ChemAxon’s Reaction Library provides a full spectrum of organic chemical reactions used in synthetic routes from recent chemical literature. It incorporates both experimental and in-silico transformation rules to help chemists explore chemical space. Reactor provides a wizard-like interface to generate products without minimal manual interference. However, users are also provided with full control over the reaction rules, and they are able to implement their own reactions easily. The presentation will highlight chemical features as well as design and application of our diverse reaction collection in Reactor.

1. Reaction Library Design
Anna Tomin

2. Sketching chemistry
NCC1=CC=CC=C1
NCC1=CC=CC=C1.ClC(=O)C1=CC=CC=C1 >>
O=C(NCC1=CC=CC=C1)C1=CC=CC=C1

3. Selectivity

4. Selectivity

5. Chemical Intelligence

6. Chemical Intelligence
Physico-chemical property prediction

7. Chemical Intelligence

8. Chemical Intelligence

9. Generic reaction scheme
Calculator plugins
Chemical Terms

10. Knowledge-based reaction library

11. Knowledge-based reaction library

12. Knowledge-based reaction library
• Automatic
• Feasible and Selective
• Examples
• Chemical description
• Experimental details
• References

13. • Generalized reactions
• Mechanism-based reaction grouping
• Brief overview of reaction classes
– Heteroatom alkylation, arylation
– Acylation and related processes
– C-C bond formation
– Heterocycle formation
– Reduction
– Oxidation
– Functional group interconversion
– Functional group addition
Overview of classes

15. Accessibility
Reactor
Command-
line
Interface
Jchem for
Excel
KNIME
Instant
JChem
Standalone
application
Plexus
API
Web
Services

16. Where to use?
A P
?
A B ?+
A B C P Multistep reaction
Reaction planning
Reaction prediciton
Combinatorial libraries

17. Multistep reactions
J.-Q. Wang et al, Bioorg. Med. Chem. Lett. 16 (2006) 4102–4106.

18. Summary
• Automatic
• Reliable
• Chemically feasible reactions
• Growing list (protection-deprotection soon)
• Wide range of accessibility

19. Acknowledgement
György Pirok
Zsolt Mohácsi