Tedizolid phosphate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Tedizolid phosphate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Tedizolid phosphate?

The molecule Tedizolid phosphate presents a molecular formula of C17H16FN6O6P and its IUPAC name is [(5R)-3-[3-fluoro-4-[6-(2-methyltetrazol-5-yl)pyridin-3-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl dihydrogen phosphate.

Tedizolid phosphate (TZP) is a new generation of oxazolidinone class of antibiotics. It has a unique mode of action, which is different from that of other antibiotics. TZP is a bactericidal antibiotic that works by inhibiting protein synthesis in bacteria. This action is achieved by binding to a specific site on the bacterial ribosome, the protein synthesis machinery of the cell. TZP has a high affinity for the bacterial ribosome and is active against a wide range of Gram-positive bacteria, including methicillin-resistant strains. TZP is also active against Gram-negative bacteria, but its activity against these organisms is generally weaker..

The main advantage of TZP over other antibiotics is its potency. TZP is active against a wide range of bacteria, including many that are resistant to other antibiotics. TZP is also well tolerated and has a low incidence of side effects. The most common side effect is nausea, which is usually mild and disappears with continued use..

3D structure

Cartesian coordinates

Geometry of Tedizolid phosphate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


Tedizolid phosphate QCGUSIANLFXSGE-GFCCVEGCSA-N chemical compound 2D structure molecule svg
Tedizolid phosphate


Molecule descriptors

IUPAC name[(5R)-3-[3-fluoro-4-[6-(2-methyltetrazol-5-yl)pyridin-3-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl dihydrogen phosphate
InChI codeInChI=1S/C17H16FN6O6P/c1-23-21-16(20-22-23)15-5-2-10(7-19-15)13-4-3-11(6-14(13)18)24-8-12(30-17(24)25)9-29-31(26,27)28/h2-7,12H,8-9H2,1H3,(H2,26,27,28)/t12-/m1/s1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • ((5R)-3-(3-Fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5- yl)methyl hydrogen phosphate
  • (R)-(3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl)phenyl)-2-oxooxazolidin-5-yl)methyl dihydrogen phosphate
  • 2-Oxazolidinone, 3-(3-fluoro-4-(6-(2-methyl-2H-tetrazol-5-yl)-3-pyridinyl)phenyl)-5- ((phosphonooxy)methyl)-, (5R)-
  • 856867-55-5
  • 856867-55-5 (phosphate)
  • A863474
  • AMY9256
  • AS-57141
  • BCP10960
  • BDBM50017198
  • CCG-269233
  • CS-5004
  • D09686
  • DA-7218 FREE ACID
  • DA7218
  • DB09042
  • EX-A5792
  • HY-14855B
  • MFCD28098176
  • NCGC00482851-02
  • O7DRJ6R4DW
  • Q21011227
  • TR-701
  • TR-701 FA
  • TR-701-FA
  • TR-701FA
  • TR701-FA; TR-701-FA; TR 701-FA
  • Tedizolid (phosphate)
  • Tedizolid phosphate
  • Tedizolid phosphate (JAN/USAN)
  • TedizolidPhosphate
  • Torezolid phosphate
  • [(5R)-3-[3-fluoro-4-[6-(2-methyltetrazol-5-yl)pyridin-3-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl dihydrogen phosphate
  • [(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridin-3-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl dihydrogen phosphate
  • s4641
  • tedizolid-phosphate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC43100953
  • AKOS027250820
  • DTXSID30234977
  • CHEMBL2105669
  • CHEBI:83326
  • SCHEMBL1557561

Physico-Chemical properties

IUPAC name[(5R)-3-[3-fluoro-4-[6-(2-methyltetrazol-5-yl)pyridin-3-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl dihydrogen phosphate
Molecular formulaC17H16FN6O6P
Molecular weight450.318
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity106.09
Topological polar surface area162.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.