3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester?

The molecule 3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester presents a molecular formula of C25H35NO5 and its IUPAC name is 4-[ethyl-[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]butyl 3,4-dimethoxybenzoate.

3D structure

Cartesian coordinates

Geometry of 3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester VYVKHNNGDFVQGA-LJQANCHMSA-N chemical compound 2D structure molecule svg
3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester

 

Molecule descriptors

 
IUPAC name3,4-dimethoxybenzoic acid 4-[ethyl-[(1R)-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]butyl ester
InChI codeInChI=1S/C25H35NO5/c1-6-26(19(2)17-20-9-12-22(28-3)13-10-20)15-7-8-16-31-25(27)21-11-14-23(29-4)24(18-21)30-5/h9-14,18-19H,6-8,15-17H2,1-5H3/t19-/m1/s1
InChI KeyVYVKHNNGDFVQGA-LJQANCHMSA-N
SMILESCCN(CCCCOC(=O)C1=CC(=C(C=C1)OC)OC)[C@H](C)CC2=CC=C(C=C2)OC

Physico-Chemical properties

IUPAC name4-[ethyl-[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]butyl 3,4-dimethoxybenzoate
Molecular formulaC25H35NO5
Molecular weight429.5
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP5.2
Topological polar surface area57.2

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.