1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester?

The molecule 1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester presents a molecular formula of C18H21ClNO5+ and its IUPAC name is ethyl 1-[(6-chloranyl-7-oxidanyl-2-oxidanylidene-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylate.

3D structure

Cartesian coordinates

Geometry of 1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester OMACYDQNEPEXRP-UHFFFAOYSA-O chemical compound 2D structure molecule svg
1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester

 

Molecule descriptors

 
IUPAC name1-[(6-chloro-7-hydroxy-2-keto-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylic acid ethyl ester
InChI codeInChI=1S/C18H20ClNO5/c1-2-24-18(23)11-3-5-20(6-4-11)10-12-7-17(22)25-16-9-15(21)14(19)8-13(12)16/h7-9,11,21H,2-6,10H2,1H3/p+1
InChI KeyOMACYDQNEPEXRP-UHFFFAOYSA-O
SMILESCCOC(=O)C1CC[NH+](CC1)CC2=CC(=O)OC3=CC(=C(C=C23)Cl)O

Physico-Chemical properties

IUPAC nameethyl 1-[(6-chloranyl-7-oxidanyl-2-oxidanylidene-chromen-4-yl)methyl]piperidin-1-ium-4-carboxylate
Molecular formulaC18H21ClNO5+
Molecular weight366.8
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP2.3
Topological polar surface area77.3

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.