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Record W3200661883 · doi:10.1021/acs.cgd.1c00737

Virtual Multicomponent Crystal Screening: Hydrogen Bonding Revisited

2021· article· en· W3200661883 on OpenAlex
Soroush Ahmadi, Pradip Kumar Mondal, Yuanyi Wu, Weizhong Gong, Mahmoud Mirmehrabi, Sohrab Rohani

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

VenueCrystal Growth & Design · 2021
Typearticle
Languageen
FieldChemistry
TopicCrystallography and molecular interactions
Canadian institutionsWestern University
FundersNatural Sciences and Engineering Research Council of CanadaMitacs
KeywordsHydrogen bondCrystal structure predictionDensity functional theoryChemistryClassifier (UML)Computer scienceVirtual screeningCrystal engineeringHydrogenCrystal structureMachine learningArtificial intelligenceMoleculeNanotechnologyComputational chemistryMaterials scienceCrystallographyMolecular dynamicsOrganic chemistry

Abstract

fetched live from OpenAlex

Pharmaceutical cocrystals, salts, and multicomponent crystals, in general, have increasingly come under the spotlight in recent years. A fast and efficient a priori theoretical classifier to identify potential coformers is highly sought after to complement the experimental brute force screening methods. This research examines the qualitative approaches that are based on hydrogen bonding strength. First, molecular electrostatic potential (MEP) maps of 330 coformers were obtained from density functional theory simulations, using two geometries: experimentally determined crystal structures and gas-phase optimization. An in-depth comparison of MEPs revealed the potential pitfalls of these two geometries that are deliberated at length in the manuscript. Next, six APIs and their reported salts/cocrystals on the Cambridge Structural Database (CSD) were inversely predicted with MEP analysis. For two of these APIs, the prediction showed systematic errors that are resolved with suggestions provided in the manuscript. Subsequently, hydrogen bond energy (HBE) and hydrogen bond propensity (HBP) calculations were put to the test with two APIs and 52 organic coformers. Finally, multivariate logistic regression, a linear machine learning (ML) algorithm, showed how a combination of HBE and HBP can be a superior classifier, for which 18 out of 25 positive cases were uninterruptedly identified at the top of the list. Provided that a database of failed attempts of cocrystallization is compiled within the scientific community to supplement the existing positive results (multicomponent crystals in the CSD), the combination of chemistry-based parameters and ML can be a promising classifier for coformer selection.

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)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
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 score0.463
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.000

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 head0.026
GPT teacher head0.249
Teacher spread0.224 · 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