Systematic Investigation of Lipophilicity Modulation by Aliphatic Fluorination Motifs.


Journal

Journal of medicinal chemistry
ISSN: 1520-4804
Titre abrégé: J Med Chem
Pays: United States
ID NLM: 9716531

Informations de publication

Date de publication:
13 02 2020
Historique:
pubmed: 3 1 2020
medline: 4 8 2020
entrez: 3 1 2020
Statut: ppublish

Résumé

Optimization of compound lipophilicity is a key aspect of drug discovery. The aim of this work was to compare the lipophilicity modulations induced by 16 distinct known and novel fluoroalkyl motifs on three parent models. Fifty fluorinated compounds, with 28 novel experimental aliphatic log

Identifiants

pubmed: 31894985
doi: 10.1021/acs.jmedchem.9b01172
doi:

Substances chimiques

Hydrocarbons, Fluorinated 0
Pentanols 0
1-Butanol 8PJ61P6TS3
n-pentanol M9L931X26Y

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1002-1031

Auteurs

Benjamin Jeffries (B)

School of Chemistry , University of Southampton , Highfield, Southampton SO17 1BJ , U.K.

Zhong Wang (Z)

School of Chemistry , University of Southampton , Highfield, Southampton SO17 1BJ , U.K.

Hannah R Felstead (HR)

School of Chemistry , University of Southampton , Highfield, Southampton SO17 1BJ , U.K.

Jean-Yves Le Questel (JY)

CEISAM UMR CNRS 6230, Faculté des Sciences et des Techniques, Université de Nantes 2 , rue de la Houssinière - BP 92208 , 44322 Nantes Cedex 3, France.

James S Scott (JS)

Medicinal Chemistry, Oncology R&D , AstraZeneca , Cambridge CB40WG , U.K.

Elisabetta Chiarparin (E)

Medicinal Chemistry, Oncology R&D , AstraZeneca , Cambridge CB40WG , U.K.

Jérôme Graton (J)

CEISAM UMR CNRS 6230, Faculté des Sciences et des Techniques, Université de Nantes 2 , rue de la Houssinière - BP 92208 , 44322 Nantes Cedex 3, France.

Bruno Linclau (B)

School of Chemistry , University of Southampton , Highfield, Southampton SO17 1BJ , U.K.

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Classifications MeSH