Tenofovir
Athanor · official
C9H14N5O4P · 287.21 g/mol
IUPAC name: [(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid
Also called Viread, TDF, TAF, HIV
DangerCauses serious eye damageNames and identifiers
- IUPAC name
- [(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid
- Synonyms
- Viread, TDF, TAF
+ 39 more
HIV, (R)-9-(2-Phosphonomethoxypropyl)adenine, (R)-PMPA, tenofovir (anhydrous), Tenofovir anhydrous, GS-1275, anhydrous tenofovir, tenofovir (anh.), GS-1278, CHEBI:63625, [(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid, ({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid, W4HFE001U5, (R)-9-(Phosphonomethoxypropyl)adenine, (R)-9-(2-Phosphonylmethoxypropyl)adenine, PMP-A, DTXSID9040132, (((1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy)methyl)phosphonic acid, Phosphonic acid, (((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-, tenofovirum, ((2R)-1-(6-aminopurin-9-yl)propan-2-yl)oxymethylphosphonic acid, ((((2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid, {[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl}phosphonic acid, Phosphonic acid, [[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-, Disoproxil, Tenofovir, 9-PMPA (tenofovir), RefChem:6288, Phosphonic acid, ((2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-, monohydrate, (R)-, Disoproxil Fumarate, Tenofovir, Fumarate, Tenofovir Disoproxil, DTXCID7020132, J05AF07, 9-(2-Phosphonylmethoxypropyl)adenine, (R)-9-(Phosphonomethoxypropyl)adenine Hydrate, (R)-9-(2-Phosphonomethoxypropyl)adenine Hydrate, (((1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy)methyl)phosphonic Acid, Monohydrate, 9-(2-Phosphonomethoxypropyl)adenine, 99YXE507IL, CHEBI:63716
- Molecular formula
- C9H14N5O4P
- Empirical formula
- C9H14N5O4P
- Molecular weight
- 287.21 g/mol
- Exact mass
- 287.07834
- CAS number
- 147127-20-6
- PubChem CID
- 464205
- Canonical SMILES
- CC(CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)O
- Isomeric SMILES
- C[C@H](CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)O
- 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)/t6-/m1/s1
- InChIKey
- SGOIRFVFHAKUTI-ZCFIWIBFSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 19
- Rings
- 2
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.44
- H-bond donors
- 3
- H-bond acceptors
- 6 computed here · PubChem 8
- Rotatable bonds
- 5
- TPSA (Ų)
- 136.4 computed here · PubChem 136
- Formal charge
- 0
- XLogP3
- -1.6 PubChem
- Complexity
- 354 PubChem
- Stereocenters
- 1 definedCIP: C2: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C37.64%
- H4.91%
- N24.38%
- O22.28%
- P10.78%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -0.05 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -1.61 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.38 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 287.22
- log P ≤ 5 (Crippen): -0.05
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 6
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Danger
Most widely reported: 2 company reports to ECHA. Source [1].
- Corrosive
- H318Causes serious eye damage
Precautionary statements: P264+P265, P280, P305+P354+P338, P317
Safety data sheets on the supplier’s page: ChemFish Tokyo Co., Ltd., CymitQuimica, AA BLOCKS.
Always read the supplier’s safety data sheet before working with it.
Spectra
- MS-MSHuman Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (TripleTOF 5600 SCIEX · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (TripleTOF 5600 SCIEX · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (TripleTOF 5600 SCIEX · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (TripleTOF 5600 SCIEX · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (TripleTOF 5600 SCIEX · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (TripleTOF 5600 SCIEX · LC-ESI-QTOF · NEGATIVE)
- ATR-IRSpectraBase (Bio-Rad FTS · ATR-Neat (DuraSamplIR II))
- RamanSpectraBase (FT-Raman)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [5]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.