(S)-Cycrimine

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

What is the (S)-Cycrimine?

The molecule (S)-Cycrimine presents a molecular formula of C19H29NO and its IUPAC name is (1S)-1-cyclopentyl-1-phenyl-3-piperidin-1-ylpropan-1-ol.

Cycrimine is an alkaloid molecule that belongs in the Cycadales order of plants. It has been shown to have a variety of pharmacological effects, including anticholinergic, antipsychotic, and anticonvulsant activity. Cycrimine is structurally similar to the neurotransmitter acetylcholine and acts as a competitive antagonist at muscarinic acetylcholine receptors. This action is thought to underlie its anticholinergic effects. Cycrimine has also been shown to bind to and block dopamine receptors, which may explain its antipsychotic effects. In addition, cycrimine has been shown to block voltage-gated sodium channels, which may contribute to its anticonvulsant activity..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-Cycrimine SWRUZBWLEWHWRI-LJQANCHMSA-N chemical compound 2D structure molecule svg
(S)-Cycrimine

 

Molecule descriptors

 
IUPAC name(1S)-1-cyclopentyl-1-phenyl-3-piperidin-1-ylpropan-1-ol
InChI codeInChI=1S/C19H29NO/c21-19(18-11-5-6-12-18,17-9-3-1-4-10-17)13-16-20-14-7-2-8-15-20/h1,3-4,9-10,18,21H,2,5-8,11-16H2/t19-/m1/s1
InChI KeySWRUZBWLEWHWRI-LJQANCHMSA-N
SMILESO[C@](CCN1CCCCC1)(c1ccccc1)C1CCCC1

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.

  • (1S)-1-cyclopentyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol
  • (1S)-alpha-cyclopentyl-alpha-phenyl-1-piperidinepropanol
  • (1S)-cycrimine
  • (S)-Cycrimine
  • 1-PIPERIDINEPROPANOL, .ALPHA.-CYCLOPENTYL-.ALPHA.-PHENYL-, (S)-
  • 45M7R930MR
  • CYCRIMINE, (S)-
  • Q27126862

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC2041282
  • CHEMBL609405
  • CHEBI:59707
  • SCHEMBL249005

Physico-Chemical properties

IUPAC name(1S)-1-cyclopentyl-1-phenyl-3-piperidin-1-ylpropan-1-ol
Molecular formulaC19H29NO
Molecular weight287.44
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity92.72
LogP3.9
Topological polar surface area23.5

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.