Computer-Aided Organic Synthesis – SESAM: A Simple Program to Unravel “Hidden” Restructured Starting Materials Skeleta in Complex Targets

Mehta, Goverdhan; Barone, R.; Chanon, Michel

doi:10.1002/(sici)1099-0690(199807)1998:7<1409::aid-ejoc1409>3.0.co;2-h

Cited by 16 publications

(11 citation statements)

References 24 publications

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“…Computational tools have been developed over the past four decades to help the synthetic chemists (and/or their CADD colleagues) find a viable synthetic route for a novel molecule. They can be broadly categorized into two classes: synthesizability estimation [5][6][7][8][9][10][11][12][13] ; and synthetic route prediction (variously called computer assisted synthesis design (CASD), computer-assisted organic synthesis (CAOS), computer-assisted synthesis planning (CASP), or computer-assisted reaction design (CARD)) [14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32] . These tools had their heyday during the 1980s and 1990s but subsequently fell out of favor as an approach used in practice, and the entire field went essentially dormant for a good decade until the field experienced a revival of sorts in the 2010s.…”

Section: Background and Summarymentioning

confidence: 99%

SAVI, in silico generation of billions of easily synthesizable compounds through expert-system type rules

Patel

Ihlenfeldt²,

Judson³

et al. 2020

Sci Data

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We have made available a database of over 1 billion compounds predicted to be easily synthesizable, called Synthetically Accessible Virtual Inventory (SAVI). They have been created by a set of transforms based on an adaptation and extension of the CHMTRN/PATRAN programming languages describing chemical synthesis expert knowledge, which originally stem from the LHASA project. The chemoinformatics toolkit CACTVS was used to apply a total of 53 transforms to about 150,000 readily available building blocks (enamine.net). Only single-step, two-reactant syntheses were calculated for this database even though the technology can execute multi-step reactions. The possibility to incorporate scoring systems in CHMTRN allowed us to subdivide the database of 1.75 billion compounds in sets according to their predicted synthesizability, with the most-synthesizable class comprising 1.09 billion synthetic products. Properties calculated for all SAVI products show that the database should be well-suited for drug discovery. It is being made publicly available for free download from https://doi.org/10.35115/37n9-5738.

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Section: Background and Summarymentioning

confidence: 99%

SAVI, in silico generation of billions of easily synthesizable compounds through expert-system type rules

Patel

Ihlenfeldt²,

Judson³

et al. 2020

Sci Data

View full text Add to dashboard Cite

show abstract

“…Computational tools have been developed over the past four decades to alleviate these issues and help the synthetic chemist (and/or their CADD colleague) find a viable synthetic route for a novel molecule. They can be broadly categorized into two classes: synthesizability estimation [6][7][8][9][10][11][12][13][14] ; and synthetic route prediction (variously called computer assisted synthesis design (CASD), computer-assisted organic synthesis (CAOS), computer-assisted synthesis planning (CASP), computer-assisted reaction design (CARD), and yet other terms) [15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33] . While the former is often based on statistical, QSAR-like approaches and used (only) in the context of in silico screening, the latter typically apply some kind of retrosynthetic reasoning and were meant to support the bench chemist.…”

Section: Background and Summarymentioning

confidence: 99%

Synthetically Accessible Virtual Inventory (SAVI)

Patel¹,

Ihlenfeldt²,

Judson³

et al. 2020

Preprint

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We have made available a database of over 1 billion compounds predicted to be easily synthesizable. They have been created by a set of transforms based on an adaptation and extension of the CHMTRN/PATRAN programming languages describing chemical synthesis expert knowledge, which originally stem from the LHASA project. The chemoinformatics toolkit CACTVS was used to apply a total of 53 transforms to about 150,000 readily available building blocks (enamine.net). Only single-step, two-reactant syntheses were calculated for this database even though the technology can execute multi-step reactions. The possibility to incorporate scoring systems in CHMTRN allowed us to subdivide the database of 1.75 billion compounds in sets according to their predicted synthesizability, with the most-synthesizable class comprising 1.09 billion synthetic products. Properties calculated for all SAVI products show that the database should be well-suited for drug discovery. It is being made publicly available for free download from https://cactus.nci.nih.gov/download/savi_download/.

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“…WODCA employs different structural similarity criteria [64]. It can locate any restructured starting material inside the complex synthetic target without the use of the starting materials database [68]. Here, the identity or similarity relationship is carried out at three levels, that is, at carbon skeleton level, functionality, and stereochemistry.…”

Section: Recognition Of Guiding Patterns Molecular Symmetry or Isommentioning

confidence: 99%

Generation of Chemical Transformations: Reaction Pathways Prediction and Synthesis Design

Nowak¹,

Fic²

2012

Statistical Modelling of Molecular Descriptors in QSAR/QSPR

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Computer-Aided Organic Synthesis – SESAM: A Simple Program to Unravel “Hidden” Restructured Starting Materials Skeleta in Complex Targets

Cited by 16 publications

References 24 publications

SAVI, in silico generation of billions of easily synthesizable compounds through expert-system type rules

SAVI, in silico generation of billions of easily synthesizable compounds through expert-system type rules

Synthetically Accessible Virtual Inventory (SAVI)

Generation of Chemical Transformations: Reaction Pathways Prediction and Synthesis Design

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