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Technical details about Pritelivir, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 348086-71-5, Bay 57-1293, Bay-57-1293, Aic316, Pritelivir [inn], N-methyl-n-(4-methyl-5-sulfamoylthiazol-2-yl)-2-(4-(pyridin-2-yl)phenyl)acetamide
Molecular Formula
C18H18N4O3S2
Molecular Weight
402.5  g/mol
InChI Key
IVZKZONQVYTCKC-UHFFFAOYSA-N
FDA UNII
07HQ1TJ4JE

Pritelivir is a thiazolylamide and helicase-primase enzyme inhibitor that is active against herpes simplex virus types 1 and 2 (HSV-1 and HSV-2). Pritelivir inhibits the helicase-primase complex and prevents helicase or primase catalytic cycling of viral DNA, which interferes with DNA replication and growth. This agent does not require activation by HSV thymidine kinase and has a longer plasma half-life than nucleoside analogues.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-methyl-N-(4-methyl-5-sulfamoyl-1,3-thiazol-2-yl)-2-(4-pyridin-2-ylphenyl)acetamide
2.1.2 InChI
InChI=1S/C18H18N4O3S2/c1-12-17(27(19,24)25)26-18(21-12)22(2)16(23)11-13-6-8-14(9-7-13)15-5-3-4-10-20-15/h3-10H,11H2,1-2H3,(H2,19,24,25)
2.1.3 InChI Key
IVZKZONQVYTCKC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C(SC(=N1)N(C)C(=O)CC2=CC=C(C=C2)C3=CC=CC=N3)S(=O)(=O)N
2.2 Other Identifiers
2.2.1 UNII
07HQ1TJ4JE
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aic316

2. Bay 57-1293

3. N-(5-(aminiosulfonyl)-4-methyl-1,3-thiazol-2-yl)-n-methyl-2-(4-(2-pyridinyl)phenyl)acetamide

2.3.2 Depositor-Supplied Synonyms

1. 348086-71-5

2. Bay 57-1293

3. Bay-57-1293

4. Aic316

5. Pritelivir [inn]

6. N-methyl-n-(4-methyl-5-sulfamoylthiazol-2-yl)-2-(4-(pyridin-2-yl)phenyl)acetamide

7. Bay57-1293

8. Aic-316

9. N-methyl-n-(4-methyl-5-sulfamoyl-1,3-thiazol-2-yl)-2-(4-pyridin-2-ylphenyl)acetamide

10. 07hq1tj4je

11. Pritelivir (bay 57-1293)

12. 348086-71-5 (free Base)

13. Bay 57-1293;aic316

14. Unii-07hq1tj4je

15. Benzeneacetamide, N-(5-(aminosulfonyl)-4-methyl-2-thiazolyl)-n-methyl-4-(2-pyridinyl)-

16. N-(5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl)-n-methyl-2-(4-(2-pyridinyl)phenyl)acetamide

17. N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-n-methyl-2-[4-(2-pyridinyl)phenyl]acetamide

18. N-methyl-n-(4-methyl-5-sulfamoyl-1,3-thiazol-2-yl)-2-(4-(pyridin-2-yl)phenyl)acetamide

19. N-methyl-n-(4-methyl-5-sulfamoyl-1,3-thiazol-2-yl)-2-[4-(pyridin-2-yl)phenyl]acetamide

20. Pritelivir;aic316

21. Pritelivir [who-dd]

22. Pritelivirbay-57-1293

23. Schembl1074614

24. Pritelivir(bay 57-1293)

25. Chembl4069597

26. Aic 316

27. Dtxsid70188344

28. Ex-a247

29. Hms3653b15

30. Hms3744e03

31. Bcp08742

32. Yna08671

33. Zinc3955689

34. Mfcd18633192

35. S7546

36. Akos026750515

37. Ccg-268675

38. Cs-1693

39. Db11844

40. Ks-5353

41. Sb19731

42. Ncgc00378984-02

43. Ac-33065

44. Da-42669

45. Hy-15303

46. Ls-14637

47. N-(5-(aminiosulfonyl)-4-methyl-1,3-thiazol-2-yl)-n-methyl-2-(4-(2-pyridinyl)phenyl)acetamide

48. Ft-0732285

49. Sw219861-1

50. A13324

51. A857450

52. Q15410303

53. N-methyl-n-(4-methyl-5-sulfamoyl-thiazol-2-yl)-2-[4-(2-pyridyl)phenyl]acetamide

54. Bay-571293; Aic-316; Aic 316;n-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-n-methyl-2-[4-(2-pyridinyl)phenyl]acetamide;n-methyl-n-(4-methyl-5-sulfamoylthiazol-2-yl)-2-(4-(pyridin-2-yl)phenyl)acetamide

55. N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-n-methyl-2-[4-(2-pyridinyl)phenyl] Acetamide

56. N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-n-methyl-2-[4-(2-pyridyl)phenyl]acetamide

57. N-[5-(aminosulphonyl)-4-methyl-1,3-thiazol-2-yl]-n-methyl-2-[4-(2-pyridinyl)phenyl]acetamide

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 402.5 g/mol
Molecular Formula C18H18N4O3S2
XLogP32.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass402.08203280 g/mol
Monoisotopic Mass402.08203280 g/mol
Topological Polar Surface Area143 Ų
Heavy Atom Count27
Formal Charge0
Complexity617
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 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


Antiviral Agents

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)


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