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2D Structure
Also known as: Tenofovir alafenamide fumarate, 1392275-56-7, Gs-7340 hemifumarate, Tenofovir alafenamide hemifumarate, Gs-7340-03, Tenofovir alafenamide fumarate [usan]
Molecular Formula
C46H62N12O14P2
Molecular Weight
1069.0  g/mol
InChI Key
SVUJNSGGPUCLQZ-FQQAACOVSA-N
FDA UNII
FWF6Q91TZO

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-but-2-enedioic acid;propan-2-yl (2S)-2-[[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phenoxyphosphoryl]amino]propanoate
2.1.2 InChI
InChI=1S/2C21H29N6O5P.C4H4O4/c2*1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27;5-3(6)1-2-4(7)8/h2*5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24);1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*15-,16+,33+;/m11./s1
2.1.3 InChI Key
SVUJNSGGPUCLQZ-FQQAACOVSA-N
2.1.4 Canonical SMILES
CC(C)OC(=O)C(C)NP(=O)(COC(C)CN1C=NC2=C(N=CN=C21)N)OC3=CC=CC=C3.CC(C)OC(=O)C(C)NP(=O)(COC(C)CN1C=NC2=C(N=CN=C21)N)OC3=CC=CC=C3.C(=CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
C[C@H](CN1C=NC2=C(N=CN=C21)N)OC[P@@](=O)(N[C@@H](C)C(=O)OC(C)C)OC3=CC=CC=C3.C[C@H](CN1C=NC2=C(N=CN=C21)N)OC[P@@](=O)(N[C@@H](C)C(=O)OC(C)C)OC3=CC=CC=C3.C(=C/C(=O)O)\C(=O)O
2.2 Other Identifiers
2.2.1 UNII
FWF6Q91TZO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Gs-7340

2. Gs-734003

3. L-alanine, N-((s)-(((1r)-2-(6-amino-9h-purin-9-yl)-1-methylethoxy)methyl)phenoxyphosphinyl)-, 1-methylethyl Ester

4. Tenofovir Alafenamide

2.3.2 Depositor-Supplied Synonyms

1. Tenofovir Alafenamide Fumarate

2. 1392275-56-7

3. Gs-7340 Hemifumarate

4. Tenofovir Alafenamide Hemifumarate

5. Gs-7340-03

6. Tenofovir Alafenamide Fumarate [usan]

7. Fwf6q91tzo

8. Gs-7340 (hemifumarate)

9. Vemlidy (tn)

10. Taf

11. Chembl2364637

12. Chebi:90923

13. Dtxsid401027740

14. (s)-isopropyl 2-(((s)-((((r)-1-(6-amino-9h-purin-9-yl)propan-2-yl)oxy)methyl)(phenoxy)phosphoryl)amino)propanoate Fumarate(2:1)

15. Ex-a2641

16. Mfcd30534429

17. S4427

18. Ac-30255

19. Tenofovir Alafenamide Fumarate (usan/jan)

20. Tenofovir Alafenamide Fumarate [mi]

21. Tenofovir Alafenamide Fumarate [jan]

22. Tenofovir Alafenamide Fumarate (2:1)

23. D10605

24. Tenofovir Alafenamide Fumarate [who-dd]

25. Tenofovir Alafenamide Fumarate [orange Book]

26. Descovy Component Tenofovir Alafenamide Fumarate

27. Odefsey Component Tenofovir Alafenamide Fumarate

28. Q27162911

29. Symtuza Component Tenofovir Alafenamide Fumarate

30. Biktarvy Component Tenofovir Alafenamide Fumarate

31. Tenofovir Alafenamide Fumarate Component Of Biktarvy

32. Tenofovir Alafenamide Fumarate Component Of Descovy

33. Tenofovir Alafenamide Fumarate Component Of Genvoya

34. Tenofovir Alafenamide Fumarate Component Of Odefsey

35. Tenofovir Alafenamide Fumarate Component Of Symtuza

36. (s)-isopropyl 2-(((s)-((((r)-1-(6-amino-9h-purin-9-yl)propan-2-yl)oxy)methyl)(phenoxy)phosphoryl)amino)propanoate Hemifumarate

37. 1-methylethyl N-((s)-(((1r)-2-(6-amino-9h-purin-9-yl)-1-methylethoxy)methyl(phenoxyphosphinoyl)-l-alaninate, (2e)-2-butenedioate

38. Bis{9-[(2r,5s,7e)-2,7,10-trimethyl-5,8-dioxo-5-phenoxy-3,9-dioxa-6-aza-5lambda5-phosphaundecan-1-yl]-9h-purin-6-aminium} (2e)-but-2-enedioate

39. Bis{propan-2-yl N-[(s)-({[(2r)-1-(6-amino-9h-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl]-l-alaninate} (2e)-but-2-enedioate

2.4 Create Date
2013-06-10
3 Chemical and Physical Properties
Molecular Weight 1069.0 g/mol
Molecular Formula C46H62N12O14P2
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count24
Rotatable Bond Count26
Exact Mass1068.39836869 g/mol
Monoisotopic Mass1068.39836869 g/mol
Topological Polar Surface Area362 Ų
Heavy Atom Count74
Formal Charge0
Complexity799
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Indication

Vemlidy is indicated for the treatment of chronic hepatitis B in adults and adolescents (aged 12 years and older with body weight at least 35 kg).


5 Pharmacology and Biochemistry
5.1 ATC Code

J05AF