Cheminformatics and Open Notebook Science Jean-Claude Bradley E-Learning Coordinator College of Arts and Sciences Associate Professor of Chemistry Drexel University April 6, 2008 American Chemical Society CINF session

Open and Closed Science Traditional Lab Notebook (unpublished) Traditional Journal Article Open Access Journal Article Open Notebook Science (full transparency) CLOSED OPEN Traditional Paper Textbook F2F lectures Lectures Notes public Assigned problems public Archived Lectures Public and free online textbooks RESEARCH TEACHING

Open Primary Research in Drug Design using Web2.0 tools (blogs, wikis, Second Life, mailing lists) Docking Synthesis Testing Rajarshi Guha Indiana U JC Bradley Drexel U Phil Rosenthal UCSF (malaria) Dan Zaharevitz NCI (tumors) Tsu-Soo Tan Nanyang Inst.

BLOG WIKI Mailing List GoogleDocs UsefulChem ChemSpider CDD

Where’s the Beef?

Link to Lab Notebook Page in Wiki

Link to Molecules

Link to Experimental Plan

Link to Docking Procedure (Rajarshi Guha)

Link to Docking Results: Lists of SMILES in GoogleDocs (Rajarshi Guha)

Procedure Section

Link to Raw Data with JSpecView (data in JCAMP-DX format) (by Robert Lancashire)

Using ExcelVBA to automate kinetics analysis using JCAMP-DX files

Reaction profile plotted automatically

Using ChemSpider to archive compound characterization

Next Step: Reading JCAMP-DX files in Second Life (Andy Lang)

The Most Important Section! The Log

Conclusion is Fully Supported

Indexing the Experiments in Google

Searching with Google Custom Search

How are people finding our experiments? NMR in TFA Phenylacetaldehyde c4h6o2 nmr methylene chloride/methanol h'nmr of benzophenone sulfuric acid pka tertbutylamine tosyl isocyanide amino furan dichloromethane polar? Reaction between Benzaldehyde and NaBH4 phosphoric acid pka veratraldehyde wiki kinetics boc deprotection Rf value in polar solvent why glycerol is immiscible with ether side reaction of imines 5.8 ppm nmr nmr cdcl3 chloroform side reaction diasterotopic wiki adding anhydrous MgSO4 to the dichlormethane ether extraction hnmr doublet of doublet Boc-protected NMR chromatotron recipe triplet cdcl3 "13c nmr" Specific CompoundsExperimental Conditions

How are people finding UsefulChem? free downloading chemistry video organic chemistry project + high school how to make poster in second life organic chem. quiz 3d periodic tables animation protein docking docking animation why are acid-base reactions exothermic? lysosomal targets protease and malaria cheminformatics project proposal automated reactions malaria review project synthesis CHEMISTRY WEB 2.0 projects on QSAR & drug design chemistry experiment results database EducationalBig Picture

Table of Contents

Comparing Experiments Ugi Master Table

Predicting Precipitates Rajarshi Guha’s Model MESA Analytics Model

Results in Machine-Friendly Format

Comparing Results in a Table

Why a Wiki?

Tracking Versions of Wiki Pages

Comparing Versions of Wiki Pages

Telling the story of the failures

Mailing List Facilitates inter-group collaboration

Collaborative Drug Discovery (CDD) Database

Exporting Assay Results from CDD

Collaboration with Brent Friesen’s Teaching Lab at Dominican U.

Gus Rosania’s Notebook

Cameron Neylon’s Notebook

Where is Science headed? WE ARE HERE