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Chemistry

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Also known as: 841301-32-4, Asp 2151, Asp2151, Amenamevir [inn], Asp-2151, 94x46kw4ae

Molecular Formula

C₂₄H₂₆N₄O₅S

Molecular Weight

482.6 g/mol

InChI Key

MNHNIVNAFBSLLX-UHFFFAOYSA-N

FDA UNII

94X46KW4AE

Amenamevir is a novel helicase-primase inhibitor that is active against varicella-zoster virus and herpes simplex virus types 1 and 2. Amenamenir stabilizes the interaction between the helicase-primase and its DNA substrates, preventing the progression through helicase or primase catalytic cycles, thus interfering with viral DNA replication and viral growth.

1 2D Structure

Amenamevir

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-(2,6-dimethylphenyl)-N-[2-[4-(1,2,4-oxadiazol-3-yl)anilino]-2-oxoethyl]-1,1-dioxothiane-4-carboxamide

2.1.2 InChI

InChI=1S/C24H26N4O5S/c1-16-4-3-5-17(2)22(16)28(24(30)19-10-12-34(31,32)13-11-19)14-21(29)26-20-8-6-18(7-9-20)23-25-15-33-27-23/h3-9,15,19H,10-14H2,1-2H3,(H,26,29)

2.1.3 InChI Key

MNHNIVNAFBSLLX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=CC=C1)C)N(CC(=O)NC2=CC=C(C=C2)C3=NOC=N3)C(=O)C4CCS(=O)(=O)CC4

2.2 Other Identifiers

2.2.1 UNII

94X46KW4AE

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Asp2151

2.3.2 Depositor-Supplied Synonyms

1. 841301-32-4

2. Asp 2151

3. Asp2151

4. Amenamevir [inn]

5. Asp-2151

6. 94x46kw4ae

7. N-(2-((4-(1,2,4-oxadiazol-3-yl)phenyl)amino)-2-oxoethyl)-n-(2,6-dimethylphenyl)tetrahydro-2h-thiopyran-4-carboxamide 1,1-dioxide

8. N-(2,6-dimethylphenyl)-n-[2-[4-(1,2,4-oxadiazol-3-yl)anilino]-2-oxoethyl]-1,1-dioxothiane-4-carboxamide

9. Unii-94x46kw4ae

10. Amenalief (tn)

11. Amenamevir [mi]

12. Amenamevir (jan/inn)

13. Amenamevir [jan]

14. Amenamevir [who-dd]

15. Schembl2238614

16. Chembl4297592

17. Dtxsid101027753

18. Bcp29135

19. Ex-a1700

20. S5552

21. Ccg-269570

22. Cs-8093

23. Db11701

24. Sb19732

25. Ncgc00538163-01

26. Ac-35855

27. Bs-17608

28. Hy-14809

29. D10564

30. D84108

31. Q27271708

32. 2-[n-(2,6-dimethylphenyl)-n-[(tetrahydro-2h-thiopyran 1,1-dioxide)-4-ylcarbonyl]amino]-4'-(1,2,4-oxadiazole-3-yl)acetoanilide

33. N-(2,6-dimethylphenyl)-n-(2-((4-(1,2,4-oxadiazol-3-yl)phenyl)amino)-2-oxoethyl)-1,1-dioxothiane-4-carboxamide

34. N-(2,6-dimethylphenyl)-n-(2-{[4-(1,2,4-oxadiazol-3-yl)phenyl]amino}-2-oxoethyl)tetrahydro-2h-thiopyran-4-carboxamide 1,1-dioxide

35. N-(2,6-dimethylphenyl)-n-[2-[4-(1,2,4-oxadiazol-3-yl)anilino]-2-oxo-ethyl]-1,1-dioxo-thiane-4-carboxamide

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₆N₄O₅S
Molecular Weight	482.6 g/mol
XLogP3	2.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	6
Exact Mass	482.16239112 g/mol
Monoisotopic Mass	482.16239112 g/mol
Topological Polar Surface Area	131 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	800
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1