(R)-fenpropidin

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

What is the (R)-fenpropidin?

The molecule (R)-fenpropidin presents a molecular formula of C19H31N and its IUPAC name is 1-[(2R)-3-(4-tert-butylphenyl)-2-methylpropyl]piperidine.

R-fenpropidin is a molecule that has been shown to be a potent and selective inhibitor of the enzyme acetylcholinesterase. This makes it a potential therapeutic agent for the treatment of Alzheimer's disease and other neurodegenerative disorders..

The mechanism of action of R-fenpropidin is not fully understood, but it is thought to work by binding to the active site of the enzyme and preventing the breakdown of acetylcholine. This results in an accumulation of acetylcholine in the brain, which is thought to be beneficial in the treatment of Alzheimer's disease..

R-fenpropidin has been shown to be effective in animal models of Alzheimer's disease, and is currently being evaluated in clinical trials. If proven safe and effective, R-fenpropidin could offer a new and potentially effective treatment for this devastating disease..

3D structure

Cartesian coordinates

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

2D drawing

 

(R)-fenpropidin MGNFYQILYYYUBS-MRXNPFEDSA-N chemical compound 2D structure molecule svg
(R)-fenpropidin

 

Molecule descriptors

 
IUPAC name1-[(2R)-3-(4-tert-butylphenyl)-2-methylpropyl]piperidine
InChI codeInChI=1S/C19H31N/c1-16(15-20-12-6-5-7-13-20)14-17-8-10-18(11-9-17)19(2,3)4/h8-11,16H,5-7,12-15H2,1-4H3/t16-/m1/s1
InChI KeyMGNFYQILYYYUBS-MRXNPFEDSA-N
SMILESC[C@H](Cc1ccc(C(C)(C)C)cc1)CN1CCCCC1

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)-fenpropidin
  • 1-[(2R)-3-(4-tert-butylphenyl)-2-methylpropyl]piperidine
  • Q27156735

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC6036811
  • AKOS015902388
  • CHEBI:83293
  • SCHEMBL8148240

Physico-Chemical properties

IUPAC name1-[(2R)-3-(4-tert-butylphenyl)-2-methylpropyl]piperidine
Molecular formulaC19H31N
Molecular weight273.456
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity93.83
LogP4.6
Topological polar surface area3.2

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.