{
  "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=126570041",
  "ord_data_issue": null,
  "title": "Direct-to-Biology Accelerates PROTAC Synthesis and the Evaluation of Linker Effects on Permeability and Degradation",
  "doi": "10.1021/acsmedchemlett.2c00124",
  "journal": "ACS Med Chem Lett",
  "publication_date": "2022-06-20",
  "authors": [
    "Charles E. Hendrick",
    "Jeff R. Jorgensen",
    "Charu Chaudhry",
    "Iulia I. Strambeanu",
    "Jean-François Brazeau",
    "Jamie M. Schiffer",
    "Zhicai Shi",
    "Jennifer D. Venable",
    "Scott E. Wolkenberg"
  ],
  "article_open_access": {
    "status": "green",
    "license": null
  },
  "dataset_size_estimate": null,
  "experiment_type": null,
  "ord_priority": null,
  "ord_difficulty": null,
  "source_data_kind": "si_pdf_tables",
  "smiles_in_source": "partial",
  "needs_author_contact": false,
  "data_locations": [
    {
      "url": "https://europepmc.org/article/PMC/PMC9290060",
      "what": "Author manuscript full text in PMC/Europe PMC; supplementary file ml2c00124_si_001.pdf (larger than 5 MB) with Tables S1-S10, including CAD quantification tables for O-Pom and tDHU plates in duplicate runs and linker-to-well table with CAS/MFCD",
      "license": "ACS 'made available for a limited time for personal research and study only' (not an open license, although OpenAlex reports green OA)"
    },
    {
      "url": "https://doi.org/10.1021/acsmedchemlett.2c00124",
      "what": "ACS Med. Chem. Lett. 2022 article and SI on publisher site",
      "license": "ACS publisher terms"
    }
  ],
  "notes": "Paper: Hendrick et al., ACS Med. Chem. Lett. 2022, doi:10.1021/acsmedchemlett.2c00124. The PMC copy is under ACS limited-time personal-use terms, not an open license. The SI PDF has text-extractable tables. Table S2 is the optimization of JQ1-NHS ester amide coupling (24-vial HTE, bases and additives). Tables S3-S4 compare coupling with and without scavenging resin. Tables S6-S9 give well-level CAD results (expected mass, product concentration, CAD yield, retention time, UV purity) for two O-Pom and two tDHU plates. Table S10 lists each N-Boc-diamine linker by plate and well with CAS and MFCD numbers where available, a molecular formula, a structure drawing, and yield and purity for run 1 and run 2. The library is about 91 linkers, each coupled to the two E3-ligand NHS esters, each run in duplicate. Linker SMILES can be resolved from CAS or MFCD where given; the rest must be drawn from the structure images and checked against the formula. The D2B sequence is a telescoped three-step process with no purification, and yields are CAD-derived against a noscapine calibration.",
  "verification_caveats": "This is a multi-step telescoped sequence (coupling, deprotection, coupling) with crude intermediates, which ORD must represent either as linked reactions or as one reaction with an explicit multi-stage description. Yields are CAD-quantified crude values, not isolated, and are reported as decimals in S10 but as percentages in S6-S9. The duplicate runs must be kept as separate reactions or outcomes. Some linkers lack CAS/MFCD, so SMILES must come from structure images. Cellular assay data in the paper is outside ORD scope."
}