| --- |
| license: cc-by-4.0 |
| tags: |
| - chemistry |
| - molecules |
| - reactions |
| - smiles |
| - cheminformatics |
| size_categories: |
| - 1M<n<10M |
| task_categories: |
| - text-generation |
| - fill-mask |
| pretty_name: Reaction SMILES Dataset |
| dataset_info: |
| features: |
| - name: smiles |
| dtype: string |
| - name: source_id |
| dtype: int64 |
| splits: |
| - name: train |
| num_bytes: 747528582 |
| num_examples: 2752563 |
| - name: validation |
| num_bytes: 93440971 |
| num_examples: 344070 |
| - name: test |
| num_bytes: 93441242 |
| num_examples: 344071 |
| download_size: 406610470 |
| dataset_size: 934410795 |
| configs: |
| - config_name: default |
| data_files: |
| - split: train |
| path: data/train-* |
| - split: validation |
| path: data/validation-* |
| - split: test |
| path: data/test-* |
| --- |
| |
| # Reaction SMILES Dataset |
|
|
| 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. |
|
|
| 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: |
|
|
| ```text |
| reactants>reagents>products |
| ``` |
|
|
| For example: `CC(=O)O.CCO>[H+]>CC(=O)OCC.O` represents the esterification of acetic acid with ethanol to form ethyl acetate. |
|
|
| ## Dataset Features |
|
|
| - **smiles**: The reaction SMILES string |
| - **source_id**: Original data source identifier |
| |
| ## Data Sources |
| |
| | Source ID | Source URL | |
| | --------- | -------------------------------------------------------------------------------------------------------------------------------------- | |
| | 1 | [US Patents 1976-Sep2016 Grants](https://figshare.com/articles/dataset/Chemical_reactions_from_US_patents_1976-Sep2016_/5104873) | |
| | 2 | [US Patents 2001-Sep2016 Applications](https://figshare.com/articles/dataset/Chemical_reactions_from_US_patents_1976-Sep2016_/5104873) | |
| | 3 | [CRD 1.37M Dataset (2024)](https://figshare.com/articles/dataset/Reaction_SMILES_b_CRD_b_1_37M_dataset/28230053/1) | |
| | 4 | [USPTO Year 2023](https://figshare.com/articles/dataset/Reaction_SMILES_USPTO_year_2023/24921555) | |
| | 5 | [Reaction SMILES Dataset (2023)](https://figshare.com/articles/dataset/Reaction_SMILES_dataset/22491730) | |
| |
| ## License |
| |
| This dataset aggregates publicly available reaction data. Please refer to the individual source links for specific licensing terms. |
| |
