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These are the slides from the Reaxys webinar held Sept. 16, 2014 featuring Dr. Damon Ridley as the guest speaker.
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WEBINAR:SEARCHING FOR
CHEMICAL REACTION
INFORMATION ON REAXYS
SEPTEMBER 16, 2014
Chris Flemming Damon Ridley
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THE CHALLENGES
1. There are many ways to describe chemical reactions, e.g.:
1. By specific structure queries
2. By type of transformation (e.g., functional groups)
3. By named reactions
2. There are many issues relating to the entry of information in databases, e.g.:
a. Every reaction?
b. Multi or single step reactions?
c. Stages in a single reaction?
d. General Procedures?
3. There are many ways to search for chemical reactions, e.g.:
a. Through reaction diagrams
b. From substances
c. By keywords
d. Named Reactions
e. Types of reactions
f. Reaction conditions
i. Yields
ii. Solvents
iii. Catalysts
SEARCHING FOR CHEMICAL REACTIONS
AUTHORS
DATABASE
PRODUCERS
SEARCHERS
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Substances
Substance Database
Title and Abstract
Bibliographic Database
Reactions
Reaction Database
ORIGINAL DOCUMENTS: JOURNAL ARTICLES AND PATENTS
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A Record in a BIBLIOGRAPHIC DATABASE
The record is for a single article
Title, Abstract, Keywords (from different sources), and Substances and Reactions from this original document
are shown here
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A Record in a SUBSTANCE DATABASE
The record is for a single
substance
This information comes from many
different documents
Links to Chemical Reaction
Information
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A Record in a REACTION DATABASE
The record is for a single
reaction
This information comes from different
documents
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Q: WHICH DATABASE DO I USE?
A: Know your options!
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OPTIONS TO SEARCH FOR REACTION INFORMATION IN REAXYS
Reaction QUERYLETS
Our main choices for searching reaction information in Reaxys
1. Ask Reaxys - “an intelligent Google-like experience”
2. Reactions Form- reaction structure queries and reaction data
3. Substances Form- find substance then look for preparations/ reactions in the substance record
4. Literature Form- search by keywords
5. ReaxysTree
- browse and search reaction hierarchies
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Poll Question 1
To find preparations for ritalin, what would be your first choice?
1. Ask Reaxys
- “an intelligent Google-like experience”
2. Reactions Form
- reaction structure search and reaction data search
3. Substances Form
- find substance then look for preparations/reactions in the substance record
4. Literature Form
- search by keywords
5. ReaxysTree
- browse and search reaction hierarchies
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DAMON’S CHOICE
Ask Reaxys – “an intelligent Google-like experience”
BY FAR!!!!!!
To find preparations for ritalin, what would be my first choice?
FOR THIS TYPE OF QUESTION….
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ONE CLICK…
… to Answers
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Synthesis PlannerA chemist draws a synthetic route from A to B to C:
CBA
Reagent(s)
Reagent(s)
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Synthesis PlannerA chemist draws a synthetic route from A to B to C:
CBA
Reagent(s)
Reagent(s)
Synthesis Planner works the other way
A1
A2Synthesi
ze
Detail(s)
Detail(s)
C
B1
B2
B3
Synthesize
SYNTHESIS 3
SYNTHESIS 2
SYNTHESIS 1
Synthesize
Detail(s)
Detail(s)
Detail(s)
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Synthesis PlannerA chemist draws a synthetic route from A to B to C:
CBA
Reagent(s)
Reagent(s)
Synthesis Planner works the other way
A1
A2Synthesi
ze
Detail(s)
Detail(s)
Help messages in the Synthesis Planner indicate how to Add or Remove branches, and how to perform other operations
We may repeat the process backwards if we wish
C
B1
B2
B3
Synthesize
SYNTHESIS 3
SYNTHESIS 2
SYNTHESIS 1
Synthesize
Detail(s)
Detail(s)
Detail(s)
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Synthesize => SYNTHESIS PLANNER
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Synthesize => SYNTHESIS PLANNER
SYNTHETIC SEQUENCE
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Clicked on last slide
SYNTHETIC SEQUENCE
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Clicked on last slide
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A COMPARISON
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citations
citations
reactions
Ask Reaxys ABOUT THE MITSUNOBU REACTION
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citations
citations
reactions
Ask Reaxys ABOUT THE MITSUNOBU REACTION
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Reaction Sort
Options
Ask Reaxys about THE MITSUNOBU REACTION
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Ask Reaxys about THE MECHANISM OF THE MITSUNOBU REACTION
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So what do you now think about Ask Reaxys?
o Very interesting and I’ll give it a tryo I hope Reaxys can develop it furthero I’d like another webinar on how to use Ask Reaxys to
solve other questionso Not of interest
You can click more than one option if you like
Poll Question 3
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REACTIONS FORM : STRUCTURE SEARCH
Search reactions by structure is easy.
We can map atoms, specify bonds taking part in the reaction and so forth.
Reactions
Form
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In chemical reaction diagrams, stereochemical elements may be entered into starting materials and products.
REACTIONS FORM : STRUCTURE SEARCH (STEREOCHEMISTRY)
Note that results from different publications
are displayed together
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REACTIONS FORM : REACTION DATA
STRUCTURES
Go here for (reaction) queries by
STRUCTURE
QUERYLETS
Go here for (reaction) queries by
DATA/KEYWORDS
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REACTIONS FORM : REACTION DATA OPTIONS
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WORKING WITH QUERYLETS
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STRUCTURE + QUERYLET SEARCH
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Whoops!
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FILTER BY : SUBSTRUCTURE
Steps:
1. Click Filter by: sub-structure2. Draw structure3. Click Exclude
Step 1
Step 2
Step 3
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That’s Better!
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REACTION TYPE QUERYLET : HETERO DIELS ALDER CYCLIZATIONS
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That’s Better!ANSWERS : HETERO DIELS ALDER CYCLIZATIONS
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CHOICES TO FIND CHEMICAL REACTION INFORMATION IN REAXYS
Our main choices in Reaxys1. Ask Reaxys
- “an intelligent Google-like experience”
2. Reactions Form- reaction structure queries and reaction data
3. Substances Form- find substance then look for preparations/reactions in the substance record
4. Literature Form- search by keywords
5. ReaxysTree- browse and search reaction hierarchies
✔
✔
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SUBSTANCES FORM
All Preparations
All Reactions
Preparations and Reactions
for a single substance
Reaxys has many unique ways to find substances, e.g., through part-names
and part-formulas
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QUERYLETS TO SEARCH FOR SPECIFIC REACTION FIELDS IN SUBSTANCE RECORDS
Catalysts for the Suzuki Reaction
Step 1: Click
Step 5: Type
Step 6: Click
Step 2: Type
Step 4: Add
Step 3: Highlight
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QUERYLETS TO SEARCH FOR SPECIFIC REACTION FIELDS IN SUBSTANCE RECORDS
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LITERATURE FORMS
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LITERATURE FORMS
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LITERATURE FORMS AND Ask Reaxys
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ReaxysTree
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ReaxysTree: MITSUNOBU
Over 1000 references to the specific reaction
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ReaxysTree: WORKING THROUGH HIERARCHIES
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ReaxysTree: WORKING THROUGH HIERARCHIES
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ReaxysTree: Dehydrogenase Reactions
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Ask Reaxys: Dehydrogenase Reaction
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OPTIONS TO SEARCH FOR REACTION INFORMATION IN REAXYS
WHICH ONE?
1. Ask Reaxys (Beta version)- Preparation of ritalin => preparations, citations- Mitsunobu reaction => reactions, citations - Mechanism of the Mitsunobu reaction => citations- Phase transfer catalysis => reactions, citations- Phase transfer catalysts => substances, citations- Dehydrogenase reactions => citations
2. Reactions Form- Similarity search –COOH => -CF3- Stereochemistry search in reaction diagram- Subject Studied (16 terms): kinetics, benzyl halides to benzyl alcohols
(structure)- Reaction Type (>1,000 terms): hetero diels alder cyclizations
3. Substances Form- Catalysts for Suzuki reactions
4. Literature Form- Citation Basic Index: phase NEXT transfer* NEXT catalys*
5. ReaxysTree- Mitsunobu reaction => citations (plus hit reactions)- Dehydrogenase catalysed reactions
KNOW YOUR BASIC OPTIONS
EXPERIMENT
TRY ALTERNATIV
ES
YOU HAVE OPPORTUNITIES
!
and share your
experiences with us
“LOOKUP” & AUTOSUGGES
T
Worth a try for most searches Think about options in
Analysis Table
If first search not “successful”, then think why, and try something simpler?
Structure search for reactions
There are ~ 20 different reaction querylets Subject Studied and
Reaction Type provide valuable options to focus search
There are ~ 20 different ways to search for substances
(Sub)Structure, (Part)Name and (Part)Formula search for substances, Substance Querylets WEBINAR?
“In depth keyword searches” in >48 million records
Thousands of options under “chemical transformations”
