Crystal structures of two alanyl­piperidine analogues

The structure of ethyl 1-[N-(4-methyl­phen­yl)-N-(methyl­sulfon­yl)alan­yl]piperidine-4-carboxyl­ate, C(19)H(28)N(2)O(5)S, I, a compound of inter­est as activator of Ubiquitin C-terminal Hydro­lase-L1 (UCH-L1), was determined by single-crystal X-ray diffraction (SCXRD) analysis. In order to find new...

Descripción completa

Detalles Bibliográficos
Autores principales: Mambourg, Kalina, Tumanov, Nikolay, Henon, Gilles, Lanners, Steve, Garcia-Ladona, Javier, Wouters, Johan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587977/
https://www.ncbi.nlm.nih.gov/pubmed/34868643
http://dx.doi.org/10.1107/S2056989021010392
_version_ 1784598316267339776
author Mambourg, Kalina
Tumanov, Nikolay
Henon, Gilles
Lanners, Steve
Garcia-Ladona, Javier
Wouters, Johan
author_facet Mambourg, Kalina
Tumanov, Nikolay
Henon, Gilles
Lanners, Steve
Garcia-Ladona, Javier
Wouters, Johan
author_sort Mambourg, Kalina
collection PubMed
description The structure of ethyl 1-[N-(4-methyl­phen­yl)-N-(methyl­sulfon­yl)alan­yl]piperidine-4-carboxyl­ate, C(19)H(28)N(2)O(5)S, I, a compound of inter­est as activator of Ubiquitin C-terminal Hydro­lase-L1 (UCH-L1), was determined by single-crystal X-ray diffraction (SCXRD) analysis. In order to find new activators, a derivative of compound I, namely, 1-[N-(4-methyl­phen­yl)-N-(methyl­sulfon­yl)alan­yl]piperidine-4-carb­oxy­lic acid, C(17)H(24)N(2)O(5)S, II, was studied. The synthesis and crystal structure are also reported. Despite being analogues, different crystal packings are observed. Compound II bears a carb­oxy­lic group, which favors a strong hydrogen bond. A polymorph risk assessment was carried out to study inter­actions in compound II.
format Online
Article
Text
id pubmed-8587977
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-85879772021-12-02 Crystal structures of two alanyl­piperidine analogues Mambourg, Kalina Tumanov, Nikolay Henon, Gilles Lanners, Steve Garcia-Ladona, Javier Wouters, Johan Acta Crystallogr E Crystallogr Commun Research Communications The structure of ethyl 1-[N-(4-methyl­phen­yl)-N-(methyl­sulfon­yl)alan­yl]piperidine-4-carboxyl­ate, C(19)H(28)N(2)O(5)S, I, a compound of inter­est as activator of Ubiquitin C-terminal Hydro­lase-L1 (UCH-L1), was determined by single-crystal X-ray diffraction (SCXRD) analysis. In order to find new activators, a derivative of compound I, namely, 1-[N-(4-methyl­phen­yl)-N-(methyl­sulfon­yl)alan­yl]piperidine-4-carb­oxy­lic acid, C(17)H(24)N(2)O(5)S, II, was studied. The synthesis and crystal structure are also reported. Despite being analogues, different crystal packings are observed. Compound II bears a carb­oxy­lic group, which favors a strong hydrogen bond. A polymorph risk assessment was carried out to study inter­actions in compound II. International Union of Crystallography 2021-10-13 /pmc/articles/PMC8587977/ /pubmed/34868643 http://dx.doi.org/10.1107/S2056989021010392 Text en © Mambourg et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Mambourg, Kalina
Tumanov, Nikolay
Henon, Gilles
Lanners, Steve
Garcia-Ladona, Javier
Wouters, Johan
Crystal structures of two alanyl­piperidine analogues
title Crystal structures of two alanyl­piperidine analogues
title_full Crystal structures of two alanyl­piperidine analogues
title_fullStr Crystal structures of two alanyl­piperidine analogues
title_full_unstemmed Crystal structures of two alanyl­piperidine analogues
title_short Crystal structures of two alanyl­piperidine analogues
title_sort crystal structures of two alanyl­piperidine analogues
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587977/
https://www.ncbi.nlm.nih.gov/pubmed/34868643
http://dx.doi.org/10.1107/S2056989021010392
work_keys_str_mv AT mambourgkalina crystalstructuresoftwoalanylpiperidineanalogues
AT tumanovnikolay crystalstructuresoftwoalanylpiperidineanalogues
AT henongilles crystalstructuresoftwoalanylpiperidineanalogues
AT lannerssteve crystalstructuresoftwoalanylpiperidineanalogues
AT garcialadonajavier crystalstructuresoftwoalanylpiperidineanalogues
AT woutersjohan crystalstructuresoftwoalanylpiperidineanalogues

Ejemplares similares