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Apropovir

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Chemistry

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Also known as: 107021-12-5, Tenofovir-d6, Apropovir, 1-(6-aminopurin-9-yl)propan-2-yloxymethylphosphonic acid, (((1-(6-amino-9h-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid, ({[1-(6-amino-9h-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid

Molecular Formula

C₉H₁₄N₅O₄P

Molecular Weight

287.21 g/mol

InChI Key

SGOIRFVFHAKUTI-UHFFFAOYSA-N

An adenine analog REVERSE TRANSCRIPTASE INHIBITOR with antiviral activity against HIV-1 and HEPATITIS B. It is used to treat HIV INFECTIONS and CHRONIC HEPATITIS B, in combination with other ANTIVIRAL AGENTS, due to the emergence of ANTIVIRAL DRUG RESISTANCE when it is used alone.

1 2D Structure

Apropovir

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(6-aminopurin-9-yl)propan-2-yloxymethylphosphonic acid

2.1.2 InChI

InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)

2.1.3 InChI Key

SGOIRFVFHAKUTI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. (r)-9-(2-phosphonylmethoxypropyl)adenine

2. 9-(2-phosphonylmethoxypropyl)adenine

3. 9-(2-phosphonylmethoxypropyl)adenine, (+-)-isomer

4. 9-(2-phosphonylmethoxypropyl)adenine, (r)-isomer - T357098

5. 9-(2-phosphonylmethoxypropyl)adenine, (s)-isomer

6. 9-pmpa (tenofovir)

7. Disoproxil Fumarate, Tenofovir

8. Disoproxil, Tenofovir

9. Fumarate, Tenofovir Disoproxil

10. Tenofovir

11. Tenofovir Disoproxil

12. Tenofovir Disoproxil Fumarate

13. Viread

2.2.2 Depositor-Supplied Synonyms

1. 107021-12-5

2. Tenofovir-d6

3. Apropovir

4. 1-(6-aminopurin-9-yl)propan-2-yloxymethylphosphonic Acid

5. (((1-(6-amino-9h-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic Acid

6. ({[1-(6-amino-9h-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic Acid

7. 1217720-14-3

8. Tenofovir (parent)

9. Mfcd21604708

10. ((2-(6-amino-9h-purin-9-yl)-1-methylethoxy)methyl)phosphonic Acid

11. Mls006011450

12. Schembl497725

13. Chembl315593

14. Dtxsid30861388

15. Bcp02416

16. Vqb71994

17. Bbl032950

18. Stl370337

19. 9-[2-(phosphonomethoxy)propyl]adenine

20. Akos015961830

21. Phosphonic Acid, ((2-(6-amino-9h-purin-9-yl)-1-methylethoxy)methyl)-

22. Smr004703253

23. Sy115900

24. Ft-0601652

25. Ft-0674851

26. Ft-0696939

27. 9-[2-(phosphonomethoxy)propyl]-9h-purin-6-amine

28. A851347

29. (r)-pmpa;gs-1278;gs 1278;gs1278;tdf;pmpa

30. (s)-[[[1-(6-amino-9h-purin-9-yl)-2-propyl]oxy]methyl]phosphonic Acid

2.3 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₄N₅O₄P
Molecular Weight	287.21 g/mol
XLogP3	-1.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	287.07834094 g/mol
Monoisotopic Mass	287.07834094 g/mol
Topological Polar Surface Area	136 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	354
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-HIV Agents

Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS. (See all compounds classified as Anti-HIV Agents.)

Reverse Transcriptase Inhibitors

Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template. (See all compounds classified as Reverse Transcriptase 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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