(2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is (2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester?

The molecule (2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester presents a molecular formula of C21H29N6O5P and its IUPAC name is propan-2-yl (2S)-2-[[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phenoxy-phosphoryl]amino]propanoate.

3D structure

Cartesian coordinates

Geometry of (2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester LDEKQSIMHVQZJK-CAQYMETFSA-N chemical compound 2D structure molecule svg
(2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester

 

Molecule descriptors

 
IUPAC name(2S)-2-[[[(1R)-2-adenin-9-yl-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]propionic acid isopropyl ester
InChI codeInChI=1S/C21H29N6O5P/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24)/t15-,16+,33+/m1/s1
InChI KeyLDEKQSIMHVQZJK-CAQYMETFSA-N
SMILESC[C@H](CN1C=NC2=C(N=CN=C21)N)OC[P@@](=O)(N[C@@H](C)C(=O)OC(C)C)OC3=CC=CC=C3

Physico-Chemical properties

IUPAC namepropan-2-yl (2S)-2-[[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phenoxy-phosphoryl]amino]propanoate
Molecular formulaC21H29N6O5P
Molecular weight476.5
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP1.9
Topological polar surface area144

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.