Baloxavir marboxil

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

What is the Baloxavir marboxil?

The molecule Baloxavir marboxil presents a molecular formula of C2H5NO2 and its IUPAC name is [(3R)-2-[(11S)-7,8-difluoro-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,8]tetradeca-10,13-dien-11-yl]oxymethyl methyl carbonate.

Baloxavir marboxil (XofluzaTM) is a new antiviral medication that has been shown to be effective in treating influenza (flu). It is a prodrug of baloxavir acid, which is then metabolized by esterases to the active drug. Baloxavir marboxil is a potent inhibitor of the influenza virus polymerase, and has activity against both influenza A and B viruses. It is thought to work by preventing the virus from replicating, which reduces the severity and duration of the illness..

The recommended dose of baloxavir marboxil for adults is a single 80 mg tablet, taken as soon as possible after the start of symptoms (within 48 hours). For children aged 12 years and older, the recommended dose is a single 40 mg tablet. Baloxavir marboxil is generally well tolerated, with the most common side effects being diarrhea and nausea..

If you have been exposed to the flu or are experiencing flu-like symptoms, talk to your healthcare provider about whether baloxavir marboxil is right for you..

3D structure

Cartesian coordinates

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

2D drawing

 

Baloxavir marboxil RRUDCFGSUDOHDG-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Baloxavir marboxil

 

Molecule descriptors

 
IUPAC name[(3R)-2-[(11S)-7,8-difluoro-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,8]tetradeca-10,13-dien-11-yl]oxymethyl methyl carbonate
InChI codeInChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
InChI KeyRRUDCFGSUDOHDG-UHFFFAOYSA-N
SMILESCC(=O)NO

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.

  • (((12AR)-12-((11S)-7,8-DIFLUORO-6,11-DIHYDRODIBENZO(B,E)THIEPIN-11-YL)-6,8-DIOXO-3,4,6,8,12,12A-HEXAHYDRO-1H -(1,4)OXAZINO(3,4-C)PYRIDO(2,1-F)(1,2,4)TRIAZIN-7-YL)OXY)METHYL METHYLCARBONATE
  • (((12aR)-12-((11S)-7,8-Difluoro-6,11-dihydrodibenzo(b,E)thiepin-11-yl)-6,8-dioxo-3,4,6,8,12,12ahexahydro-1H-(1,4)oxazino(3,4-C)pyrido(2,1-F)(1,2,4)triazin-7-yl)oxy)methyl methyl carbonate
  • 1830312-72-5
  • 1985606-14-1
  • 505CXM6OHG
  • A937215
  • AC-30675
  • AMY16544
  • Baloxavir marboxil
  • Baloxavir marboxil (JAN/USAN/INN)
  • CS-0030527
  • Carbonic acid, (((12aR)-12-((11S)-7,8-difluoro-6,11-dihydrodibenzo(b,E)thiepin-11-yl)-3,4,6,8,12,12a-hexahydro-6,8-dioxo-1H-(1,4)oxazino(3,4-C)pyrido(2,1-F)(1,2,4)triazin-7-yl)oxy)methyl methyl ester
  • D11021
  • D70046
  • DB13997
  • DT-0012
  • EX-A1867
  • GTPL11748
  • HY-109025
  • Q48333728
  • S-033188
  • S033188
  • Xofluza
  • [(3R)-2-[(11S)-7,8-difluoro-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,8]tetradeca-10,13-dien-11-yl]oxymethyl methyl carbonate
  • baloxavir-marboxil
  • s5952

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • UNII-505CXM6OHG
  • AKOS037652423
  • DTXSID601027758
  • CHEMBL4297503
  • SCHEMBL20108731

Physico-Chemical properties

IUPAC name[(3R)-2-[(11S)-7,8-difluoro-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,8]tetradeca-10,13-dien-11-yl]oxymethyl methyl carbonate
Molecular formulaC2H5NO2
Molecular weight75.0666
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity15.46
LogP-0.1
Topological polar surface area49.3

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.