Vorapaxar

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

What is the Vorapaxar?

The molecule Vorapaxar presents a molecular formula of C₂₉H₃₃FN₂O₄ and its IUPAC name is ethyl N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-1H-benzo[f][2]benzofuran-6-yl]carbamate.

The Vorapaxar molecule is a small molecule that acts as a potent and selective antagonist of the protease-activated receptor 1 (PAR1). PAR1 is a receptor that is activated by thrombin, a protein that plays a key role in blood clotting. The Vorapaxar molecule was originally developed by Merck & Co. as a potential treatment for thrombosis (blood clots). However, clinical trials of the drug were discontinued after it was found to increase the risk of bleeding..

Despite its potential risks, the Vorapaxar molecule has shown promise as a novel treatment for a number of other diseases. In particular, recent studies have shown that the molecule can potently inhibit the growth of cancer cells. This effect is thought to be mediated by the ability of the Vorapaxar molecule to block the activity of PAR1..

PAR1 is a receptor that is overexpressed in many types of cancer, including breast, lung, and pancreatic cancer. The overexpression of PAR1 is thought to contribute to the growth and spread of cancer cells. By blocking the activity of PAR1, the Vorapaxar molecule can potently inhibit the growth of cancer cells..

In addition to its anti-cancer effects, the Vorapaxar molecule has also been shown to have anti-inflammatory and anti-fibrotic effects. These effects are thought to be mediated by the ability of the molecule to block the activity of PAR1..

The Vorapaxar molecule is a small molecule with a wide range of potential therapeutic applications. In addition to its anti-cancer effects, the molecule has also shown promise as a novel treatment for a number of other diseases..

3D structure

Cartesian coordinates

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

2D drawing

Molecule descriptors

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.

Reference codes for other databases

• CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
• Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
• ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
• PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
• RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
• ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
• CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

Physico-Chemical properties

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

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow 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(K_ow) (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 Ų are required. Thus, molecules with a polar surface area greater than 140 Ų tend to be poorly permeable to cell membranes.