Hydroxynefazodone, (R)-

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

What is the Hydroxynefazodone, (R)-?

The molecule Hydroxynefazodone, (R)- presents a molecular formula of C25H32ClN5O3 and its IUPAC name is 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-[(1R)-1-hydroxyethyl]-4-(2-phenoxyethyl)-1,2,4-triazol-3-one.

Hydroxynefazodone, (R)- is a molecule that is used as an antidepressant. It is a member of the class of drugs known as selective serotonin reuptake inhibitors (SSRIs). Hydroxynefazodone, (R)- is structurally similar to fluoxetine (Prozac), and has a similar mechanism of action. Hydroxynefazodone, (R)- is thought to increase the levels of serotonin in the brain by inhibiting the reuptake of serotonin into the neurons. This action results in increased levels of serotonin in the synaptic cleft, which is thought to be responsible for the antidepressant effects of SSRIs. Hydroxynefazodone, (R)- has been shown to be effective in the treatment of major depressive disorder in clinical trials..

3D structure

Cartesian coordinates

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

2D drawing

 

Hydroxynefazodone, (R)- VKGQYGXMUUBRBD-HXUWFJFHSA-N chemical compound 2D structure molecule svg
Hydroxynefazodone, (R)-

 

Molecule descriptors

 
IUPAC name2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-[(1R)-1-hydroxyethyl]-4-(2-phenoxyethyl)-1,2,4-triazol-3-one
InChI codeInChI=1S/C25H32ClN5O3/c1-20(32)24-27-31(25(33)30(24)17-18-34-23-9-3-2-4-10-23)12-6-11-28-13-15-29(16-14-28)22-8-5-7-21(26)19-22/h2-5,7-10,19-20,32H,6,11-18H2,1H3/t20-/m1/s1
InChI KeyVKGQYGXMUUBRBD-HXUWFJFHSA-N
SMILESC[C@@H](O)c1nn(CCCN2CCN(c3cccc(Cl)c3)CC2)c(=O)n1CCOc1ccccc1

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.

  • (r)-hydroxynefazodone
  • 301530-51-8
  • 3H-1,2,4-Triazol-3-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-2,4-dihydro-5-((1R)-1-hydroxyethyl)-4-(2-phenoxyethyl)-
  • Hydroxynefazodone, (R)-
  • O2TV712G8C
  • Q27285245

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC21981272
  • UNII-O2TV712G8C

Physico-Chemical properties

IUPAC name2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-[(1R)-1-hydroxyethyl]-4-(2-phenoxyethyl)-1,2,4-triazol-3-one
Molecular formulaC25H32ClN5O3
Molecular weight486.006
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity141.17
LogP3.0
Topological polar surface area75.8

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.