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--- |
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license: cc-by-4.0 |
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tags: |
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- chemistry |
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- molecules |
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- reactions |
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- smiles |
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- cheminformatics |
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size_categories: |
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- 1M<n<10M |
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task_categories: |
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- text-generation |
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- fill-mask |
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pretty_name: Reaction SMILES Dataset |
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dataset_info: |
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features: |
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- name: smiles |
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dtype: string |
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- name: source_id |
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dtype: int64 |
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splits: |
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- name: train |
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num_bytes: 754819297 |
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num_examples: 2779409 |
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- name: validation |
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num_bytes: 94352378 |
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num_examples: 347426 |
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- name: test |
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num_bytes: 94352649 |
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num_examples: 347427 |
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download_size: 412910335 |
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dataset_size: 943524324 |
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configs: |
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- config_name: default |
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data_files: |
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- split: train |
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path: data/train-* |
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- split: validation |
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path: data/validation-* |
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- split: test |
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path: data/test-* |
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--- |
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# Reaction SMILES Dataset |
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A collated dataset of 3.4M unique chemical reaction SMILES strings compiled from multiple public sources for use in pre-training and fine-tuning chemical language models. |
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Reaction SMILES (Simplified Molecular Input Line Entry System) extend the standard SMILES notation to represent complete chemical reactions. They encode reactants, reagents/catalysts, and products in a single text string using the `>` delimiter: |
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```text |
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reactants>reagents>products |
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``` |
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For example: `CC(=O)O.CCO>[H+]>CC(=O)OCC.O` represents the esterification of acetic acid with ethanol to form ethyl acetate. |
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## Dataset Features |
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- **smiles**: The reaction SMILES string |
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- **source_id**: Original data source identifier |
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## Data Sources |
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| Source ID | Source URL | |
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| --------- | -------------------------------------------------------------------------------------------------------------------------------------- | |
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| 1 | [US Patents 1976-Sep2016 Grants](https://figshare.com/articles/dataset/Chemical_reactions_from_US_patents_1976-Sep2016_/5104873) | |
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| 2 | [US Patents 2001-Sep2016 Applications](https://figshare.com/articles/dataset/Chemical_reactions_from_US_patents_1976-Sep2016_/5104873) | |
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| 3 | [CRD 1.37M Dataset (2024)](https://figshare.com/articles/dataset/Reaction_SMILES_b_CRD_b_1_37M_dataset/28230053/1) | |
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| 4 | [USPTO Year 2023](https://figshare.com/articles/dataset/Reaction_SMILES_USPTO_year_2023/24921555) | |
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| 5 | [Reaction SMILES Dataset (2023)](https://figshare.com/articles/dataset/Reaction_SMILES_dataset/22491730) | |
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## License |
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This dataset aggregates publicly available reaction data. Please refer to the individual source links for specific licensing terms. |
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