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Record W4386465623 · doi:10.26434/chemrxiv-2023-zhlmr

Global interpretability and geometry of graph convolu- tional neural networks for chemistry in terms of chemical moieties

2023· preprint· en· W4386465623 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueChemRxiv · 2023
Typepreprint
Languageen
FieldMaterials Science
TopicMachine Learning in Materials Science
Canadian institutionsUniversity of New Brunswick
FundersAlliance de recherche numérique du CanadaNatural Sciences and Engineering Research Council of CanadaCanada Research ChairsCanada Foundation for InnovationNew Brunswick Innovation Foundation
KeywordsEmbeddingInterpretabilityChemical spaceConvolutional neural networkArtificial intelligenceEuclidean spaceComputer scienceParametric statisticsDimensionality reductionPattern recognition (psychology)Theoretical computer scienceAlgorithmMathematicsChemistryCombinatorics

Abstract

fetched live from OpenAlex

Graph convolutional neural nets, such as SchNet, [Schütt et al, Journal of Chemical Physics, 2018, 148, 241722], provide accurate predictions of chemical quantities without invoking any direct physical or chemical principles. These methods learn a hidden statistical representation of molecular systems in an end-to-end fashion; from xyz coordinates to molecular properties with many hidden layers in between. This naturally leads to the interpretability question: what underlying chemical model determines the algorithm’s accurate decision-making? To answer this question, we analyze the hidden layer activations of QM9-trained SchNet, also known as “embedding vectors” with dimension- reduction, linear discriminant analysis and Euclidean-distance measures. The result is a quantifiable geometry of the model’s decision making that identifies chemical moieties and has a low parametric space of ∼ 5 important parameters from the fully-trained 128-parameter embedding. The geometry of the embedding space organizes these moieties with sharp linear boundaries that can classify each chemical environment within <5 × 10−4 error. Euclidean distance between embedding vectors can be used to demonstrate a versatile molecular similarity measure, outperforming other popular hand- crafted representations such as Smooth Overlap of Atomic Positions (SOAP). We also reveal that the embedding vectors can be used to extract observables that are related to chemical environments such as pKa and NMR. The work is in line with the recent push for explainable AI and gives insights into the depth of modern statistical representations of chemistry, such as graph convolutional neural nets, in this rapidly evolving technology.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.182
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.016
GPT teacher head0.280
Teacher spread0.264 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it