egonw / pubchem-cdk

PubChem from a CDK perspective.

1. Get a copy of PubChem

$ mkdir pubchem
$ cd pubchem
$ wget -r ftp://ftp.ncbi.nlm.nih.gov/pubchem/Compound/CURRENT-Full/XML/ -c
$ ln -s ftp.ncbi.nlm.nih.gov/pubchem/Compound/CURRENT-Full/XML XML

2. Set up MySQL

CREATE TABLE IF NOT EXISTS `compounds` (
  `InChI` varchar(4096) NOT NULL,
  `CID` int(11) NOT NULL,
  `OrganicSubset` tinyint(1) NOT NULL,
  PRIMARY KEY  (`CID`),
  KEY `InChI` (`InChI`(1000))
) ENGINE=MyISAM DEFAULT CHARSET=latin1;

3. Set up Groovy, CDK and MySQL 

$ sudo aptitude install groovy
$ export CLASSPATH=cdk-1.2.1.jar:mysql.jar

and populate the database with structures:

$ groovy populate.groovy

You may want to tune the file matching algorithm to populate with the first 1M or 10M, by tuning the regular expression do filter all files in the XML folder:

dir = new File("XML")
def p = ~/Compound_0.*gz/

For the first 10M structures or ~/Compound_00.*gz/ for the first million, instead of ~/Compound.*gz/ for all SD files.

4. Atom Type perception

Extra MySQL table:

CREATE TABLE IF NOT EXISTS `atomtypeproblem` (
  `atom` int(11) NOT NULL,
  `element` varchar(2) NOT NULL,
  `cid` int(11) NOT NULL,
  KEY `cid` (`cid`)
) ENGINE=MyISAM DEFAULT CHARSET=latin1;

Run the analysis:

$ groovy atomtyping.groovy

Again, you may want to tune the file name pattern to match only the first 10M or so.