. Db12827

    46. Nsc 721782

    47. Smp2_000028

    48. Ncgc00346842-01

    49. Ac-32784

    50. As-15999

    51. Hy-16724

    52. 1-methyl-d-tryptophan (h-d-trp(me)-oh)

    53. Db-002380

    54. Nlg-8189; D1mt; 1-methyl-d-tryptophan

    55. A14397

    56. D10640

    57. F20545

    58. A802144

    59. J-002381

    60. Brd-k93255255-001-01-3

    61. Q27078057

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 218.25 g/mol
    Molecular Formula C12H14N2O2
    XLogP3-1.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass218.105527694 g/mol
    Monoisotopic Mass218.105527694 g/mol
    Topological Polar Surface Area68.2 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity270
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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