2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid?

The molecule 2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid presents a molecular formula of C15H17N3O6S and its IUPAC name is 2-[2-[2-[2-(phenylcarbonylsulfanyl)ethanoylamino]ethanoylamino]ethanoylamino]ethanoic acid.

3D structure

Cartesian coordinates

Geometry of 2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid VDPYMEBVIDZKMD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid

 

Molecule descriptors

 
IUPAC name2-[[2-[[2-[[2-(benzoylthio)acetyl]amino]acetyl]amino]acetyl]amino]acetic acid
InChI codeInChI=1S/C15H17N3O6S/c19-11(16-6-12(20)18-8-14(22)23)7-17-13(21)9-25-15(24)10-4-2-1-3-5-10/h1-5H,6-9H2,(H,16,19)(H,17,21)(H,18,20)(H,22,23)
InChI KeyVDPYMEBVIDZKMD-UHFFFAOYSA-N
SMILESC1=CC=C(C=C1)C(=O)SCC(=O)NCC(=O)NCC(=O)NCC(=O)O

Physico-Chemical properties

IUPAC name2-[2-[2-[2-(phenylcarbonylsulfanyl)ethanoylamino]ethanoylamino]ethanoylamino]ethanoic acid
Molecular formulaC15H17N3O6S
Molecular weight367.4
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP-0.1
Topological polar surface area167

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.