Reaxys training

1. Reaxystraining Dr. Charles Martinez

2. Table of Contents • What is Reaxys? • What do Chemists want to know? • Who uses Reaxys? • Reaxys 2013 expansion • Examples Slide 2

3. What is Reaxys? • Elsevier’s premier workflow tool for research chemists & related science • An extensive repository of chemical properties and reaction data presented with chemistry as the organizing principle • A resource for accurate and validated experimental data. High quality answers you can use with confidence. • A simple interface, easy to work with. Analysis and planning tools offer new, and fast functions that help identify and plan the synthesis of molecules. • A web-based product that makes chemistry research more efficient, and helps to achieve better results. Simply access at www.reaxys.com Slide 3

4. One Record Chemistry as organizing principle across time, documentsandpublishers Publication In Am Chem Soc Publication In Tetrahedron Patent Patent Slide 4

5. How do we collect the content? All Data, independent from main theme of the article Physicochemical Properties Chemical Structures Chemical Syntheses Pharmacology Relevant Data can be in footnotes, descriptive texts, schemes, tables…

6. What do chemistswant to know? • What is this? • Is it novel? Patented? • What are its physical characteristics (weight, melting point, etc?) 2. What does it do? • Is it a reagent? Solvent? • What is its bioactivity? Pharmacology? • Is it toxic? • How can I make it? • How can I change it? • How can I make it better? Slide 6

7. Who uses Reaxys? 1              Massachusetts Institute of Technology (MIT) 2              University of California, Berkeley (UCB) 3              Harvard University 4              Stanford University (with faculty on Reaxys Advisory Board) 5              California Institute of Technology (Caltech) 6              University of Oxford 7              University of California, Los Angeles (UCLA) 8              University of Cambridge 9              University of Hong Kong 10 Imperial College London (with faculty on Reaxys Advisory Board) In addition, we have 84 of the top 100 Slide 7

8. What exactly is Reaxys? • A workflow solution for scientists in chemistry R&D • The largest resource for experimentally validated • substance properties and reaction data presented • with chemistry as the organizing principle • The most effective solution for synthesis planning • A fully integrated chemistry database Slide 8

9. 2013 Expansion

10. Content Expansion 2013 Agricultural and Biological Sciences Biochemistry, Genetics and Molecular Biology Chemical Engineering Chemistry Dentistry Earth and Planetary Sciences Energy Engineering Reaxys coverage has been extended from the core chemistry focus to include Environmental Science Immunology and Microbiology Materials Science Medicine Neuroscience Pharmacology, Toxicology and Pharmaceutics Physics and Astronomy Veterinary

11. Worked Examples

12. Worked examples Example 1 Use the Generate Structure from Name feature Example 2 Find Substances with a general structure and information containing these keyword fragments Example 3 Operators Example 4 Find Antibiotics isolated from marine organisms Example 5 Using the Quantum Chemistry field Example 6 Isomerization of azobenzene Example 7 Find the Elastic properties of brass Example 8 Searching for LCD properties of a particular compound/s Example 9 Whatever happened to polymers? Slide 12

13. Example 1Use the Generate Structure from Name feature • CAS number 139755-83-2 • Vanadium oxide • Diiodoacetylene • Diazepam(Smiles): CN1c2ccc(cc2C(=NCC1=O)c3ccccc3)Cl • Codeine: OROGSEYTTFOCAN-DNJOTXNNSA-N Slide 13

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15. Example 2Find Substances with a general structure and information containing keyword fragments (diabetes or pregnancy) Draw or generate structure from name Benzoic Acid Slide 15

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18. Example 3Search Operators Slide 18

19. Example 5Search Operators Slide 19

20. Example 4Find Antibiotics isolated from marine organisms • A group of chemists/biochemists working on new antibiotics isolated from marine organisms. • They want to know more about compounds which show a common sub-structure, such as steroids, and whether they also show more than one pharmacological effect. • Promising candidates need to be investigated to find other compounds with same sub-structure but not showing any effect. • Those compounds then need to be synthesized for testing. Slide 20

21. Create a substance query which finds all compounds isolated from marine organisms and which show antibacterial effects. Open Reaxys and select the substance query tab. Switch to advanced mode and open the datafield tree. Find natural product and expand on marine. Slide 21

22. Do the same for pharmacological effect “antibacteria”. Ensure that you do a wildcard search Slide 22

23. Check the resulting compounds for interesting candidates by browsing in the grid view, e.g. compounds with a dioxybridgeshow additional pharmacological effects. Slide 23

24. Select one of the interesting compounds and transfer it to the query window. There create a sub-structure query and run the search. Slide 24

25. Exclude all compounds with bioactivity data from the list of found compounds by applying a bioactivity filter Find ways to synthesize the remaining compounds, which are not commercially available, by using the synthesis planner and/or reaction queries Slide 25

26. Example 5Using the Quantum Chemistry field Slide 26

27. Example 6Isomerization of azobenzene by light or heat Enter cis-azobenzene and generate structure by name, then select it as the product Slide 27

28. Switch to advanced mode and open the datafield tree. Find reaction data, reaction details, other conditions and expand on light. Slide 28

29. Do the same for reaction condition “heat”. Slide 29

30. Your query should then read as follows Limit your results to isomerization reactions Slide 30

31. Example 7Find a publication detailing the Elastic properties of brass Search for elastic properties of brass via molecular formula, Cu(0.5-100)Zn(0.5-100). First, do a search for the Molecular Formula range. Slide 31

32. Apply data filter to the substance hit set (by using Physical Data >Mechanical Properties) Or do an advanced search Slide 32

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34. Example 8LCD properties of a compound Use the structure generator to draw the following structure: An Alkyl or Aryl -4’-cyanobiphenyl Slide 34

35. We are interested in the words liquid and crystalline/crystal appearing adjacent to each other and in the order shown, it would also be wise to search for instances of the words hyrdrophobic or hydrophobicity Slide 35

36. Example 9Whatever happened to polymers? Searching on explicit Polymer names as chemical names is useless, such as poly(styrene) Slide 36

37. You can search on chemical name containing “poly” or “polymer” and find lots of polymers.   Slide 37

38. For *polymer*, you get over 38000 substances. Slide 38

39. You can also search by monomer structure.  For example if you want information on a copolymer of ethylene and propylene, draw both (or several) monomers (NOT the repeat units) and run the search.     Slide 39

40. Lets try again with methyl methacrylate/styrene   Slide 40

41. Thank you! c.martinez@elsevier.com