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3 Drugs in Development

3 Drugs in Development

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Chemistry

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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

6-Diazo-5-oxo-L-norleucine

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 Formula	C₆H₉N₃O₃
Molecular Weight	171.15 g/mol
XLogP3	-3.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	171.06439116 g/mol
Monoisotopic Mass	171.06439116 g/mol
Topological Polar Surface Area	82.4 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	232
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	1
Covalently Bonded Unit Count	1

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.)

Drugs in Development