Curate this paper into an ORD dataset

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

• Paper: Accelerating Pharmaceutical Process Development with an Acoustic Droplet Ejection-Multiple Reaction Monitoring-Mass Spectrometry Workflow
• Authors: Hang Hu, Andrew N. Singh, Dan Lehnherr et al.
• Published: Anal Chem, 2024-01-02
• DOI: 10.1021/acs.analchem.3c04211
• 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 96 reactions; HTE): 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

This paper describes an acoustic droplet ejection MRM-MS assay applied to a 96-reaction Ni-catalysed C-N coupling screen (Anal Chem 2024, Merck). The SI (ACS figshare mirror, labelled CC BY-NC 4.0) fully specifies the plate. Reactants are ethyl 4-bromobenzoate (0.1 M) and morpholine (3 equiv). The screen spans 24 sp2-N ligands (L1-L24, names and CAS numbers in Table S2), Ni(COD)2 or Ni(COD)(DQ) at 10 mol%, and K3PO4 or Na2CO3 (1.5 equiv), in DMA at 104 C for 15 h with the row/column layout. Per-well results are not tabulated in the SI and appear only in the paywalled main article, probably as figures. The paper also includes a biocatalytic peptide-ligation enzyme-library screen, which is likely out of scope for ORD. Pitfalls: outcomes are MS/UV responses normalised to a caffeine internal standard, not isolated yields.

Known locations:

• https://acs.figshare.com/articles/journal_contribution/Accelerating_Pharmaceutical_Process_Development_with_an_Acoustic_Droplet_Ejection-Multiple_Reaction_Monitoring-Mass_Spectrometry_Workflow/24926688: SI PDF ac3c04211_si_001.pdf (14 pp): 96-well plate layout and stock-solution recipes, Table S2 of ligands L1-L24 with names/CAS/MDL, analytical methods; no per-well outcome table (license: CC BY-NC 4.0 as labelled on the ACS figshare mirror)
• https://doi.org/10.1021/acs.analchem.3c04211: Article (Anal Chem 2024) with the screen results (ADE-MRM-MS vs LC-UV) (license: closed (ACS))

Pitfalls

Outcome values are missing from public SI. Measurements are analytical (ADE-MRM-MS and LC-UV, normalised to a caffeine internal standard), so outcome types must be area/ratio rather than yield. Ligands are identified by name and CAS, and SMILES must be derived. The enzyme-variant screen does not fit ORD's reaction model well and should probably be excluded.

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.