Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone
Authors
Lazić, Anita M.Đorđević, Ivana S.
Radovanović, Lidija D.
Popović, Dragan M.
Rogan, Jelena R.
Trišović, Nemanja P.
Janjić, Goran V.
Conference object (Published version)
Metadata
Show full item recordAbstract
The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7-
benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo
and heterochiral dimeric motifs associated with the presence of different intermolecular
interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a
bigger number of the contacts in the environment of the tetralin unit results from its larger
contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall
stabilization. In addition, the investigated compound is identified as a potential inhibitor of
kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later
enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy
benzyl units revealed that interactions with nonpolar groups are the most prevalent and even
more numerous than interactions with other amino acid residues (polar..., positive and negative).
Source:
Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023, 2023, 47-Publisher:
- COST Action CA21101 "COSY"
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200287 (Innovation Center of the Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200287)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200135 (University of Belgrade, Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200135)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (RS-MESTD-inst-2020-200026)
Collections
Institution/Community
Inovacioni centarTY - CONF AU - Lazić, Anita M. AU - Đorđević, Ivana S. AU - Radovanović, Lidija D. AU - Popović, Dragan M. AU - Rogan, Jelena R. AU - Trišović, Nemanja P. AU - Janjić, Goran V. PY - 2023 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6765 AB - The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7- benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo and heterochiral dimeric motifs associated with the presence of different intermolecular interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a bigger number of the contacts in the environment of the tetralin unit results from its larger contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall stabilization. In addition, the investigated compound is identified as a potential inhibitor of kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy benzyl units revealed that interactions with nonpolar groups are the most prevalent and even more numerous than interactions with other amino acid residues (polar, positive and negative). PB - COST Action CA21101 "COSY" C3 - Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023 T1 - Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone SP - 47 UR - https://hdl.handle.net/21.15107/rcub_technorep_6765 ER -
@conference{ author = "Lazić, Anita M. and Đorđević, Ivana S. and Radovanović, Lidija D. and Popović, Dragan M. and Rogan, Jelena R. and Trišović, Nemanja P. and Janjić, Goran V.", year = "2023", abstract = "The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7- benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo and heterochiral dimeric motifs associated with the presence of different intermolecular interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a bigger number of the contacts in the environment of the tetralin unit results from its larger contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall stabilization. In addition, the investigated compound is identified as a potential inhibitor of kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy benzyl units revealed that interactions with nonpolar groups are the most prevalent and even more numerous than interactions with other amino acid residues (polar, positive and negative).", publisher = "COST Action CA21101 "COSY"", journal = "Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023", title = "Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone", pages = "47", url = "https://hdl.handle.net/21.15107/rcub_technorep_6765" }
Lazić, A. M., Đorđević, I. S., Radovanović, L. D., Popović, D. M., Rogan, J. R., Trišović, N. P.,& Janjić, G. V.. (2023). Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone. in Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023 COST Action CA21101 "COSY"., 47. https://hdl.handle.net/21.15107/rcub_technorep_6765
Lazić AM, Đorđević IS, Radovanović LD, Popović DM, Rogan JR, Trišović NP, Janjić GV. Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone. in Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023. 2023;:47. https://hdl.handle.net/21.15107/rcub_technorep_6765 .
Lazić, Anita M., Đorđević, Ivana S., Radovanović, Lidija D., Popović, Dragan M., Rogan, Jelena R., Trišović, Nemanja P., Janjić, Goran V., "Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone" in Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023 (2023):47, https://hdl.handle.net/21.15107/rcub_technorep_6765 .