amino-[bis(2-chloroethyl)amino]phosphinic acid

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

What is amino-[bis(2-chloroethyl)amino]phosphinic acid?

The molecule amino-[bis(2-chloroethyl)amino]phosphinic acid presents a molecular formula of C4H11Cl2N2O2P and its IUPAC name is azanyl-[bis(2-chloroethyl)amino]phosphinic acid.

3D structure

Cartesian coordinates

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

2D drawing

 

amino-[bis(2-chloroethyl)amino]phosphinic acid RJXQSIKBGKVNRT-UHFFFAOYSA-N chemical compound 2D structure molecule svg
amino-[bis(2-chloroethyl)amino]phosphinic acid

 

Molecule descriptors

 
IUPAC nameamino-[bis(2-chloroethyl)amino]phosphinic acid
InChI codeInChI=1S/C4H11Cl2N2O2P/c5-1-3-8(4-2-6)11(7,9)10/h1-4H2,(H3,7,9,10)
InChI KeyRJXQSIKBGKVNRT-UHFFFAOYSA-N
SMILESC(CCl)N(CCCl)P(=O)(N)O

Physico-Chemical properties

IUPAC nameazanyl-[bis(2-chloroethyl)amino]phosphinic acid
Molecular formulaC4H11Cl2N2O2P
Molecular weight221.02
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP-0.4
Topological polar surface area66.6

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.