Piotr Golkiewicz Life Sciences Solutions Consultant Central-Eastern Europe

PIOTR GOLKIEWICZ LIFE SCIENCES SOLUTIONS CONSULTANT CENTRAL-EASTERN EUROPE

1 WHAT’S IN A TYPICAL CHEMISTRY DOCUMENT (PUBLICATION OR PATENT)? Scientific topic, author Chemical reactions

Can be searched in full Cannot be searched by text, but difficult to find text terms in full text the right search term Can be searched in full text, but you don’t want to read the whole paper in you are interested only by this section!

Experimental procedures

Cannot be searched by Cannot be searched by Cannot be searched by text terms in full text text terms in full text text terms in full text

Substances and their Chemical structure Chemical spectra physicochemical properties

2 REAXYS DESIGN

Chemistry as the organizing principle With experimental data from journal REAXYS IS BUILT articles and patents

Physical Data Physical Data Spectra Spectra Bioactivity Data Bioactivity Data Natural Product Natural Product

Reaxys CHEMISTRY AS THE ORGANIZING PRINCIPLE

Physicochemical Chemical Structures Reaxys excerpts all relevant data Properties even from footnotes and text

Chemical Syntheses Pharmacology STRUCTURED TO HELP YOU SEARCH OTHER DATABASES REAXYS CATALOGUED AND TAXONMISED BY CHEMISTS FOR CHEMISTS

ESSENTIAL TITLES BIBLIOGRAPHIC APPROACH

ACROSS TIME/LITERATURE UNFOCUSED RESULTS USE-CASE DRIVEN

FURTHER SEARCH NEEDED

RELEVANT ANSWERS 50,000,000 RESULTS RETURNED

6 REAXYS INCLUDES

Patent Content: English language only patents from the major chemistry patent LiteratureCoverage Content: from 1771 16,000 - present periodicals classes of the US, European, and World Patent Offices REAXYS INCLUDES

Over 500 million facts Over 400+ searchable data fields HIGH QUALITY experimental results KEYWORDS A single bibliographic record in Reaxys contains index keywords from: Authors, Compendex, Embase, Geobase, Medline and Reaxys.

Our competition has keywords only from two sources: CAplus and Medline Searching for classes of substances in Reaxys

Found in REAXYS SUBSTANCE RECORDS Found in KEYWORDS in REAXYS BIBLIOGRAPHIC … and … RECORDS

CLASSIC ORGANICS POLYMERS

ALLOYS & METALS ORGANOMETALLICS COORDINATION COMPOUNDS CERAMICS

CLASSIC INORGANICS NUCLEIC ACIDS & PROTEINS

Search Substances Context Search Literature Context 10 WHAT IS REAXYS 2015? CONTENT: MANY DATABASES ALL IN ONE

A Bibliographic A Substance Database Database >48 million records > 78 million substances (from ~16,000 journal titles (total) plus records from key patent organisations) ~ 57 million substances (unique)

Reaxys

2015

A Chemical A Property Reaction Database

Database > 500 million experimental properties > 38 million single- and in > 400 fields multi-step reactions in > 130 subject areas

SEARCH • What are the search options? • Substances • Reactions • Literature SEARCH • Properties • Is there “search REAXYS: SIMPLER TO SEARCH, MORE DISCOVERABLE INFORMATION intelligence”? • Truncation • Proximity • Algorithmic interpretation of natural language query

Perform a literature Ask Reaxys, a quick, search easy topic ‘concept search’

Open Reaction search form

Browse database via taxonomies rather Data search than search form by “property” database

Access detailed Biodata, Open a structure Search using and MedChem specific search form chemical identifiers features

12 SEARCH SUBSTANCES SEARCH STRUCTURE, NAME, OR FORMULA – IN FULL, OR IN PART

STRUCTURE CHEMICAL NAME FORMULA

Formula Builder: easy way to find substances right across the Periodic Table

As Drawn ✔ Chemical Name ✔ Formula ✔ Substructure ✔ Part of Chemical Name ✔ Part of Formula ✔ 13 Similarity ✔ Reaxys helps on the way ✔✔ Reaxys helps on the way ✔✔ SEARCH REACTIONS SEARCH BY STRUCTURE, DATA, OR TYPE

STRUCTURE DATA TYPE

Atom mapping Bond forming/breaking

Search reactions by structure Search reactions by reaction Search reactions by type or conditions name ✔✔✔ ✔✔✔ ✔✔✔

14 SEARCH LITERATURE OUR GOAL: MAKE CONTENT MORE DISCOVERABLE, MORE EASILY!

Ask Reaxys Reaxys Tree You are in control

Ask Reaxys provides new ReaxysTree lets users user experience for text “browse” the database by searching: content better taxonomies: helps with discoverable, answers more search precision and answer You can also search with immediately available comprehension truncation/proximity – like you do through other interfaces Intelligent interpretation of Browse through taxonomies Use truncation/proximity if topic query you like ✔✔✔ ✔✔✔ ✔✔✔

15 SEARCH PROPERTIES >500 MILLION EXPERIMENTAL PROPERTIES, >400 FIELDS, >130 SUBJECT AREAS

PRE-PROGRAMMED BUILD YOUR OWN MedChem

PROPERTIES CONTENT FIELDS ✔✔✔ easy to set up ✔✔✔ easy to search ✔✔✔

16 | 17 MAKE A COMPOUND

18 SYNTHESIS PLAN: AUTOMATES THE UNDERLYING PROCESSES IN CREATING SYNTHESIS ROUTES

19 SHOW EXPERIMENTAL PROCEDURE

20 PRESENTER | DATE | NAME OF PRESENTATION

TI02 - PROPERTIES

21 | 22 FIND: A polymer shape EXAMPLE: Comb shaped polyacrylates

The various shapes of polymer backbones may easily be searched by words:

23 FIND: Polymer Blends EXAMPLE: Blends using linear low density polyethylenes

For simple text searches, try Ask Reaxys

Ask Reaxys performs a text search, and usually gives satisfactory initial answers

In order to discover ways to expand (or contract) the search, look carefully at a few of the answers and in particular look at the (more systematic) Keywords that have been added from several different sources • We may wish to use some of them in revised searches

Note that for text searches, Ask Reaxys currently does not automatically add singulars/plurals

If needed, more precise or comprehensive searches may be done through the CITATION BASIC INDEX QUERYLET

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EXAMPLE: Mechanical Properties of FIND: Property of a Polymer Polytetrafluoroethylene General Mechanical Properties, or specific Mechanical Properties (such as Young’s modulus) may easily be found through searches in the CITATION BASIC INDEX QUERYLET. Simply type in the entry field, take note of the auto-suggest terms (and perhaps use them as a guide to application of truncation)

25 Back to ca. 1 minute fully meet expectations referring slide

MOLECULAR FORMULA MOLECULAR FORMULA BUILDER

26 Chrome compounds

27 CHROME COMPOUNDS

Find substances that contain Cr and C

28 CHROME COMPOUNDS

All carbon + chromium- containing substances

All “inorganic” chromium- containing substances

All carbon + chromium- containing substances

All chromium-containing substances

29 CHROME COMPOUNDS (Yellow Inorganics)

> 900,000 YELLOW SUBSTANCES 30 CHROME COMPOUNDS (Yellow Inorganics)

31 CHROME COMPOUNDS (Yellow Inorganics)

32 borosilicate glass

Power of lookup

33 ALLOYS USING THE ALLOY QUERY FORM

INITIAL ALLOY SEARCH OPTIONS

34 PRESENTER | DATE | NAME OF PRESENTATION

ROTATE 3D VIEW

35 CHECK COMMERCIAL AVAILABILITY

36 SUPPORTS DIFFERENT STRUCTURE EDITORS

37 REPORTING: GATHER AND PREPARE THE INFORMATION

38 INTEROPERABILITY REAXYS MEDICINAL CHEMISTRY

40 ESSENTIAL INFORMATION: 100+ EXPERIMENTAL FIELDS

Reaxys Medicinal Chemistry excerpts all the relevant Quantitative data

41 … BUT IT'S NOT THAT SIMPLE, MEDICINAL CHEMISTS FOR INSTANCE NEED TO COLLECT, ORGANIZE AND COMPARE INFORMATION FROM DIFFERENT SOURCES… THIS IS TIME CONSUMING AND ERROR PRONE

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42 … BUT IT'S NOT THAT SIMPLE, MEDICINAL CHEMISTS FOR INSTANCE NEED TO COLLECT, ORGANIZE AND COMPARE INFORMATION FROM DIFFERENT SOURCES… THIS IS TIME CONSUMING AND ERROR PRONE

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ü ü 43 AND TO MAKE A DECISION ON WHICH EXPERIMENT TO DO, YOU WANT TO ORGANIZE YOUR CONTENT, NORMALIZE AND COMPARE, TO UNDERSTAND WHICH COMPOUND INTERACTS WITH WHICH TARGET AND TRIGGER WHICH BIOLOGICAL EFFECT—THAT'S A LOT OF MANUAL WORK!

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ü ü ü ü ü 44 RESULTS VIEW - HEATMAP Manage X and Y axis

Bioactivity data based on pX values

45 46 RMC 2 CONTENT

Patents Origin and starting date « The most comprehensive medicinal chemistry solution on the market » >90 000 Patents • US : 1971-present • EP : 1979-present • WO : 1978-present (English only) • Patents are coming from the A61K class mainly but not only.

Articles and Journals • >5000 Journals Covered • >230 000 Articles • From 1980 to Present

Drugable Targets • >9000 Drugable Targets

47 EXPORT CAPABILITIES

48 RMC2 EXPORT AND OUTPUT CAPABILITIES

Export Import

SD file RMC2 Export format includes : - XML, Excel, SD file

RMC2 Export includes : - Substances and Physchem properties - Bioactivities and Bioassays - Targets - Bibliographic references

RMC2 Export is compatible with : - Pipeline pilot 49 - Spotfire Etc… RMC2 EXCEL EXPORT AND SCATTER PLOT GENERATION No additional data TARGET SELECTIVITY improvement is need for Excel Scatterplot Performed Scatter plot Export For selectivity

• Search for Substances tested on COX-1 and Cox-2 <20 minutes

12 COX2 versus COX1 Selectivity Based on pX

COX 2 Selective compounds COX2 Selective compounds pX on COX >7 and pX on10 COX1 <6 at least a 10 fold Selectivity index

6 pX COX2

pX COX1 50 0 0 1 2 3 4 5 6 7 8 9 10 PIOTR GOLKIEWICZ LIFE SCIENCES SOLUTION CONSULTANT CENTRAL EASTERN EUROPE

P.GOLKIEWICZ@ELSEVIER.COM MOBILE: +48 695 30 60 17