1H-1,2-benzodiazepine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 1H-1,2-benzodiazepine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 1H-1,2-benzodiazepine?

The molecule 1H-1,2-benzodiazepine presents a molecular formula of C9H8N2 and its IUPAC name is 1H-1,2-benzodiazepine.

3D structure

Cartesian coordinates

Geometry of 1H-1,2-benzodiazepine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

1H-1,2-benzodiazepine SVUOLADPCWQTTE-UHFFFAOYSA-N chemical compound 2D structure molecule svg
1H-1,2-benzodiazepine

 

Molecule descriptors

 
IUPAC name1H-1,2-benzodiazepine
InChI codeInChI=1S/C9H8N2/c1-2-6-9-8(4-1)5-3-7-10-11-9/h1-7,11H
InChI KeySVUOLADPCWQTTE-UHFFFAOYSA-N
SMILESC1=CC=C2C(=C1)C=CC=NN2

Physico-Chemical properties

IUPAC name1H-1,2-benzodiazepine
Molecular formulaC9H8N2
Molecular weight144.17
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP1.9
Topological polar surface area24.4

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.