Tenofovir disoproxil fumarate

C₂₃H₃₄N₅O₁₄PCAS 202138-50-9635.52 g/mol

Open in Covalent MOL file

Alkene Carbonate Carboxylic acid Ether Phosphonate Primary amine

Properties

Molecular formula: C₂₃H₃₄N₅O₁₄P
Molar mass: 635.52 g/mol
Exact mass: 635.1840 Da
Water solubility: 13.4 g/L (25 °C)
logP: 2.75Crippen estimate
Polar surface area: 260.0 Å²
H-bond donors / acceptors: 3 / 16
Rotatable bonds: 15
Stereocentres: Rin SMILES atom order
Double bonds: EE/Z, in SMILES order

Hazards

Danger

H302 Harmful if swallowed39.6% of notifiers
H318 Causes serious eye damage61.5% of notifiers
H319 Causes serious eye irritation37.5% of notifiers
H373 May causes damage to organs through prolonged or repeated exposure36.5% of notifiers
H412 Harmful to aquatic life with long lasting effects55.2% of notifiers

Aggregated from 96 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P260, P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P305+P354+P338, P317, P319, P330, P337+P317, P501

Identifiers

CAS number

202138-50-9

SMILES

C[C@H](CN1C=NC2=C(N=CN=C21)N)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C.C(=C/C(=O)O)\C(=O)O

InChIKey

VCMJCVGFSROFHV-WZGZYPNHSA-N

InChI

InChI=1S/C19H30N5O10P.C4H4O4/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24;5-3(6)1-2-4(7)8/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t14-;/m1./s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

10 names

2,4,6,8-Tetraoxa-5-phosphanonanedioic acid, 5-[[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-, 1,9-bis(1-methylethyl) ester, 5-oxide, (2E)-2-butenedioate (1:1)
2,4,6,8-Tetraoxa-5-phosphanonanedioic acid, 5-[[2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-, bis(1-methylethyl) ester, 5-oxide, (R)-, (E)-2-butenedioate (1:1)
2,4,6,8-Tetraoxa-5-phosphanonanedioic acid, 5-[[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-, bis(1-methylethyl) ester, 5-oxide, (2E)-2-butenedioate (1:1)
PMPA Prodrug
GS 4331-05
Viread
Virea
Tenofovir DF
TDF
3: PN: WO2016077321 SEQID: 3 claimed sequence

Work with Tenofovir disoproxil fumarate

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Fumaric acid110-17-8Free acid Maleic acid110-16-7Free acid, stereo not defined Poly(maleic acid)26099-09-2Free acid, stereo not defined Tenofovir disoproxil201341-05-1Free base Iron(II) fumarate141-01-5Salt Enalapril maleate76095-16-4Salt, diastereomer Pyrilamine maleate59-33-6Salt, stereo not defined Chlorpheniramine maleate113-92-8Salt, stereo not defined Timolol maleate26921-17-5Salt, diastereomer Sodium fumarate5873-57-4Salt Clemastine fumarate14976-57-9Salt Calcium fumarate19855-56-2Salt

Similar compounds

(S)-Tenofovir147127-19-354 % similar Tenofovir147127-20-654 % similar Phosphonic acid, P-[[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-, hydrate (1:1)206184-49-852 % similar Tenofovir alafenamide379270-37-849 % similar Phenyl hydrogen ((R)-1-(6-amino-9H-purin-9-YL)propan-2-yloxy)methylphosphonate379270-35-648 % similar Adefovir dipivoxil142340-99-646 % similar Diethyl P-[[2-(6-amino-9H-purin-9-yl)ethoxy]methyl]phosphonate116384-53-341 % similar S-9-(2-Hydroxypropyl)adenine14047-27-940 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook