3. Creating InChIKeys for IUPAC names



Recipe Overview
Reading Time
15 minutes
Executable Code
Yes
Difficulty
Creating InChIKeys for IUPAC names
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Recipe Type
Hands-on
Audience
Maturity Level & Indicator
DSM-4-C4
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3.1. Main Objectives

The main purpose of this recipe is:

To take an IUPAC name and generate an InChIKey


3.1.1. Using the OPSIN website

The OPSIN library is an open source tool to parse IUPAC names into chemical graphs 2. OPSIN has a website where IUPAC names are converted into other representations, including an InChIKey. The latter is done by the offical InChI library 1.

3.1.2. Automating translations with Google Colab

Google Colaboratory (Colab for short) allows us to use Python to automate conversions of IUPAC names. In Colab we can use Bacting 3 to access the OPSIN library. We would first download the Bacting libraries and create the Bacting manager objects:

from scyjava import config, jimport
config.endpoints.append('io.github.egonw.bacting:managers-inchi:0.1.0')
config.endpoints.append('io.github.egonw.bacting:managers-opsin:0.1.0')

inchi_cls = jimport("net.bioclipse.managers.InChIManager")
inchi = inchi_cls(".")
opsin_cls = jimport("net.bioclipse.managers.OpsinManager")
opsin = opsin_cls(".")

After that, we use the manager API to parse the IUPAC name and generate an InChI and InChIKey:

anInChI = inchi.generate(opsin.parseIUPACName("methane"))
print(f"InChI: {anInChI.getValue()}")
print(f"InchIKey: {anInChI.getKey()}")

The full Jupyter notebook can be found here, including a button to open the notebook in Colab.

3.1.3. Automating translations with Apache Groovy

Because Bacting is written in Java and the libraries being available from Maven Central, it also be used in Apache Groovy and other Java-based environments. The above code in Groovy looks like:

@Grab(group='io.github.egonw.bacting', module='managers-inchi', version='0.1.0')
@Grab(group='io.github.egonw.bacting', module='managers-opsin', version='0.1.0')

workspaceRoot = "."
inchi = new net.bioclipse.managers.InChIManager(workspaceRoot);
opsin = new net.bioclipse.managers.OpsinManager(workspaceRoot);

anInChI = inchi.generate(opsin.parseIUPACName("methane"))
println "InChI: ${anInChI.getValue()}"
println "InchIKey: ${anInChI.getKey()}"

3.2. Conclusion

Cheminformatics provides us the tools to parse IUPAC names and convert them to chemical graph based identifiers, such as the InChIKey. The InChIKey identifier can be used to find more information about the chemicals represented by the original IUPAC names.

3.3. References

3.4. Authors