Synthesize quickly, efficiently, economically, ecologically.
- 1000’s of high utility synthetic methods
- 100,000’s of building blocks
The value of a good idea:
Faster R&D turnaround – remain ahead of the curve
Synthetic efficiency – lower development, production costs
Better use of human time – increased productivity
Chemical data have been used in the same manner for over 100 years!
Synthetic plan Thought
There is more than one way to synthesize
a compound. Little in current approaches
assists in finding the better ones.
• Highly biased
• Driven by intuition and knowledge
• Gaps filled using literature searches
What is a synthetic idea?
A full synthetic route, a key step, a critical sequence of reactions
Not necessarily in your “comfort zone”
Utilizing starting materials efficiently
No obvious published precedent
Cover more options, miss less opportunities
works, what doesn’t)
Lack of bias
• Comprehensive rule- and precedent-based retrosynthetic analysis back to
available starting materials.
• Automated rule generation with manual rule curation.
• Generate many alternatives.
• Provide supporting literature examples.
• Allow user guidance and control.
Reaction file with atom mapping
Atoms attached to bonds changed, made or broken in the reaction
Include all structural motifs that are essential for the reaction to occur
Similar extended cores
Completed reaction rule
Common extracted core
Nucleofuge (NF) -
a leaving group which
carries away the bonding
Generalized group (NF) is
replaced by the most
Limitations Associated with
Small Reaction Source
Methods in Organic Synthesis (MOS) – 44,000 mapped reactions.
• Partial coverage of synthetic methods
• Small clusters – higher risk of over- and under-constrained rules
• Not enough statistical power for supplementary information – yield,
• Too few examples to determine functional group tolerance
• Exact matches are rare
Larger databases are available, but not as part of CDS:
• Reaxys - Elsevier
• ChemInform (CIRX) – Wiley & Sons
Prioritization of the alternatives – show best solutions first
Transforms merit is evaluated using:
• Reduction of target complexity (simplifying transforms before FGI/FGA).
• Minimize wastage (atom efficient reactions).
• Starting material coverage.
• Prefer thoroughly explored chemistry (based on example count) .
• Penalty for interference.
• Each institution is assigned a search quota
• Registration is open only when searches are available
• For registered users – new search page deactivated when
quota is filled
• Old searches remain accessible even when quota is filled
ARChem – Synthesizing Ideas
Bringing Computational Power to Organic Synthesis
For more information:
Orr Ravitz, Ph.D.
+1 (416) 741-4263
Transforming data into Knowledge. Generating ideas.