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BD2K-LINCS DATA COORDINATION AND INTEGRATION CENTER Small - Molecules in Big Data Proceed with caution! Tanya T. Kelley [email protected] BD2K LINCS Data Coordination and Integration Center

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Page 1: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

B D 2 K - L I N C S

D AT A C O O R D I N AT I O N A N D

I N T E G R AT I O N C E N T E R

Small-Molecules in Big DataProceed with caution!

Tanya T. Kelley

[email protected]

BD2K LINCS Data Coordination and Integration Center

Page 2: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

B D 2 K - L I N C S

D AT A C O O R D I N AT I O N A N D

I N T E G R AT I O N C E N T E R

• NIH common fund project established in 2013

• Currently in Phase II

2

Library of Integrated Network-Based Cellular Signatures

Page 3: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Library of Integrated Network-Based Cellular Signatures

Data and Signature Generation

Centers (DSGC)

Page 4: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Library of Integrated Network-Based Cellular Signatures

Data Coordination and

Integration Center (DCIC)

Page 5: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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LINCS generates diverse multidimensional signatures

Page 6: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Metadata standards - foundation for data integration

Page 7: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Metadata standards - foundation for data integration

Page 8: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

B D 2 K - L I N C S

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LINCS Data Release and Publication Process

Page 9: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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LINCS Data Release and Publication Process

Page 10: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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LINCS Data Release and Publication Process

Page 11: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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LINCS Data Portal (LDP)

Page 12: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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LINCS Data Portal (LDP)

Page 13: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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LINCS Data Portal (LDP)

Page 14: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization

Page 15: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization

Page 16: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization

Chemaxon Tautomer

Calculator Plugin

Chemaxon PLP Calculator or IJC

Page 17: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization

Page 18: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization(In a Perfect World)

Page 19: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization(In a Perfect World)

Page 20: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

B D 2 K - L I N C S

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Small-Molecule Standardization

Page 21: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization(In Reality)

Stereochemical information is not

always correct in submitted

structures.

Are the SMILES incorrect or are

these all different compounds with

incorrect names?

Page 22: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization(In Reality)

Centers often omit alkene geometry.

Do we link all data together under one LSM

ID?

Page 23: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization(In Reality)

Salt stripping components

can’t handle coordination

complexes

Maps to Pubchem CID

Assigned LSM-ID

Error propagates…

Page 24: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Small-Molecule Standardization(In Reality)

Each tautomer maps to a

unique pubchem ID

Which one is correct?

Page 25: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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In Conclusion…

• The LINCS data portal (LDP) is really cool!

(and a great resource for industry and academics)

• Compound standardization pipeline is constantly evolving

• Currently, we are implementing a Substructure Search

using Marvin sketch (See life.ccs.miami.edu)

Page 26: Small-Molecules in Big Data - ChemAxon · Small-Molecules in Big Data Proceed with caution! Tanya T. Kelley ttk7@med.Miami.edu BD2K LINCS Data Coordination and Integration Center

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Acknowledgements• Dr. Stephan Schurer (PI)

• Amar Koleti (Software engineer)

• Asiyah Yu Lin (Assoc Scientist, FDA)

• Bryce Allen (PhD student)

• Caty Chung (Software engineer)

• Dušica Vidović (Associate scientist)

• Hande McGinty (PhD student)

• Jianbin Duan (MS student)

• Michele Forlin (Associate scientist)

• Qiong Cheng (Assistant Scientist)

• Raymond Terryn (Postdoctoral fellow)

• Simar Puri (Undergraduate student)

• Vasileios Stathias (PhD student)

http://bd2k-lincs.orghttp://lincsportal.ccs.miami.edu/http://life.ccs.miami.edu/

[email protected]