SciFinder – more than a specialist tool! Christian Skotte, Regional Marketing Manager, CAS BICfB meeting, Brussels, 2011

CAS is the clear leader in chemistry and related sciences September 17, 2018 September 17, 2018September 17, 2018 CAS is the clear leader in chemistry and related sciences Substances >62M organic and inorganic substances >63M sequences >100 ahead of print journals Updated daily (~12K) Substances reported in literature back to 1802 3.3 billion experimental and predicted properties Reactions >35M single- and multi-step reactions >14M synthetic preparations Updated weekly (30-50K) Reactions back to 1840 Reaction conditions starting in 2003 References >34M patents, journals, dissertations, etc. >10K scientific journals covered Patents from 62 patent offices Updated daily (~4.5K) ~300M citations back to 1997 Coverage back to early 1800s Markush Structures >893K Markush structures representing organic and organometallic substances in patents Coverage back to 1961 Updated daily (60-75 patent citations and 150-200 Markush structures) CAS Content CAS offers the most comprehensive, high-quality chemistry databases available, including CAS REGISTRY, the largest and most reliable collection of substance information CAS databases, including CAS REGISTRYSM, the gold standard for substance information, are curated and quality-controlled by CAS scientists Changes vs. the last meeting: Substances (CAS REGISTRY) – 6 million substances added Sequences – 1 million sequences added 100 ahead of print journals are being covered Added 0.5 million properties Added 1 million references Added the 62nd patent authority, Malaysia Updating references more rapidly (3K daily to ~4.5K daily) 25 million additional citations 6 million new reactions; 1 million new synthetic preparations Markush structures growing at a rate of 150-200 daily! CIN (Chemical Industry Notes) more than 1.6 million records CHEMLIST, more than 282,000 inventoried or regulated chemicals CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved. CAS is a division of the American Chemical Society. Copyright 2011 American Chemical Society. All rights reserved. 2 2 2 2

Three main services provide access to CAS content September 17, 2018September 17, 2018 Three main services provide access to CAS content This is the 2nd thing CAS do: Create search interfaces CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

Publications from 2003-2010 in CAplus Publications in CAplus September 17, 2018September 17, 2018 Growth in published chemistry literature has stayed strong in the last decade Publications from 2003-2010 in CAplus Publications in CAplus Slight dip in 2009 most likely due to the world economic downturn Year CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved. 4

September 17, 2018September 17, 2018 CAS analyzes global chemical information, including publications from Asia 10,000 serial journal titles and 61 patent authorities worldwide 2,100 Asian serial journal titles All major Asian patent authorities, including offices in Hong Kong (HK) India (IN) Japan (JP) Philippines (PH) People’s Republic of China (CN) Singapore (SG) South Korea (KR) Taiwan (TW) CAS recently added the Philippines, Argentina, and Costa Rica. China is just exploding. Since the number of PhD students graduating in this region is higher than elsewhere in the world, CAS expects this trend to continue. CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 Chinese, Japanese, and Korean language publications account for 43% of new CAplus database records in 2010 New Publications in Chinese, Japanese, and Korean Languages, 2000-2010 Percentages of Publications In 2010, Chinese, Japanese, and Korean language publications accounted for 43% of new CAplus database records. That’s at least a 10% increase over the last 3 years. For 2010, out of 503K new patents, almost 300K are from CN, KR, JP; so nearly 60% for patents in 2010. From journals, 295K out of 869K or 34%. Total patents + journals = 43%. Year CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

Chemistry Patent Publications, 1999-present September 17, 2018September 17, 2018 Patenting of new chemical research has accelerated, especially patenting of Chinese chemical research Chemistry Patent Publications, 1999-present Over the past three years, China has emerged as the world’s leading source of chemically related patents, as reflected in the CAS databases. Note: IP-savvy audience members might notice that this chart’s distinctions are based on new (basic) publications, which are mostly published applications, not granted, patents. Year CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

CAS continues to uncover new small molecules in significant numbers September 17, 2018September 17, 2018 CAS continues to uncover new small molecules in significant numbers Small Molecules in CAS REGISTRY, 2003-2010 Small Molecules (Millions) Begun in the early 1960s, the CAS REGISTRY has, in the last six years (2003-2009), more than doubled the number of small molecules in its collection, reflecting the disclosures of new small molecules by authors, patent inventors, and chemical catalogs, regardless of publication type or media form. About a year ago, CAS registered its 50 millionth substance. Reaching the 50 million mark so quickly was seen an indicator of the accelerating pace of scientific knowledge. For instance, it took 33 years for CAS to register the first 10 million compounds, which happened in 1990. But last year, CAS registered 10 million in less than a year. In 2010, REGISTRY added another 5.6 million unique organic and inorganic small molecules. Let’s take a look at where all these compounds are coming from…. Year CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved. 8

What were the sources of these molecules in 2010? September 17, 2018September 17, 2018 What were the sources of these molecules in 2010? Sources for CAS REGISTRY, 2010 Number of Small Molecules One reason for the growth, and we’ll talk about it later, is that CAS has recently broadened its indexing policies to cover exemplified prophetics in patents. But, years ago, all compounds in the Registry came from learned journal articles and patents, but that’s changed. Now we have compounds in the Registry from commercial chemical suppliers (our CHEMCATS database), national inventories of chemicals in commerce, like the TSCA inventory, and reputable web sources Still, by far the largest contributor to new compounds in the CAS Registry is the journal and patent literature. As we just saw, the Pacific Rim, especially China, is growing by leaps and bounds. Let’s take a quick look at these sources individually Sources CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

Percentage of New Compounds added to CAS REGISTRY from Patents September 17, 2018September 17, 2018 Increasingly, new chemical discoveries are being disclosed through patent activities Percentage of New Compounds added to CAS REGISTRY from Patents 46% Percentage of total The monetization of chemical information will continue…. As you can see from this chart, in the past 30 years, the number of new compounds disclosed in patents, as a percentage of all new discoveries, has increased dramatically. Clearly, the capital markets, private investment, and the intellectual property systems around the world are playing an increasingly important role in chemical information. 14% Year *CA Database annual average is 23% patents CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved. 10

CHEMCATS continues to grow and remains a source of new small molecules September 17, 2018September 17, 2018 CHEMCATS continues to grow and remains a source of new small molecules Number of Catalog Products and Unique Substances in the CHEMCATS Database Number of Products/Substances In CHEMCATS, products (blue line) and available unique chemical substances (white line) continue to grow. These commercially-available substances come from 1215 catalogs from more than 1100 suppliers. CAS updates this database on a weekly basis in order to keep it as up to date as possible. 10/1/10 products – 43,324,884 Unique RNs – 11,904,425 12/1/10 Products – 43,167,336 Unique RNs – 12,476,076 Number of Unique Substances CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

Larger web-based sources for REGISTRY Internet Substance Collections September 17, 2018September 17, 2018 Chemical substances from web-based sources provide a moderate addition to the small molecules in REGISTRY 1.6M substances have been captured from Internet substance collections Larger web-based sources for REGISTRY Number of Substances Internet Substance Collections CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 What criteria must a substance meet to be included in the CAS REGISTRY? A substance must be Identified by CAS as coming from a reputable source, including but not limited to patents, journals, chemical catalogs, and web-based substance collections Described in largely unambiguous terms Characterized by physical methods Described in a patent document example or claim Consistent with the laws of atomic covalent organization Talk thru this slide, emphasizing the focus on evidence that the substance has been made CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 For complex chemistry, CAS chemists classify substance information and verify graphical processes and structures 1. Review reaction and structure 2. Create registration record CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 CAS chemists interpret when compounds are described in terms other than singular structures or names The challenge here for the CAS analyst is that the compound at the bottom of the page is described as the “methoxyamino urea product” of a substance. So the analyst has to combine structural data with name information to create the Registry Record. CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 Since 1997, patents have provided more new small molecules than have journals CAS analysis of a typical PCT application 917 indexed compounds from Examples and Claims 576 new compounds added to CAS REGISTRY 613 single-step reactions 5,394 multi-step reactions 1,029 reaction participants 2,119 substituent definitions for Markush structures added to MARPAT® CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 Patents regularly describe substances in ambiguous ways: In WO 2007089907, this “desired product” is fully characterized CAS RN 203796-03-6 As it turns out, this is an interesting example of CAS’ efforts to represent chemistry correctly. The CAS analyst had to go back to the original journal article, from 1998, to correctly resolve the substance described. That journal article showed that there was an inversion of the stereochemistry during the reaction at the site of the nitrobenzoate substitution, a detail not noted in the patent at all. CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 CAS REGISTRY substances are enhanced with spectra, numeric properties, tags, and published sources Spectra More than 88M calculated NMR spectra (1H, 13C), with 17M added in 2010 More than 700,000 experimental spectra (MS, NMR, IR, Raman), with another 190,000 newly acquired MS added in 2010 Numeric More than 4.3M experimental property values (melting point, boiling point, optical rotary power, etc.) 10.4M data tags linked to indexed documents 3.0B calculated metrics (bio-concentration, Log P, Lipinski, etc.) [Roger, numbers have been updated] CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

Chemical libraries are the second-largest source of new molecules September 17, 2018September 17, 2018 Chemical libraries are the second-largest source of new molecules What are chemical libraries? Often a collection of drug-like small molecules to be used as leads in high-throughput screening or industrial manufacture Each substance has associated information stored in some kind of database, such as the Chemical structure Purity Quantity Physiochemical characteristics What is a chemical library? Essentially a diverse library of drug-like small molecule leads Diverse: minimal clustering in chemical space Drug-like: e.g. aqueous solubility and intestinal permeability ("rule of five”, polar surface area) Lead: small, MW 300-400, room for optimization Can also be more focused to cover a selected region of chemical space Libraries at the HTC Tripos ® 6000 compounds ChemDivT 25000 compounds includes a subset of 3000 compounds containing a NH 2 group ChemBridgeT 30000 compounds includes 20000 DIVERSet T compounds and 10000 CNS-Set compounds Additional 25000 obtained Spectrum Microsource drugs, including FDA-approved 2000 compounds Total of 88000 compounds today Screening libraries Sysbio/reagents Nanoparticle library. Examples of small molecules attached to amino-CLIO to create a 96-member library (to fill one microtiter plate) that was subsequently used (Source and Copyright: American Chemical Society) Phage-encoded combinatorial chemical libraries based on bicyclic peptides CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 Chemical catalogs with products “in stock” are a growing source of new molecular descriptions CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

CHEMCATS submissions are carefully checked September 17, 2018September 17, 2018 CHEMCATS submissions are carefully checked 3-Chlorobenzoic acid, pregn-4-ene-3,20-diylidenedihydrazide CAS Registry Number 347841-26-3 CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

September 17, 2018September 17, 2018 Other sources of new small molecules are national chemical regulatory inventories LC Display Field lists STN databases that contain this CAS Registry Number. Under Other Sources: are EINECS, NDSL, TSCA—National Chemical Inventories CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

No reason not to migrate to SciFinder Web September 17, 2018September 17, 2018 No reason not to migrate to SciFinder Web Better chemistry drawing (ISIS and Chemdraw copy/paste) Reaction ranking after similarity Similar reactions ½ reactions Markush searching “SciPlanner” a whiteboard for synthesis planning Preferred commercial chemical vendors Citation ranking Saving to the server Alerts – now for academic users Annotating, commenting and linking DOI’s No software maintain or downloading of software CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

SciFinder in Belgium Wallonia Consortium, BICfB ULB, UCL, FUNDP, ULg September 17, 2018September 17, 2018 SciFinder in Belgium Wallonia Consortium, BICfB ULB, UCL, FUNDP, ULg Flemish Schools KUL, Antwerp, Gent, VUB SciFinder for industry: Major companies in Pharma Biotech Polymers Metals Chemistry Printing CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

CAS offers now full unlimited access for Schools to SciFinder September 17, 2018September 17, 2018 CAS offers now full unlimited access for Schools to SciFinder No concurrent users Former technical limitations have been removed Pricing plan in place Equitable pricing based on needs Consortium agreements possible CHEST, UK and Ireland, 48 Schools Dutch consortium with 9 schools CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.

Thanks for your attention September 17, 2018September 17, 2018 Thanks for your attention Also reminding: SciFinder is available on your smartphone, iPhone or Blackberry too, scifinder.cas.org/mobile The SciFinder Scholar client will be terminated by end of 2011 CAS e-learning http://cas.org/support/learning/index.html CAS is a division of the American Chemical Society. Copyright 2010 American Chemical Society. All rights reserved.