ArticleEuropean journal of medicinal chemistry2021
Structure property relationships of N-acylsulfonamides and related bioisosteres.
Article in European journal of medicinal chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 21 papers.
What it found
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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.
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.
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Who cites it
21 citing papers in PubMed.
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- Click Chemistry-Enabled Parallel Synthesis ofMolecules (Basel, Switzerland) · 2026Article
- Synthesis of new sulfoximines and sulfonimidamides derivatives as NKCC1 inhibitors.Frontiers in chemistry · 2026Article
- Article
- Discovery and Characterization of BAY-184: A New Potent and Selective Acylsulfonamide-BenzofuranJournal of medicinal chemistry · 2024Article
- Synthesis of 3,3-Disubstituted Thietane Dioxides.The Journal of organic chemistry · 2024Article
- Average Electron Density: A Quantitative Tool for Evaluating Non-Classical Bioisosteres of Amides.ACS omega · 2024Article
- Oxetanes in Drug Discovery Campaigns.Journal of medicinal chemistry · 2023Review
- Structure-property relationships of fluorinated carboxylic acid bioisosteres.Bioorganic & medicinal chemistry letters · 2023Article
- Quantum and Classical Evaluations of Carboxylic Acid Bioisosteres: From Capped Moieties to a Drug Molecule.ACS omega · 2023Article
- SuFExableThe Journal of organic chemistry · 2022Article
- Investigating 3,3-diaryloxetanes as potential bioisosteres through matched molecular pair analysis.RSC medicinal chemistry · 2021Article
- Stacking Gaussian processes to improveJournal of computer-aided molecular design · 2021Article
- Multiple linear regression models for predicting the n‑octanol/water partition coefficients in the SAMPL7 blind challenge.Journal of computer-aided molecular design · 2021Article
- Multitask machine learning models for predicting lipophilicity (logP) in the SAMPL7 challenge.Journal of computer-aided molecular design · 2021Article
- Predicting partition coefficients for the SAMPL7 physical property challenge using the ClassicalGSG method.Journal of computer-aided molecular design · 2021Article
- SAMPL7 blind challenge: quantum-mechanical prediction of partition coefficients and acid dissociation constants for small drug-like molecules.Journal of computer-aided molecular design · 2021Article
- Prediction of n-octanol/water partition coefficients and acidity constants (pKJournal of computer-aided molecular design · 2021Article
Corrections and comments
- Erratum issued
Authors and funding
6 authors.
Funding
Abstract
The N-acylsulfonamide functional group is a feature of the pharmacophore of several biologically active molecules, including marketed drugs. Although this acidic moiety presents multiple points of attachments that could be exploited to introduce structural diversification, depending on the circumstances, the replacement of the functional group itself with a suitable surrogate, or bioisostere, may be desirable. A number of N-acylsulfonamide bioisosteres have been developed over the years that provide opportunities to modulate both structure and physicochemical properties of this important structural motif. To enable an assessment of the relative impact on physicochemical properties that these replacements may have compared to the N-acylsulfonamide group, we conducted a structure-property relationship study based on matched molecular pairs, in which the N-acylsulfonamide moiety of common template reference structures is replaced with a series of bioisosteres. The data presented, which include an assessment of relative changes in acidity, permeability, lipophilicity and intrinsic solubility, provides a basis for informed decisions when deploying N-acylsulfonamides, or surrogates thereof, in analog design.
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Registered trials
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.