Jul 3 2008
Contents
 
Introduction
Overview - RECOMMENDED READING FOR NEW ICM USERS
File Menu
Graphics Move Tools
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Homology and Modelling
Working with Chemistry Tools
Chemsitry Menu
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 Convert to Racemic
 Generate Stereoisomers
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 Enumerate by Markush
 R-Group Decomposition
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Tutorial - Graphical Display
Molecular Document
Tutorial - Working with PDB Protein Structures
Tutorial - Working with Sequence Alignments
Tutorial - Ligand Binding Pocket Analysis
Tutorial - Homology and Modeling Tools
Tutorial - Crystallographic Analysis Tools
Tutorial - Working with Chemical Tables
Tutorial - Working with the Molecular Editor
Tutorial - Chemical Searching
Tutorial - Docking and Virtual Ligand Screening
 
Index
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22.12 Generate Stereoismers
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Theory

Isomers are molecules which have the same chemical formula and sometimes the same kind of bonds but in which the atoms are arranged differently.

Structural isomers have different atom-to-atom connections e.g. propanol (C3H8O or C3H7OH) has two isomers Propan-1-ol and Propan-2-ol.

Diastereomers are not mirror images and have different internal dimensions (e.g. dihedral angles and distances between non-bonded atoms). They can be configurational diastereomers (which can be interconverted only by breaking bonds or by changing the configurations of stereocenters) or conformational diastereomers (which can be interconverted by rotation about bonds - including chair flips or by lone pair inversion .

Enantiomers have identical internal dimensions, and are nonsuperimposable mirror images. Enantiomers can be configurational and conformational.

Enatiomers are distinguished based on the Latin terms for left (sinister) and right (rectus). In some cases where the handedness is unknown a chiral center can be labeled "RS"or unknown.

To enumerate and display in a separate table the stereoisomers of selected compounds.

  • Select the compound(s) in the molecular table. Selected compounds are highlighted in blue.
  • Right click in the table and select the option Chemistry/ Enumerate stereoisomers. Or select the Chemistry menu and choose Generate Stereoisomers.
  • The compounds will be displayed in a separate molecular table called STEREOISOMERS.

NOTE: Only centers with unknown chirality will be enumerated.


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