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Induced Fit—The Key for Understanding LSD Activity? A 4D-QSAR Study on the 5-HT2A Receptor System

2000· article· en· W2028615741 on OpenAlexfundno aff
Daniel Streich, Margareta Neuburger‐Zehnder, Angelo Vedani

Bibliographic record

VenueQuantitative Structure-Activity Relationships · 2000
Typearticle
Languageen
FieldNeuroscience
TopicNeurotransmitter Receptor Influence on Behavior
Canadian institutionsnot available
FundersMcMaster University
KeywordsQuantitative structure–activity relationshipConformational isomerismLigand (biochemistry)ChemistryComputational chemistryProtonationMoleculePopulationInteraction energyStereochemistryBiological systemTopology (electrical circuits)ReceptorMathematicsBiology

Abstract

fetched live from OpenAlex

Using a 4D-QSAR approach (software Quasar) allowing for multiple-conformation, orientation and protonation-state ligand representation as well as for the simulation of induced-fit phenomena, we have validated a family of receptor surrogates for the 5-HT2A receptor system. The evolution was based on a population of 200 receptor models and simulated during 6,000 cross-over steps, corresponding to 30 generations. It yielded a cross-validated r2 of 0.951 for the 23 ligands of the training set and a predictive r2 of 0.859 for the 7 ligands of the test set. In this simulation, all ligand molecules were represented by four different conformers, obtained from a Monte-Carlo search in implicit aqueous solution. A series of six scramble tests (with an average predictive r2 of −1.05) indicate a high sensitivity of the surrogate family towards the biological data. The quantitative analysis of the contribution of the individual functional groups to the free energy of ligand binding, ΔG°, reveals that the key factors for strong binding—and hence activity—are the ligand desolvation energy and the costs associated with induced fit, the adaptation of the receptor-binding site to the ligand topology. While the ammonium functionality is essential for recognition, its contribution to ΔG° is not favorable due to a high desolvation energy; important groups are rather methoxy and halide substituents. For most ligand molecules, the evolution does not select the lowest-energy conformer, contrary to previous assumptions in a corresponding 3D-QSAR study.

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.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.002
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Simulation or modeling · Consensus signal: Simulation or modeling
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.001
Threshold uncertainty score0.005

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.001
Open science0.0000.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0010.000

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 head0.352
GPT teacher head0.369
Teacher spread0.017 · 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

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designSimulation or modeling
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations9
Published2000
Admission routes1
Has abstractyes

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