4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester?

The molecule 4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester presents a molecular formula of C21H17NO6 and its IUPAC name is propyl 4-[7-(cyanomethoxy)-4-oxidanylidene-chromen-3-yl]oxybenzoate.

3D structure

Cartesian coordinates

Geometry of 4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester LOZQDALLPDECRT-UHFFFAOYSA-N chemical compound 2D structure molecule svg
4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester

 

Molecule descriptors

 
IUPAC name4-[7-(cyanomethoxy)-4-keto-chromen-3-yl]oxybenzoic acid propyl ester
InChI codeInChI=1S/C21H17NO6/c1-2-10-26-21(24)14-3-5-15(6-4-14)28-19-13-27-18-12-16(25-11-9-22)7-8-17(18)20(19)23/h3-8,12-13H,2,10-11H2,1H3
InChI KeyLOZQDALLPDECRT-UHFFFAOYSA-N
SMILESCCCOC(=O)C1=CC=C(C=C1)OC2=COC3=C(C2=O)C=CC(=C3)OCC#N

Physico-Chemical properties

IUPAC namepropyl 4-[7-(cyanomethoxy)-4-oxidanylidene-chromen-3-yl]oxybenzoate
Molecular formulaC21H17NO6
Molecular weight379.4
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP3.8
Topological polar surface area94.8

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.