Belinostat

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

What is the Belinostat?

The molecule Belinostat presents a molecular formula of C15H14N2O4S and its IUPAC name is (E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]prop-2-enamide.

Belinostat (PXD101) is a cancer drug that works by inhibiting histone deacetylase (HDAC). HDACs are enzymes that remove acetyl groups from histones, which are proteins that package and organize DNA. Belinostat is used to treat peripheral T-cell lymphoma (PTCL)..

PTCL is a rare and aggressive type of non-Hodgkin lymphoma that starts in white blood cells called T-cells. PTCL can be difficult to treat because it is often resistant to standard chemotherapy drugs..

Belinostat was approved by the US Food and Drug Administration (FDA) in 2014. It is the first HDAC inhibitor to be approved for the treatment of PTCL..

Belinostat is given as an infusion into a vein (IV). It is usually given once a day for 5 days in a row, followed by 2 days off. The infusion takes about 30 minutes..

Common side effects of belinostat include fatigue, nausea, vomiting, and decreased appetite. Belinostat can also cause low blood cell counts, which can lead to infection, bleeding, and fatigue..

Belinostat is a cancer drug that is used to treat peripheral T-cell lymphoma (PTCL). It is the first HDAC inhibitor to be approved for the treatment of PTCL. Belinostat is given as an infusion into a vein (IV). Common side effects of belinostat include fatigue, nausea, vomiting, and decreased appetite..

3D structure

Cartesian coordinates

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

2D drawing

 

Belinostat NCNRHFGMJRPRSK-MDZDMXLPSA-N chemical compound 2D structure molecule svg
Belinostat

 

Molecule descriptors

 
IUPAC name(E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]prop-2-enamide
InChI codeInChI=1S/C15H14N2O4S/c18-15(16-19)10-9-12-5-4-8-14(11-12)22(20,21)17-13-6-2-1-3-7-13/h1-11,17,19H,(H,16,18)/b10-9+
InChI KeyNCNRHFGMJRPRSK-MDZDMXLPSA-N
SMILESO=C(/C=C/c1cccc(S(=O)(=O)Nc2ccccc2)c1)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.

  • (2E)-N-HYDROXY-3-(3-(PHENYLSULFAMOYL)PHENYL)PROP-2-ENAMIDE
  • (2E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]acrylamide
  • (2E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]prop-2-enamide
  • (E)-3-[3-(phenylsulfamoyl)phenyl]prop-2-enehydroxamic acid
  • (E)-N-Hydroxy-3-(3-phenylsulfamoyl-phenyl)-acrylamide
  • (E)-N-hydroxy-3-(3-(N-phenylsulfamoyl)phenyl)acrylamide
  • (E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]prop-2-enamide
  • (E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]prop-2-enamide.
  • 2-Propenamide, N-hydroxy-3-(3-((phenylamino)sulfonyl)phenyl)-
  • 2-Propenamide, N-hydroxy-3-(3-((phenylamino)sulfonyl)phenyl)-, (2E)-
  • 2-Propenamide, N-hydroxy-3-[3-[(phenylamino)sulfonyl]phenyl]-, (2E)-
  • 414864-00-9
  • 5OG
  • 866323-14-0
  • A25012
  • AC-25046
  • AC-35365
  • AMY1792
  • AS-17068
  • BCP01741
  • BCP9000386
  • BCPP000351
  • BDBM25150
  • Beleodaq
  • Belinostat
  • Belinostat (PXD101)
  • Belinostat (USAN/INN)
  • Belinostat - PXD101
  • Belinostat Ph3
  • Belinostat,PXD101, PX105684
  • CCG-208758
  • D08870
  • DB05015
  • E-Belinostat
  • EC-000.2286
  • EX-A180
  • F4H96P17NZ
  • GTPL7496
  • J-523584
  • LS41098
  • MFCD08064035
  • MLS006011091
  • N-HYDROXY-3-(3-((PHENYLAMINO)SULFONYL)PHENYL)-2-PROPENAMIDE
  • N-HYDROXY-3-(3-PHENYLSULFAMOYLPHENYL)ACRYLAMIDE
  • N-HYDROXY-3-[3-[(PHENYLAMINO)SULFONYL]PHENYL]-2-PROPENAMIDE
  • N-Hydroxy-3-(3-(N-phenylsulfamoyl)phenyl)acrylamide
  • N-Hydroxy-3-(3-phenylsulphamoylphenyl)acrylamide
  • N-Hydroxy-3-[(phenylamino)sulfonyl]-trans-cinnamamide
  • N-hydroxy-3-(3-(phenylsulfamoyl)phenyl)prop-2-enamide
  • N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]-2-propenamide
  • NCGC00263155-02
  • NCGC00263155-05
  • NSC-726630
  • NSC-758774
  • NSC726630
  • NSC758774
  • PX 105684
  • PX-105684
  • PX105684
  • PXD 101
  • PXD-101
  • PXD101
  • Q4882925
  • SMR004702879
  • SW219445-1
  • s1085

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3818726
  • UNII-F4H96P17NZ
  • AKOS025401741
  • BRD-K17743125-001-01-9
  • DTXSID60194378
  • CHEMBL408513
  • CHEBI:61076
  • CHEBI:94531

Physico-Chemical properties

IUPAC name(E)-N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]prop-2-enamide
Molecular formulaC15H14N2O4S
Molecular weight318.348
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity82.18
LogP3.6
Topological polar surface area103.9

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.