[(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for [(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is [(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid?

The molecule [(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid presents a molecular formula of C19H25BN4O4 and its IUPAC name is [(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazin-2-ylcarbonylamino)propanoyl]amino]butyl]boronic acid.

3D structure

Cartesian coordinates

Geometry of [(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

[(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid GXJABQQUPOEUTA-RDJZCZTQSA-N chemical compound 2D structure molecule svg
[(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid

 

Molecule descriptors

 
IUPAC name[(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazinoylamino)propanoyl]amino]butyl]boronic acid
InChI codeInChI=1S/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17-/m0/s1
InChI KeyGXJABQQUPOEUTA-RDJZCZTQSA-N
SMILESB([C@H](CC(C)C)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C2=NC=CN=C2)(O)O

Physico-Chemical properties

IUPAC name[(1R)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazin-2-ylcarbonylamino)propanoyl]amino]butyl]boronic acid
Molecular formulaC19H25BN4O4
Molecular weight384.2
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP
Topological polar surface area124

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.