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    6 Diazo 5 oxo L norleucine

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    2D Structure
    Also known as: 157-03-9, Diazooxonorleucine, L-don, L-norleucine, 6-diazo-5-oxo-, 6-diazo-5-oxo-l-nor-leucine, L-6-diazo-5-oxonorleucine
    Molecular Formula
    C6H9N3O3
    Molecular Weight
    171.15  g/mol
    InChI Key
    YCWQAMGASJSUIP-YFKPBYRVSA-N
    FDA UNII
    03J0H273KZ
    An amino acid that inhibits phosphate-activated glutaminase and interferes with glutamine metabolism. It is an antineoplastic antibiotic produced by an unidentified species of Streptomyces from Peruvian soil. (From Merck Index, 11th ed)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-amino-6-diazo-5-oxohexanoic acid
    2.1.2 InChI
    InChI=1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1
    2.1.3 InChI Key
    YCWQAMGASJSUIP-YFKPBYRVSA-N
    2.1.4 Canonical SMILES
    C(CC(=O)C=[N+]=[N-])C(C(=O)O)N
    2.1.5 Isomeric SMILES
    C(CC(=O)C=[N+]=[N-])[C@@H](C(=O)O)N
    2.2 Other Identifiers
    2.2.1 UNII
    03J0H273KZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6 Diazo 5 Oxo L Norleucine

    2. Diazooxonorleucine

    2.3.2 Depositor-Supplied Synonyms

    1. 157-03-9

    2. Diazooxonorleucine

    3. L-don

    4. L-norleucine, 6-diazo-5-oxo-

    5. 6-diazo-5-oxo-l-nor-leucine

    6. L-6-diazo-5-oxonorleucine

    7. L-norleucine,6-diazo-5-oxo-

    8. Don

    9. Nsc-7365

    10. 03j0h273kz

    11. Don (pharmaceutical)

    12. Mfcd00037218

    13. Nsc 7365

    14. Brn 1725815

    15. Norleucine,6-diazo-5-oxo-

    16. Nsc7365

    17. (s)-2-amino-6-diazo-5-oxocaproic Acid

    18. Unii-03j0h273kz

    19. Ai3-26441

    20. Norleucine, 6-diazo-5-oxo, L-

    21. Ncimech_000302

    22. Ncistruc1_000220

    23. Ncistruc2_000175

    24. (l)-don

    25. 4-04-00-03278 (beilstein Handbook Reference)

    26. Chembl97485

    27. Chembl4303391

    28. Diazo-5-oxo-l-norleucine, 6-

    29. Schembl15349013

    30. Schembl15349015

    31. Kmx-010

    32. Nci7365

    33. Chebi:138889

    34. Dtxsid501028846

    35. Ex-a1965

    36. Zinc3953825

    37. Ccg-35449

    38. Ccg-37571

    39. Ncgc00013078

    40. Akos030213039

    41. Ncgc00013078-02

    42. Ncgc00096202-01

    43. 6-diazo-5-oxo-l-norleucine, Crystalline

    44. 6-diazo-5-oxo-l-norleucine [mi]

    45. (2s)-2-amino-6-diazo-5-oxohexanoic Acid

    46. Hy-108357

    47. (2s)-2-amino-6-diazo-5-oxo-hexanoic Acid

    48. Cs-0028442

    49. A936514

    50. Q245487

    51. J-009370

    2.4 Create Date
    2005-08-01
    3 Chemical and Physical Properties
    Molecular Weight 171.15 g/mol
    Molecular Formula C6H9N3O3
    XLogP3-3.5
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass171.06439116 g/mol
    Monoisotopic Mass171.06439116 g/mol
    Topological Polar Surface Area82.4 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity232
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count1
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antimetabolites, Antineoplastic

    Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)

    Antibiotics, Antineoplastic

    Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)