Supporting Information for "A Fragment Library of Natural Products and its Comparative Chemoinformatic Characterization"

Version 4 2020-04-01, 20:44

Version 3 2020-03-18, 21:29

Version 2 2020-03-18, 07:57

Version 1 2020-03-18, 06:55

dataset

posted on 2020-04-01, 20:44 authored by JOSÉ LUIS MEDINA-FRANCOJOSÉ LUIS MEDINA-FRANCO, Ana Luisa Chávez-HernándezAna Luisa Chávez-Hernández, Norberto Sánchez-CruzNorberto Sánchez-Cruz

COCONUT_Compounds.sdf, ChEMBL_Compounds.csv and REAL_Compounds.csv contain the curated structures of drug-like subsets from those major compound data sets. All files contain the following information for each compound: identification number (ID), simplified molecular input line entry system (Smiles), Average Molecular Weight (AMW), partition coefficient octanol/water (SlogP), number of hydrogen bond donors (HBD), number of hydrogen bond acceptors (HBA), number of rotatable bonds (RB), topological polar surface area (TPSA), fraction of sp3 carbons(FractionCSP3), fraction of chiral carbons (FractionCC), number of generated fragments (NFragments) and a list of the fragments obtained if any (LFragments).

COCONUT_Fragments.sdf, ChEMBL_Fragments.csv and REAL_Fragments.csv contain the structures generated from the respective compound data sets. All files include the following information for each fragment: identification number (ID), source collection (Data Set), simplified molecular input line entry system (Fragment), belonging to one (Unique) or the three data sets (Overlapped), number of compounds containing that fragment in the data set (Counts) and fraction of them (Proportion), fraction of sp3 carbons (FractionCSP3), fraction of chiral carbons (FractionCC), number of heavy atoms (NumHeavyAtoms), number of oxygen atoms (NumO), number of nitrogen atoms (NumN), number of bridgehead atoms (NumBridgeHead), number of spiro atoms (NumSpiro), number of rings (NumRings), number of aromatic rings (NumArRings), number of aliphatic rings (NumAlRings), number of heterocycles (NumHet), number of aromatic heterocycles (NumArHet) and number of aliphatic heterocycles (NumAlHet).

SB-DFPs.csv contains Statistical-Based Database Fingerprints for COCONUT and REAL data sets. The file includes the value for each bit for a Morgan fingerprint of radius 2 (1024-bits) according to RDKit algorithm as well as the empirical minimum and maximum Tanimoto similarity values used for scaling of the data (MinSimilarity and MaxSimilarity).

Funding

Consejo Nacional de Tecnología (CONACyT) scholarship number 335997 (NS-C).

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Keywords

Natural products compound fragments Structural diversity Structural Complexity Cheminformatics Natural Products Chemistry Biologically Active Molecules

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