Sutezolid

Synopsis, Chemistry

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Also known as: 168828-58-8, Oxazolidininone, Pnu-100480, U-100480, (s)-n-((3-(3-fluoro-4-thiomorpholinophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide, U 100480

Molecular Formula

C₁₆H₂₀FN₃O₃S

Molecular Weight

353.4 g/mol

InChI Key

FNDDDNOJWPQCBZ-ZDUSSCGKSA-N

FDA UNII

3A71182L8P

Sutezolid has been used in trials studying the treatment of Tuberculosis.

1 2D Structure

Sutezolid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[[(5S)-3-(3-fluoro-4-thiomorpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide

2.1.2 InChI

InChI=1S/C16H20FN3O3S/c1-11(21)18-9-13-10-20(16(22)23-13)12-2-3-15(14(17)8-12)19-4-6-24-7-5-19/h2-3,8,13H,4-7,9-10H2,1H3,(H,18,21)/t13-/m0/s1

2.1.3 InChI Key

FNDDDNOJWPQCBZ-ZDUSSCGKSA-N

2.1.4 Canonical SMILES

CC(=O)NCC1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCSCC3)F

2.1.5 Isomeric SMILES

CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCSCC3)F

2.2 Other Identifiers

2.2.1 UNII

3A71182L8P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Pnu-100480

2. U-480 Compound

2.3.2 Depositor-Supplied Synonyms

1. 168828-58-8

2. Oxazolidininone

3. Pnu-100480

4. U-100480

5. (s)-n-((3-(3-fluoro-4-thiomorpholinophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

6. U 100480

7. Pnu 100480

8. Pf-02341272

9. Nsc-742407

10. Mmv688756

11. Nsc742407

12. 3a71182l8p

13. Acetamide, N-[[(5s)-3-[3-fluoro-4-(4-thiomorpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]-

14. Sutezolid [inn]

15. N-((3-(3-fluoro-4-(1,4-thiazaperhydroin-4-yl)phenyl)-2-oxo-1,3-oxazolidin-5-yl)methyl)acetamide

16. Sutezolid [usan]

17. Sutezolid [usan:inn]

18. Unii-3a71182l8p

19. N-[[(5s)-3-(3-fluoro-4-thiomorpholino-phenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide

20. 9en

21. N-{[3-(3-fluoro-4-(1,4-thiazaperhydroin-4-yl)phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

22. Sutezolid (usan/inn)

23. Pf-2341272

24. Sutezolid [who-dd]

25. N-[[(5s)-3-(3-fluoro-4-thiomorpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide

26. Chembl288149

27. Schembl2152517

28. Sutezolid (pnu-100480)

29. Sutezolid, >=98% (hplc)

30. Dtxsid20168611

31. Pnu-480

32. Zinc3810825

33. Bdbm50560041

34. Mfcd00937821

35. Cs-5568

36. Db11905

37. Nsc 742407

38. Ncgc00348189-01

39. Ncgc00348189-02

40. As-74370

41. Hy-10392

42. Pf 02341272

43. D10167

44. W13554

45. Sr-05000022502

46. Sr-05000022502-1

47. Q15427841

48. (s)-n-[[3-[3-fluoro-4-(4-thiomorpholinyl)phenyl]-2-oxo-5-oxazolidinyl] Methyl]acetamide

49. (s)-n-[[3-[3-fluoro-4-(4-thiomorpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

50. Acetamide, N-(((5s)-3-(3-fluoro-4-(4-thiomorpholinyl)phenyl)-2-oxo-5-oxazolidinyl) Methyl)-

51. Acetamide, N-((3-(3-fluoro-4-(4-thiomorpholinyl)phenyl)-2-oxo-5-oxazolidinyl)methyl)-, (s)-

52. Acetamide, N-[[(5s)-3-[3-fluoro-4-(thiomorpholinyl)-phenyl]-2-oxo--5-oxazolidinyl]methyl]-

53. N-(((5s)-3-(3-fluoro-4-(thiomorpholin-4-yl)phenyl)-2-oxooxazolidin-5-yl)methyl) Acetamide

54. N-{[(5s)-3-[3-fluoro-4-(thiomorpholin-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₂₀FN₃O₃S
Molecular Weight	353.4 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	353.12094084 g/mol
Monoisotopic Mass	353.12094084 g/mol
Topological Polar Surface Area	87.2 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	476
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1