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Record W2057230670 · doi:10.1107/s0108270106005543

<i>N</i>-Phenyl-<i>N</i>′-pyridylureas: stereochemical basis for anticonvulsant activity

2006· article· en· W2057230670 on OpenAlexaff
A. Camerman, A. Hempel, D. Mastropaolo, N. Camerman

Bibliographic record

VenueActa Crystallographica Section C Crystal Structure Communications · 2006
Typearticle
Languageen
FieldChemistry
TopicCrystal structures of chemical compounds
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsChemistryBenzeneHydrogen bondPyridinePyridiniumStereochemistryAmideCrystallographyMedicinal chemistryMoleculeOrganic chemistry

Abstract

fetched live from OpenAlex

4-[N-(2-Chloro-6-methyl­phen­yl)ureido]pyridinium chloride, C13H13ClN3O+·Cl− (CI-953 hydro­chloride), crystallizes with Z′ = 2 in P\overline{1}. In both mol­ecules, the methyl groups and Cl atoms on the benzene rings are disordered. The benzene rings of mol­ecules A and B adopt two conformations, differing by a rotation of 180° about the C—N bond to the ureido group, in an approximate 1:1 ratio. This disorder is further enhanced by the rotation of the methyl groups in both adopted positions. The pyridine and benzene rings inter­sect at angles of 102.1 (1) and 111.3 (1)° for A and B, respectively. Hydrogen bonding is mediated by Cl− anions, resulting in indirect connectivity between the mol­ecules. Superposition of the mol­ecular structure, after 180° rotation about an amide bond, with that of phenytoin shows that the chemically different mol­ecules possess stereochemical features in common, which may explain their common activities.

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 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: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.905
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0010.001
Scholarly communication0.0000.001
Open science0.0020.001
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 head0.013
GPT teacher head0.251
Teacher spread0.238 · 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 teacher head, not a consensus.

Study designBench or experimental
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

Citations0
Published2006
Admission routes1
Has abstractyes

Explore more

Same venueActa Crystallographica Section C Crystal Structure CommunicationsSame topicCrystal structures of chemical compoundsFrench-language works237,207