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bio-similarity-searching skillA

bio-similarity-searching is agent-read markdown (skill) from pku-yuangroup/openai4s: Performs molecular similarity searching using Tanimoto, Tversky, Dice, and cosine coefficients on bit/count fingerprints with explicit choice rules for symmetric vs asymmetric measures, scaffold-hopping vs lead-optimization regimes, activity-cliff diagnosis, and large-library nearest-neighbor methods (BulkTanimoto, MHFP6 LSH forest, USRCAT). Use when ranking compounds by structural resemblance to a query, clustering libraries, finding analogs, or diagnosing activity cliffs..

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What the file says

## Version Compatibility

Reference examples tested with: RDKit 2024.09+, scikit-learn 1.4+, mhfp 1.9+.

Before using code patterns, verify installed versions match. If versions differ:
- Python: `pip show <package>` then `help(module.function)` to check signatures

If code throws ImportError, AttributeError, or TypeError, introspect the installed
package and adapt the example to match the actual API rather than retrying.

# Similarity Searching

Find structurally similar compounds and cluster libraries by similarity. The choice of similarity coefficient and fingerprint is **task-aware**: Tanimoto for symmetric similarity in lead optimization, Tversky for asymmetric "substructure-like" queries, Dice for higher sensitivity in low-similarity regimes, and MaxCommon Substructure (MCS) for scaffold-hopping. Tanimoto similarity above 0.7 is not a guarantee of activity preservation; activity cliffs (similar molecules with dissimilar activities) are common (Maggiora 2014).

For fingerprint choice, see `chemoinformatics/molecular-descriptors`. For 3D shape similarity, see `chemoinformatics/shape-similarity`.

## Similarity Coefficient Taxonomy
…

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Source

GitHub

pku-yuangroup/openai4s · 586 stars · license MIT · pushed 2026-09-23 · branch main

API

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