csp5 0.2.17

CSP5: pip-installable NMR predictor for 13C and 1H.

CSP5

CSP5 is a pip-installable NMR predictor package with:

• batched 13C and 1H prediction
• prediction from precomputed geometries
• shift matching utilities with dp (default), scipy, and murty (k-best)

Bundled defaults:

• 13C model: CSP5-13C (model_id: csp5-13c)
• 1H model: CSP5-1H (model_id: csp5-1h)

Bundled quantile models:

• 13C quantile model: CSP5q-13C (model_id: csp5q-13c)
• 1H quantile model: CSP5q-1H (model_id: csp5q-1h)

Install

Requires Python 3.9 or newer.

pip install CSP5

Prediction CLI

In interactive terminals, csp5 prints status lines to stderr before and after prediction. If a run is slow, it prints an additional note that first invocation can take longer while dependencies and model weights initialize, plus periodic "still working" updates during long runs. Use --no-status to silence them.

From SMILES

csp5 --smiles "CCO" --nucleus 1H
csp5 --smiles "CCO" --nucleus both
csp5 --smiles-file smiles.txt --nucleus 13C --batch-size 64
csp5 --smiles "CCO" --nucleus 13C --num-conformers 8
csp5 --smiles "CCO" --nucleus both --num-conformers 8 --output-conformers-json cco_conformers.json
csp5 --smiles "CCO" --nucleus 13C --num-conformers 8 --output-conformers-sdf cco_conformers.sdf
csp5 --smiles "CCO" --nucleus 13C --output-svg cco_13c.svg
csp5 --smiles "CCO" --nucleus 13C --output-svg cco_13c.svg --svg-bond-length 72 --svg-shift-font-scale 1.1
csp5 --smiles "CCO" --nucleus 13C --model-name CSP5q-13C
csp5 --smiles "CCO" --nucleus 1H --model-name CSP5q-1H

From molecule files (molfile or SDF)

By default, molecule-file input uses the coordinates embedded in the file. Add --regenerate-geometry to keep the input atom order/numbering while generating fresh ETKDG + MMFF/UFF coordinates for prediction.

csp5 --molecule-file input.mol --nucleus 13C
csp5 --molecule-file input.sdf --nucleus 1H --regenerate-geometry

From precomputed geometries (parquet structures dataset)

Input dataset requirements:

• required columns: smiles, molblock
• optional columns: conformer_rank, conformer_id, energy, energy_method

Predict only rank-0 conformers:

csp5 \
  --structures-path /path/to/structures.parquet \
  --conformer-rank 0 \
  --nucleus 1H \
  --batch-size 64

Predict using all conformers in the dataset:

csp5 \
  --structures-path /path/to/structures.parquet \
  --use-all-conformers \
  --nucleus 13C

Prediction Python API

from csp5 import draw_prediction, predict_molecule_file, predict_smiles, predict_structures, predict_sdf

# Standard SMILES mode
res = predict_smiles(["CCO", "c1ccccc1"], nucleus="1H", batch_size=32)
print(res.predictions.head())
svg = draw_prediction(res)

# Precomputed-geometry parquet mode
res2 = predict_structures(
    "/path/to/structures.parquet",
    nucleus="1H",
    conformer_rank=0,
    use_all_conformers=False,
)

# Precomputed-geometry SDF mode
res3 = predict_sdf("/path/to/embedded.sdf", nucleus="13C")

# Molfile/SDF mode with fresh generated geometry while preserving atom order
res4 = predict_molecule_file("/path/to/input.mol", nucleus="13C", regenerate_geometry=True)

# Quantile models for uncertainty quantification
res5 = predict_smiles(["CCO"], nucleus="13C", model_name="CSP5q-13C")
print(res5.predictions[["atom_index", "shift_ppm", "shift_q05_ppm", "shift_q50_ppm", "shift_q95_ppm"]])

Matching CLI

csp5-match expects one shift per line in each file.

Default fast path (dp)

csp5-match \
  --predicted-file predicted.txt \
  --experimental-file experimental.txt \
  --solver dp

SciPy Hungarian option

csp5-match \
  --predicted-file predicted.txt \
  --experimental-file experimental.txt \
  --solver scipy

Murty k-best option

csp5-match \
  --predicted-file predicted.txt \
  --experimental-file experimental.txt \
  --solver murty \
  --k-best-policy clip \
  --k-best 25 \
  --temperature 0.5 \
  --mae-delta-threshold 0.2

Matching Python API

from csp5 import match_shifts

pred = [7.35, 7.30, 1.25]
exp = [7.34, 7.31, 1.20]

# DP (default)
r1 = match_shifts(pred, exp, solver="dp")

# SciPy Hungarian
r2 = match_shifts(pred, exp, solver="scipy")

# Murty k-best
r3 = match_shifts(pred, exp, solver="murty", k_best=10, k_best_policy="clip")
print(r3.assignment_entropy, r3.num_competing_assignments)

Solver Notes

• dp is the default and is intended for the standard 1D shift objective.
• scipy uses Hungarian assignment on the full padded cost matrix.
• murty is the k-best solver; use this when you need assignment ambiguity analysis.
• For murty, k_best_policy="clip" (default) returns all feasible unique assignments when k_best is larger than what exists. Use k_best_policy="strict" to fail instead.
• dp and scipy are top-1 only (k_best must be 1).

Output Notes

• Prediction failures are returned explicitly (failures) with reason tags.
• Prediction output always includes nucleus, model_id, and model_name.
• Quantile models are selected explicitly with model_name="CSP5q-13C" or model_name="CSP5q-1H". Their shift_ppm value is the median prediction (shift_q50_ppm) and the output also includes shift_q01_ppm through shift_q99_ppm, plus shift_std_ppm estimated from the calibrated q10-q90 interval. CSP5q-13C and CSP5q-1H return calibrated quantile columns for uncertainty quantification.
• For structures-mode predictions, conformer metadata columns are propagated when available.
• CLI JSON is molecule-oriented, with top-level model metadata, per-molecule prediction lists, and atom-map numbers matching mapped_smiles_explicit_h.
• Use --nucleus both to write 13C and 1H predictions in one JSON, grouped by nucleus under each molecule's predictions.
• In SMILES mode, --num-conformers N predicts generated conformers and returns Boltzmann-averaged shifts at 298.15 K (--boltzmann-temperature-k changes the temperature). The default remains one conformer.
• In structures mode, --use-all-conformers also returns Boltzmann-averaged shifts. Use --output-conformers-json to save individual conformer predictions separately.
• Use --output-conformers-sdf to save the exact conformer geometry or geometries used for prediction.
• Use --molecule-file path.mol or --molecule-file path.sdf for molfile/SDF input. Add --regenerate-geometry to discard embedded coordinates and create fresh geometry without changing the input atom order used for atom maps.
• Use --output-svg path.svg or draw_prediction(result) to create an RDKit-native SVG drawing with atom labels (C4, H9) and shift notes. SVGs auto-size by default. Use both --svg-width and --svg-height to force a fixed canvas; tune with --svg-bond-length, --svg-atom-font-size, --svg-shift-font-scale, and --svg-padding.
• When drawing quantile-model predictions, each shift note includes the median followed by shift_std_ppm, for example 18.35 +/- 1.24.