MétaCan
Menu
Back to cohort
Record W2902476519 · doi:10.1021/acs.jmedchem.8b01621

Identification of Selective Acyl Sulfonamide–Cycloalkylether Inhibitors of the Voltage-Gated Sodium Channel (Na <sub>V</sub> ) 1.7 with Potent Analgesic Activity

2018· article· en· W2902476519 on OpenAlexaff
Shaoyi Sun, Qi Jia, Alla Zenova, Michael Wilson, Sultan Chowdhury, Thilo Focken, Jun Li, Shannon Decker, Michael Grimwood, Jean‐Christophe Andrez, Ivan Hemeon, Tao Sheng, Chien‐An Chen, Andy White, David H. Hackos, Lunbin Deng, Girish Bankar, Kuldip Khakh, Elaine Chang, Rainbow Kwan, Sophia Lin, Karen Nelkenbrecher, Benjamin D. Sellers, Antonio G. DiPasquale, Jae H. Chang, Jodie Pang, Luis Sojo, Andrea Lindgren, Matthew Waldbrook, Zhiwei Xie, Clint Young, J. P. Johnson, Carole Robinette, Charles J. Cohen, Brian S. Safina, Daniel P. Sutherlin, Daniel F. Ortwine, Christoph M. Dehnhardt

Bibliographic record

VenueJournal of Medicinal Chemistry · 2018
Typearticle
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicIon channel regulation and function
Canadian institutionsXenon Pharmaceuticals (Canada)
Fundersnot available
KeywordsChemistryPotencySodium channelSulfonamidePharmacologyPharmacokineticsMetabolic stabilityNav1.5In vivoDocking (animal)Lead compoundAnalgesicDrug discoveryCombinatorial chemistryStereochemistryBiochemistryIn vitroSodium

Abstract

fetched live from OpenAlex

Herein, we report the discovery and optimization of a series of orally bioavailable acyl sulfonamide NaV1.7 inhibitors that are selective for NaV1.7 over NaV1.5 and highly efficacious in in vivo models of pain and hNaV1.7 target engagement. An analysis of the physicochemical properties of literature NaV1.7 inhibitors suggested that acyl sulfonamides with high fsp3 could overcome some of the pharmacokinetic (PK) and efficacy challenges seen with existing series. Parallel library syntheses lead to the identification of analogue 7, which exhibited moderate potency against NaV1.7 and an acceptable PK profile in rodents, but relatively poor stability in human liver microsomes. Further, design strategy then focused on the optimization of potency against hNaV1.7 and improvement of human metabolic stability, utilizing induced fit docking in our previously disclosed X-ray cocrystal of the NaV1.7 voltage sensing domain. These investigations culminated in the discovery of tool compound 33, one of the most potent and efficacious NaV1.7 inhibitors reported 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.

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 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 score0.010
Threshold uncertainty score0.384

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 head0.006
GPT teacher head0.219
Teacher spread0.213 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations35
Published2018
Admission routes1
Has abstractyes

Explore more

Same venueJournal of Medicinal ChemistrySame topicIon channel regulation and functionFrench-language works237,207