{
  "source": "ORD Dataset Wishlist",
  "snapshot_date": "2026-09-25",
  "ord_wishlist_status_at_snapshot": "Available",
  "ord_wishlist_card": "https://github.com/orgs/open-reaction-database/projects/11?pane=issue&itemId=126569963",
  "ord_data_issue": null,
  "title": "Identifying opportunities for late-stage C-H alkylation with high-throughput experimentation and in silico reaction screening",
  "doi": "10.1038/s42004-023-01047-5",
  "journal": "Communications Chemistry",
  "publication_date": "2023-11-20",
  "authors": [
    "David F. Nippa",
    "Kenneth Atz",
    "Alex T. Müller",
    "Jens Wolfard",
    "Clemens Isert",
    "Martin Binder",
    "Olivier Scheidegger",
    "David Benjamin Konrad",
    "Uwe Grether",
    "Rainer E. Martin",
    "Gisbert Schneider"
  ],
  "article_open_access": {
    "status": "gold",
    "license": "cc-by"
  },
  "dataset_size_estimate": 1104,
  "experiment_type": "HTE",
  "ord_priority": "High",
  "ord_difficulty": "Hard",
  "source_data_kind": "surf_or_existing_ord_export",
  "smiles_in_source": "partial",
  "needs_author_contact": false,
  "data_locations": [
    {
      "url": "https://www.nature.com/articles/s42004-023-01047-5",
      "what": "Article. The data-availability statement lists Supplementary Data 2-8 as SURF TSV files: all reactions, literature (45), experimental (691), literature-validation reactions, decoy (368), carboxylic acids, substrates",
      "license": "CC-BY 4.0 (gold OA article; SI assumed to follow article license, confirm)"
    },
    {
      "url": "https://github.com/ETHmodlab/minisci/tree/master/minisci/data",
      "what": "Repo data dir: 20230830_minisci_pub_{all_data,hte,hte_new,literature,decoy}.tsv, template_acids.tsv, template_substrates.tsv. The HTE TSV has 620 data rows; columns include rxn_id, conditions, startingmat/reagent/catalyst/additive/solvent CAS+SMILES+eq, product_mono, product_di, product_non, binary",
      "license": "AGPL-3.0 (repository license, code-oriented)"
    },
    {
      "url": "https://zenodo.org/records/8344587",
      "what": "Zenodo archive (concept DOI 10.5281/zenodo.8344586) of repo v1.0, minisci-v.1.0.zip 13.8 MB (not downloaded)",
      "license": "other-open (Zenodo metadata)"
    }
  ],
  "notes": "Late-stage Minisci-type C-H alkylation HTE (Roche/ETH). The data is SURF-formatted TSV, published as Nature Communications Chemistry Supplementary Data 2-8 and mirrored in the GitHub repo ETHmodlab/minisci (minisci/data/) and on Zenodo (10.5281/zenodo.8344586). Columns cover conditions (temperature, time, atmosphere, scale, concentration, mixing) and CAS, SMILES and equivalents for starting materials, reagent, catalyst, additive and up to two solvents. Outcomes are the columns product_mono, product_di and product_non, apparently relative fractions, plus a binary success label. Pitfalls: column definitions are not explicitly documented, so derive their meaning (e.g. whether outcome fractions are LCMS area ratios) from the paper's methods. Most products are not structurally characterized and are only labelled mono- or di-alkylation, so product SMILES must be generated from reactant SMILES and regiochemistry is often undetermined. Document how products are represented. The paper's decoy reactions (368) and literature reactions (45) are distinct subsets; decide explicitly whether to include them (decoys should likely be excluded, and literature reactions belong to other publications). Prefer the Nature SI copy (CC-BY) over the AGPL-licensed repo copy as the source. Cite DOI 10.1038/s42004-023-01047-5.",
  "verification_caveats": "Products are uncharacterized (mono/di labels only) and regiochemistry is ambiguous, so product identifiers are a curation decision rather than extracted fact. Outcomes are semi-quantitative fractions, not isolated yields. The decoy set and literature-sourced subsets must be separated. SURF column semantics are not documented."
}