Evidence map›Paper›PMID 37295616›Full record

ArticleBioorganic & medicinal chemistry letters2023

Structure-property relationships of fluorinated carboxylic acid bioisosteres.

Thibault Alle, Sipak Joyasawal, Killian Oukoloff, Keith Long, Zachary Owyang, Karol R Francisco, Dominique Cahard, Donna M Huryn, Carlo Ballatore

Abstract read
In one paragraph

Article in Bioorganic & medicinal chemistry letters, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

3 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

9 authors.

Thibault AlleSkaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
Sipak JoyasawalDepartment of Pharmaceutical Sciences, University of Pittsburgh School of Pharmacy, 3501 Terrace St., Pittsburgh, PA 15261, United States.
Killian OukoloffSkaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
Keith LongDepartment of Pharmaceutical Sciences, University of Pittsburgh School of Pharmacy, 3501 Terrace St., Pittsburgh, PA 15261, United States.
Zachary OwyangSkaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
Karol R FranciscoSkaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
Dominique CahardCNRS, UMR 6014 COBRA, Normandie Université, 76821 Mont Saint Aignan, France. Electronic address: dominique.cahard@univ-rouen.fr.
Donna M HurynDepartment of Pharmaceutical Sciences, University of Pittsburgh School of Pharmacy, 3501 Terrace St., Pittsburgh, PA 15261, United States. Electronic address: huryn@pitt.edu.
Carlo BallatoreSkaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States. Electronic address: cballatore@health.ucsd.edu.

Funding

RESEARCH IN INFECTIOUS DISEASEST32AI007036 · NIAID · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI NIZET, VICTOR · 1985 to 2025
$9.2M
NIAID NIH HHS T32 AI007036
6 · The paper itself

Abstract

Fluorinated alcohols and phenols are potentially useful as bioisosteres of the carboxylic acid functional group. To enable a direct comparison of the properties of fluorinated carboxylic acid surrogates with those of other commonly used, non-fluorinated bioisosteres, we conducted a structure-property relationship (SPR) study based on matched molecular pair (MMP) analyses. A series of representative examples have been characterized by experimentally determining physicochemical properties, such as acidity (pK

Indexed as

AlcoholsCarboxylic AcidsFluorineAlcoholsCarboxylic AcidsFluorineAcid bioisosteresFluorineIsosteric replacementStructure-property relationship

Identifiers

PMID37295616
PMCPMC11003450

What OpenQuestion holds

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LicenceCC BY
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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.