Evidence map›Paper›PMID 36229621›Full record

ArticleNature communications2022

[2]-Ladderanes as isosteres for meta-substituted aromatic rings and rigidified cyclohexanes.

Rachel C Epplin, Shashwati Paul, Loïc Herter, Christophe Salome, Erin N Hancock, Jay F Larrow, Erich W Baum, David R Dunstan, Carol Ginsburg-Moraff, Thomas C Fessard and 1 more

Abstract read
In one paragraph

Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.

0numbers the graph read from it
0cells of the map it votes in
25citing 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

25 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Review
  5. Article
  6. Boron-Enabled Stereoselective Synthesis of Polysubstituted Housanes.Journal of the American Chemical Society · 2025
    Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Facile Synthesis of Housanes by an Unexpected Strategy.Journal of the American Chemical Society · 2025
    Article
  12. Expanding the Repertoire of Large Scaffolds withThe Journal of organic chemistry · 2025
    Article
  13. Article
  14. Article
  15. Three-dimensional saturated C(spNature reviews. Chemistry · 2024
    Review
  16. Article
  17. Review
  18. Article
  19. (Bio)isosteres ofBeilstein journal of organic chemistry · 2024
    Review
  20. Article
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

11 authors.

Rachel C EpplinDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, USA.
Shashwati PaulDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, USA.
Loïc HerterSpiroChem AG, Mattenstrasse 22, 4058, Basel, Switzerland.
Christophe SalomeSpiroChem AG, Mattenstrasse 22, 4058, Basel, Switzerland.
Erin N HancockDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, USA.
Jay F LarrowNovartis Institutes for BioMedical Research, 250 Massachusetts Ave, Cambridge, MA, 02139, USA.ORCID 0000-0003-4756-3874
Erich W BaumNovartis Institutes for BioMedical Research, 250 Massachusetts Ave, Cambridge, MA, 02139, USA.
David R DunstanNovartis Institutes for BioMedical Research, 250 Massachusetts Ave, Cambridge, MA, 02139, USA.
Carol Ginsburg-MoraffNovartis Institutes for BioMedical Research, 250 Massachusetts Ave, Cambridge, MA, 02139, USA.
Thomas C FessardSpiroChem AG, Mattenstrasse 22, 4058, Basel, Switzerland. thomas.fessard@spirochem.com.ORCID 0000-0001-7939-7861
M Kevin BrownDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave, Bloomington, IN, 47405, USA. brownmkb@indiana.edu.ORCID 0000-0002-4993-0917

Funding

Methods and Strategies for Chemical SynthesisR35GM131755 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI Michael Kevin Brown · 2019 to 2026
$4.0M
NIGMS NIH HHS R35 GM131755
6 · The paper itself

Abstract

Aromatic ring isosteres and rigidified saturated hydrocarbons are important motifs to enable drug discovery. Herein we disclose [2]-ladderanes as a class of meta-substituted aromatic ring isosteres and rigidified cyclohexanes. A straightforward synthesis of the building blocks is presented along with representative derivatization. Preliminary studies reveal that the [2]-ladderanes offer similar metabolic and physicochemical properties thus establishing this class of molecules as interesting motifs.

Indexed as

CyclohexanesCyclohexanes

Identifiers

PMID36229621
PMCPMC9561113

What OpenQuestion holds

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Registered trials

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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.