(2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is (2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester?

The molecule (2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester presents a molecular formula of C19H32N2O2 and its IUPAC name is 3-methylbutyl (2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-ethanoate.

3D structure

Cartesian coordinates

Geometry of (2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester RYOOHIUJEJZCFT-GOSISDBHSA-N chemical compound 2D structure molecule svg
(2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester

 

Molecule descriptors

 
IUPAC name(2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-acetic acid isoamyl ester
InChI codeInChI=1S/C19H32N2O2/c1-5-21(6-2)14-13-20-18(17-10-8-7-9-11-17)19(22)23-15-12-16(3)4/h7-11,16,18,20H,5-6,12-15H2,1-4H3/t18-/m1/s1
InChI KeyRYOOHIUJEJZCFT-GOSISDBHSA-N
SMILESCCN(CC)CCN[C@H](C1=CC=CC=C1)C(=O)OCCC(C)C

Physico-Chemical properties

IUPAC name3-methylbutyl (2R)-2-[2-(diethylamino)ethylamino]-2-phenyl-ethanoate
Molecular formulaC19H32N2O2
Molecular weight320.5
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP3.9
Topological polar surface area41.6

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.