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Record W2969359604 · doi:10.1002/cmdc.201900428

Targeting an EGFR Water Network with 4‐Anilinoquin(az)oline Inhibitors for Chordoma

2019· article· en· W2969359604 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.

fundA Canadian funder is recorded on the work.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueChemMedChem · 2019
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicMelanoma and MAPK Pathways
Canadian institutionsnot available
FundersUNC Eshelman School of Pharmacy, University of North Carolina at Chapel HillChina Scholarship CouncilNovartis PharmaUniversity of North Carolina at Chapel HillMinistero dello Sviluppo EconomicoGenome CanadaFundação de Amparo à Pesquisa do Estado de São PauloEuropean Federation of Pharmaceutical Industries and AssociationsMerck KGaAOntario Ministry of Economic Development and InnovationEngineering and Physical Sciences Research CouncilPfizer
KeywordsEGFR inhibitorsEpidermal growth factor receptorQuinazolineChemistryIC50Cancer researchAmine gas treatingChordomaStereochemistryBiologyBiochemistryReceptorIn vitroMedicine

Abstract

fetched live from OpenAlex

Abstract Quinoline‐ and quinazoline‐based kinase inhibitors of the epidermal growth factor receptor (EGFR) have been used to target non‐small cell lung cancer (NSCLC) and chordomas with varying amounts of success. We designed and prepared compounds to probe several key structural features including an interaction with Asp855 within the EGFR DGF motif and interactions with the active site water network. EGFR target engagement was then evaluated in a cellular assay, with the inhibitors then profiled in representative cellular models of NSCLC and chordomas. In addition, structure–activity relationship insight into EGFR inhibitor design with potent dimethoxyquin(az)olines identified compounds 1 [ N ‐(3‐ethynylphenyl)‐6,7‐dimethoxyquinolin‐4‐amine], 4 [ N ‐(3‐ethynylphenyl)‐6,7‐dimethoxyquinazolin‐4‐amine], and 7 [4‐((3‐ethynylphenyl)amino)‐6,7‐dimethoxyquinoline‐3‐carbonitrile]. We also identified 6,7‐dimethoxy‐ N ‐(4‐((4‐methylbenzyl)oxy)phenyl)quinolin‐4‐amine (compound 18 ), which is the most potent inhibitor (IC 50 =310 n m ) of the UCH‐2 chordoma cell line to date.

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 categoriesnone
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 score0.079
Threshold uncertainty score0.698

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)0.0000.000

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 head0.007
GPT teacher head0.212
Teacher spread0.205 · 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