InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Effective Teaching Requires Comprehensive Reaction Databases V. Eigner-Pitto, J. Eiblmaier, H. Kraut, G. Grethe, H. Saller and P. Loew. InfoChem GmbH, Landsberger Strasse 408, Munich, 81241, Germany

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Short overview SPRESI web User feedback and experiences “… user friendly, intuitive …” “… selective, but excellent for reaction searches …” “… very good tool for training and education …” Conclusion Outline

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 SPRESI Structure and Reaction Database  6.0 million molecules  3.8 million reactions  28 million factual data  references  patents Access: SPRESI is one of the largest data collection for chemistry worldwide. Version 2.5 contains: Russian counterpart to western electronic DB building activities in the 70ies Data quality: same sources and abstracting criteria 1990 InfoChem becomes distributor of the data, receives regular updates from VINITI via Internet via intranet raw dataSD/RDfiles

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Reference Ranking & Data Coverage Data Coverage Release 2.5 (March 2007):

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 SPRESIDatabase Architecture Internet (http / SSL)

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Who works with SPRESI web ?

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 “ … user friendly, intuitive …” “The online access allows to use the information immediately… “ FH Wels “Easy to use and navigate … “ Saint Michael’s College “Thanks to its user friendly navigation interface this database is superior to competitors interfaces. No uncomfortable switching between different windows is needed” IPB Halle

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 “ … selective, but excellent for reaction searching …” “My students learned how submitting optimised queries enhances the quality of the retrieved hits. One issue for me is the lag- time between publication and entry into the database“ Saint Michael’s College “SPRESI web is a great database for reaction searches. Our synthesis chemists use it intensively for synthesis planning … ” IPB Halle “I use it parallel to SciFinder, when I have problems finding a reaction, because SPRESI web allows better definition of reaction query features. Unfortunately I cannot find polymer reactions …” IPF Dresden

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Use of advanced query features to refine large / unspecific hit lists

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Synthesis planning tool workflow

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 “ … a good tool for training and education …” “I like most the structure-based searches, they are very helpful as starting point for my synthesis projects … additionally, I like the ability of choosing certain molecules and search for them as product / reactant.” Saint Michael’s College “Because of the convenient licensing model, we use it at our institute to train our undergraduate students in structure and reaction query submission before giving them access to more expensive services” IPB Halle

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Structure query features, substructure search, and hit list navigation

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Name reactions search feature

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Intramolecular Diels-Alder reaction

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Conclusions User friendly : web application with online access, IP login, no installation, convenient licensing model Intuitive: clear interface, links for easy navigation, quick help Excellent for reaction searches: synthesis planning tool, name reactions, advanced query features   Lag-time between publication and database update   Selective, no polymers … I found SPRESI web to be an excellent database. While obviously selective, it will very likely produce unique results. The search interface is very intuitive and easy to learn. It could be a very reasonable alternative for introducing structure searching in smaller institutions … Dana Roth in Computer Software Reviews, J. Chem. Inf. Model., Vol. 45, No. 5, 2005 excellent databaseselective intuitive and easy to learn alternative for introducing structure searching in smaller institutions

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Thank you! InfoChem GmbH: InfoChem GmbH:

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Inhalt: What is SPRESI? Short overview (Tonne-Geschichte, Ranking-Coverage, Architecture) Most used features (structure-based search, as product/as reactant, name reactions (?)) Query features (screenshots, “smaller hit lists” examples) Fazit Researcher: good for reactions, sts Prof : easy to use (research and teaching), cost effective – too long lag-time Bibliothek : findet es gut für den Chemikern, vorallem die Onlinenutzung Darstellung Konzept 1 : Fazit  Beispiele (Screenshot, case study (search, query features)) Konzept 2 : Eher wie Roadshow  Fazit an die richtigen Stellen einbauen Konzept 3 : DB Anforderungen der Zielgruppen analysieren  Beispiele und Fazit

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 training and educationSSS+query features+navigation reactant/product Name reactions not comprehensive but excellent for reactionsrxn+query features STS user friendlyonline, no installation high performance IE, Firefox, Mac supported (screenshots  browsers) IP Login (no concurrent seats) Outline

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 General Feedback Conclusions It is a good database and quite cost-efficient. The reaction searches are quite powerful and I like the ability to choose certain molecules and search for it as a product/reactant. The big issue with our department is the lag-time between publication and entry into the database. Suitable offer overall: not too expensive, user-friendly, not comprehensive and up-to-date, but we do not necessarily want to win the Nobel Price here! I think the database is very helpful for our chemists in the every-day work, as well as for preparing classes. Thanks to the on-line access, one can use the information immediately. … I found SPRESIweb to be an excellent database. While obviously selective, it very likely to produce unique results. The search interface is very intuitive and easy to learn. It could be a very reasonable alternative for introducing structure searching in smaller institutions … Dana Roth in Computer Software Reviews, J. Chem. Inf. Model., Vol. 45, No. 5, 2005 It ‘ s a nice tool, however (having SciFinder) I could also live without SPRESIweb...

InfoChem GmbH © 2007Dr. V. Eigner-Pitto ACS Meeting Chicago, March 25-29, / 26 Architecture Web Server XML CGICGICGICGI HTTP(S) Internet/ intranetSPRESIDatabaseInfoChem’sretrieval software tools Client PC