Curate this paper into an ORD dataset

Build an Open Reaction Database (ORD) dataset of the reactions reported in:

• Paper: Parallel Synthesis of 5’-Amino-5’-deoxy-adenosine Derivatives for Focused Chemical Space Exploration and their Application as Methyltransferase Inhibitors
• Authors: Sabrina N. Hoba, Marvin Schwickert, Luis Kammerer et al.
• Published: RSC Medicinal Chemistry, 2025-08-12
• DOI: 10.1039/D5MD00376H
• ORD wishlist card: open on GitHub

The reference input card holds these facts, the source-data locations and the notes below in machine-readable form.

Scope

Every reaction the paper reports with its data (the wishlist estimates about 42 reactions; MTE): inputs with amounts and roles, conditions, workups, outcomes and provenance, following the ord-curation Skill. Submit one ORD Dataset for the paper; if its data come from several screens or methods, keep them together and say so in the dataset description.

Source data

Source: Hoba et al., RSC Med. Chem. 2025, doi:10.1039/D5MD00376H (CC-BY article, also on PMC as PMC12412055). A parallel synthesis of 42 5'-amino-5'-deoxyadenosine amides and sulfonamides built from acyl chloride, carboxylic acid and sulfonyl chloride building blocks. Yields and purities are in ESI Table S1 (PDF). The ESI zip is described as holding SMILES for the virtual chemical spaces. Check whether it covers the synthesised compounds; if not, assign SMILES from the structures and building-block identifiers. The general procedure is in the ESI. Check whether a protection/deprotection step is part of each reaction.

Known locations:

• https://pubs.rsc.org/en/content/articlelanding/2025/md/d5md00376h: RSC Medicinal Chemistry article landing page with ESI (license: CC-BY 3.0 (article, per Crossref))
• https://pmc.ncbi.nlm.nih.gov/articles/PMC12412055/: PMC full-text mirror; the data availability statement points to ESI Table S1 for experimental yields and purities (license: CC-BY 3.0 (article))
• https://pmc.ncbi.nlm.nih.gov/articles/instance/12613263/bin/MD-016-D5MD00376H-s001.pdf: ESI PDF (13 MB; listed, not downloaded) containing Table S1 yields/purities and synthetic procedures (license: unknown (likely follows article CC-BY; not confirmed))
• https://pmc.ncbi.nlm.nih.gov/articles/instance/12613263/bin/MD-016-D5MD00376H-s002.zip: ESI zip (976 KB; listed on the PMC page, contents not inspected). The article says the virtual chemical spaces (versions 1, 2, 2eco) are provided as SMILES in the SI (license: unknown (likely follows article CC-BY; not confirmed))

Pitfalls

There are at least two reaction templates: amide formation (from acyl chlorides or from acids via coupling) and sulfonamide formation. The procedure may involve protected adenosine plus a deprotection step, which would make it a multi-step record. Outcomes are isolated yield plus HPLC purity, and at least one entry has 0% yield. The biological assay data is out of scope.

Deliver

• dataset: the ORD Dataset, compressed (.binpb.gz, .pb.gz, .txtpb.gz, .pbtxt.gz or .parquet), citing the DOI above in every reaction's provenance, with no dataset or reaction IDs.
• sources: a .zip with a README.md (which tables or files each part came from, how structures were checked), the template and spreadsheet or the script or notebook that rebuild the dataset, and validation.txt, the output of ORD's validator (ord-schema 0.8.3) on the dataset file.

Before you start

Open the wishlist card. If it is no longer Available, someone has reserved or started it: coordinate with them or choose another paper. Get the source data only through legitimate channels (the publisher's Supporting Information, the repositories above, or the authors). Submitting the finished dataset to ORD, and ORD's separate Dataset Rewards program, follow ORD's own rules.