benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine?

The molecule benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine presents a molecular formula of C24H34N2O and its IUPAC name is N-[(2S)-3-(2-methylpropoxy)-2-pyrrolidin-1-yl-propyl]-N-(phenylmethyl)aniline.

3D structure

Cartesian coordinates

Geometry of benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine UIEATEWHFDRYRU-DEOSSOPVSA-N chemical compound 2D structure molecule svg
benzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine

 

Molecule descriptors

 
IUPAC namebenzyl-[(2S)-3-isobutoxy-2-pyrrolidino-propyl]-phenyl-amine
InChI codeInChI=1S/C24H34N2O/c1-21(2)19-27-20-24(25-15-9-10-16-25)18-26(23-13-7-4-8-14-23)17-22-11-5-3-6-12-22/h3-8,11-14,21,24H,9-10,15-20H2,1-2H3/t24-/m0/s1
InChI KeyUIEATEWHFDRYRU-DEOSSOPVSA-N
SMILESCC(C)COC[C@H](CN(CC1=CC=CC=C1)C2=CC=CC=C2)N3CCCC3

Physico-Chemical properties

IUPAC nameN-[(2S)-3-(2-methylpropoxy)-2-pyrrolidin-1-yl-propyl]-N-(phenylmethyl)aniline
Molecular formulaC24H34N2O
Molecular weight366.5
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP5.3
Topological polar surface area15.7

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.