Synthesis, spectral confirmation, structural interactions, electronic characteristics, docking, and dynamic stability of twin chiral carboxamide
The structural investigation of twin chiral carboxamide compounds synthesized by slow-evaporation style, namely Ch-1 [( S )- N -(1-phenylethyl)thiophene-2-carboxamide ( Ch-1S ) & ( R )- N -(1-phenylethyl)thiophene-2-carboxamide ( Ch-1R )] and Ch-2 [( S )- N -(1-phenylethyl)furan-2-carboxamide (...
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| Veröffentlicht in: | Journal of materials science. Materials in electronics 2023-10, Vol.34 (28), p.1913, Article 1913 |
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| container_title | Journal of materials science. Materials in electronics |
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| creator | Mohanbabu, M. Sathishkumar, P. N. Bhuvanesh, N. S. P. Karvembu, R. Saravanan, K. Vinoth, E. Aravindhan, S. |
| description | The structural investigation of twin chiral carboxamide compounds synthesized by slow-evaporation style, namely
Ch-1
[(
S
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1S
) & (
R
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1R
)] and
Ch-2
[(
S
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2S
) & (
R
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2R
) were described by X-ray analysis and the chiral compounds crystallized like isomers with little discrepancies in lattice parameters. The synthesized chiral compounds were characterized via FT-IR, UV–visible, NMR, and mass spectroscopic techniques. The chirality of the compound was confirmed by the absolute structure parameter and specific rotation values. The perceptible inter- and intra-molecular connections of twin chiral were analyzed by Hirshfeld surface (HS) analysis with respective 2D Fingerprint (2D-FP) plots which gave the contacts contribution rate. N–H⋅⋅⋅O inter- and intra-molecular contact is chiefly answerable for crystal stuffing in both chiral. By employing the DFT computation, the chemical electronic characteristics such as energies of molecular orbitals (FMO), electrostatic potential (MESP), and Mullican’s charge/atom (MAC) were characterized. The binding affinities of the chiral have been hypothesized with target CDC7-kinase inhibitor by performing docking studies (MDOC). The dynamic simulation (MDS) was prescribed to confirm the molecular stability of the chiral with the calculation of binding free energy (BFE). |
| doi_str_mv | 10.1007/s10854-023-11241-9 |
| format | Article |
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Ch-1
[(
S
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1S
) & (
R
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1R
)] and
Ch-2
[(
S
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2S
) & (
R
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2R
) were described by X-ray analysis and the chiral compounds crystallized like isomers with little discrepancies in lattice parameters. The synthesized chiral compounds were characterized via FT-IR, UV–visible, NMR, and mass spectroscopic techniques. The chirality of the compound was confirmed by the absolute structure parameter and specific rotation values. The perceptible inter- and intra-molecular connections of twin chiral were analyzed by Hirshfeld surface (HS) analysis with respective 2D Fingerprint (2D-FP) plots which gave the contacts contribution rate. N–H⋅⋅⋅O inter- and intra-molecular contact is chiefly answerable for crystal stuffing in both chiral. By employing the DFT computation, the chemical electronic characteristics such as energies of molecular orbitals (FMO), electrostatic potential (MESP), and Mullican’s charge/atom (MAC) were characterized. The binding affinities of the chiral have been hypothesized with target CDC7-kinase inhibitor by performing docking studies (MDOC). The dynamic simulation (MDS) was prescribed to confirm the molecular stability of the chiral with the calculation of binding free energy (BFE).</description><identifier>ISSN: 0957-4522</identifier><identifier>EISSN: 1573-482X</identifier><identifier>DOI: 10.1007/s10854-023-11241-9</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Binding ; Cell division ; Characterization and Evaluation of Materials ; Chemistry ; Chemistry and Materials Science ; Chirality ; Crystallization ; Docking ; Dynamic stability ; Electronic properties ; Free energy ; Kinases ; Lattice parameters ; Materials Science ; Molecular orbitals ; NMR ; Nuclear magnetic resonance ; Optical and Electronic Materials ; Physics ; Synthesis ; Two dimensional analysis ; X ray analysis</subject><ispartof>Journal of materials science. Materials in electronics, 2023-10, Vol.34 (28), p.1913, Article 1913</ispartof><rights>The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature 2023. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c270t-843e06b65b93d2c33ac542f164008540055b75a9ed7d7b6e2040e8cfb95b78933</cites><orcidid>0000-0002-7643-9912</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10854-023-11241-9$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10854-023-11241-9$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Mohanbabu, M.</creatorcontrib><creatorcontrib>Sathishkumar, P. N.</creatorcontrib><creatorcontrib>Bhuvanesh, N. S. P.</creatorcontrib><creatorcontrib>Karvembu, R.</creatorcontrib><creatorcontrib>Saravanan, K.</creatorcontrib><creatorcontrib>Vinoth, E.</creatorcontrib><creatorcontrib>Aravindhan, S.</creatorcontrib><title>Synthesis, spectral confirmation, structural interactions, electronic characteristics, docking, and dynamic stability of twin chiral carboxamide</title><title>Journal of materials science. Materials in electronics</title><addtitle>J Mater Sci: Mater Electron</addtitle><description>The structural investigation of twin chiral carboxamide compounds synthesized by slow-evaporation style, namely
Ch-1
[(
S
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1S
) & (
R
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1R
)] and
Ch-2
[(
S
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2S
) & (
R
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2R
) were described by X-ray analysis and the chiral compounds crystallized like isomers with little discrepancies in lattice parameters. The synthesized chiral compounds were characterized via FT-IR, UV–visible, NMR, and mass spectroscopic techniques. The chirality of the compound was confirmed by the absolute structure parameter and specific rotation values. The perceptible inter- and intra-molecular connections of twin chiral were analyzed by Hirshfeld surface (HS) analysis with respective 2D Fingerprint (2D-FP) plots which gave the contacts contribution rate. N–H⋅⋅⋅O inter- and intra-molecular contact is chiefly answerable for crystal stuffing in both chiral. By employing the DFT computation, the chemical electronic characteristics such as energies of molecular orbitals (FMO), electrostatic potential (MESP), and Mullican’s charge/atom (MAC) were characterized. The binding affinities of the chiral have been hypothesized with target CDC7-kinase inhibitor by performing docking studies (MDOC). The dynamic simulation (MDS) was prescribed to confirm the molecular stability of the chiral with the calculation of binding free energy (BFE).</description><subject>Binding</subject><subject>Cell division</subject><subject>Characterization and Evaluation of Materials</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chirality</subject><subject>Crystallization</subject><subject>Docking</subject><subject>Dynamic stability</subject><subject>Electronic properties</subject><subject>Free energy</subject><subject>Kinases</subject><subject>Lattice parameters</subject><subject>Materials Science</subject><subject>Molecular orbitals</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Optical and Electronic Materials</subject><subject>Physics</subject><subject>Synthesis</subject><subject>Two dimensional analysis</subject><subject>X ray analysis</subject><issn>0957-4522</issn><issn>1573-482X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNp9kMtKAzEUhoMoWKsv4GrAraMnt7kspXiDggsV3IVMJtOmTpOaZNC-hY9sphXcuTrwn-8_Bz6EzjFcYYDyOmCoOMuB0BxjwnBeH6AJ5iXNWUXeDtEEal7mjBNyjE5CWAFAwWg1Qd_PWxuXOphwmYWNVtHLPlPOdsavZTTOpjj6QcVhXBgbtZdqzBOv-5F31qhMLeWYa29CNCrtWqfejV1cZtK2Wbu1cp2oEGVjehO3meuy-Gls6pndQ-kb95WYVp-io072QZ_9zil6vbt9mT3k86f7x9nNPFekhJhXjGoomoI3NW2JolQqzkiHCwajCQDOm5LLWrdlWzaFJsBAV6pr6pRXNaVTdLG_u_HuY9AhipUbvE0vBalKqJLEmiWK7CnlXQhed2LjzVr6rcAgRvNib14k82JnXtSpRPelkGC70P7v9D-tH2mBiYI</recordid><startdate>20231001</startdate><enddate>20231001</enddate><creator>Mohanbabu, M.</creator><creator>Sathishkumar, P. N.</creator><creator>Bhuvanesh, N. S. P.</creator><creator>Karvembu, R.</creator><creator>Saravanan, K.</creator><creator>Vinoth, E.</creator><creator>Aravindhan, S.</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SP</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>ARAPS</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>F28</scope><scope>FR3</scope><scope>HCIFZ</scope><scope>JG9</scope><scope>KB.</scope><scope>L7M</scope><scope>P5Z</scope><scope>P62</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>S0W</scope><orcidid>https://orcid.org/0000-0002-7643-9912</orcidid></search><sort><creationdate>20231001</creationdate><title>Synthesis, spectral confirmation, structural interactions, electronic characteristics, docking, and dynamic stability of twin chiral carboxamide</title><author>Mohanbabu, M. ; Sathishkumar, P. N. ; Bhuvanesh, N. S. P. ; Karvembu, R. ; Saravanan, K. ; Vinoth, E. ; Aravindhan, S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c270t-843e06b65b93d2c33ac542f164008540055b75a9ed7d7b6e2040e8cfb95b78933</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Binding</topic><topic>Cell division</topic><topic>Characterization and Evaluation of Materials</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chirality</topic><topic>Crystallization</topic><topic>Docking</topic><topic>Dynamic stability</topic><topic>Electronic properties</topic><topic>Free energy</topic><topic>Kinases</topic><topic>Lattice parameters</topic><topic>Materials Science</topic><topic>Molecular orbitals</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Optical and Electronic Materials</topic><topic>Physics</topic><topic>Synthesis</topic><topic>Two dimensional analysis</topic><topic>X ray analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mohanbabu, M.</creatorcontrib><creatorcontrib>Sathishkumar, P. N.</creatorcontrib><creatorcontrib>Bhuvanesh, N. S. P.</creatorcontrib><creatorcontrib>Karvembu, R.</creatorcontrib><creatorcontrib>Saravanan, K.</creatorcontrib><creatorcontrib>Vinoth, E.</creatorcontrib><creatorcontrib>Aravindhan, S.</creatorcontrib><collection>CrossRef</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central UK/Ireland</collection><collection>Advanced Technologies & Aerospace Collection</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>SciTech Premium Collection</collection><collection>Materials Research Database</collection><collection>Materials Science Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Advanced Technologies & Aerospace Database</collection><collection>ProQuest Advanced Technologies & Aerospace Collection</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>DELNET Engineering & Technology Collection</collection><jtitle>Journal of materials science. Materials in electronics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mohanbabu, M.</au><au>Sathishkumar, P. N.</au><au>Bhuvanesh, N. S. P.</au><au>Karvembu, R.</au><au>Saravanan, K.</au><au>Vinoth, E.</au><au>Aravindhan, S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, spectral confirmation, structural interactions, electronic characteristics, docking, and dynamic stability of twin chiral carboxamide</atitle><jtitle>Journal of materials science. Materials in electronics</jtitle><stitle>J Mater Sci: Mater Electron</stitle><date>2023-10-01</date><risdate>2023</risdate><volume>34</volume><issue>28</issue><spage>1913</spage><pages>1913-</pages><artnum>1913</artnum><issn>0957-4522</issn><eissn>1573-482X</eissn><abstract>The structural investigation of twin chiral carboxamide compounds synthesized by slow-evaporation style, namely
Ch-1
[(
S
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1S
) & (
R
)-
N
-(1-phenylethyl)thiophene-2-carboxamide (
Ch-1R
)] and
Ch-2
[(
S
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2S
) & (
R
)-
N
-(1-phenylethyl)furan-2-carboxamide (
Ch-2R
) were described by X-ray analysis and the chiral compounds crystallized like isomers with little discrepancies in lattice parameters. The synthesized chiral compounds were characterized via FT-IR, UV–visible, NMR, and mass spectroscopic techniques. The chirality of the compound was confirmed by the absolute structure parameter and specific rotation values. The perceptible inter- and intra-molecular connections of twin chiral were analyzed by Hirshfeld surface (HS) analysis with respective 2D Fingerprint (2D-FP) plots which gave the contacts contribution rate. N–H⋅⋅⋅O inter- and intra-molecular contact is chiefly answerable for crystal stuffing in both chiral. By employing the DFT computation, the chemical electronic characteristics such as energies of molecular orbitals (FMO), electrostatic potential (MESP), and Mullican’s charge/atom (MAC) were characterized. The binding affinities of the chiral have been hypothesized with target CDC7-kinase inhibitor by performing docking studies (MDOC). The dynamic simulation (MDS) was prescribed to confirm the molecular stability of the chiral with the calculation of binding free energy (BFE).</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10854-023-11241-9</doi><orcidid>https://orcid.org/0000-0002-7643-9912</orcidid></addata></record> |
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| issn | 0957-4522 1573-482X |
| language | eng |
| recordid | cdi_proquest_journals_2870824194 |
| source | SpringerLink Journals - AutoHoldings |
| subjects | Binding Cell division Characterization and Evaluation of Materials Chemistry Chemistry and Materials Science Chirality Crystallization Docking Dynamic stability Electronic properties Free energy Kinases Lattice parameters Materials Science Molecular orbitals NMR Nuclear magnetic resonance Optical and Electronic Materials Physics Synthesis Two dimensional analysis X ray analysis |
| title | Synthesis, spectral confirmation, structural interactions, electronic characteristics, docking, and dynamic stability of twin chiral carboxamide |
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