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Crystal structure and computational analysis of 1,3-dioxo-2-phenyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline 5-oxide, a caspase-3 inhibitor.

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Title: Crystal structure and computational analysis of 1,3-dioxo-2-phenyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline 5-oxide, a caspase-3 inhibitor.
Authors: Thamotharan, Subbiah1 (AUTHOR) thamu@scbt.sastra.edu, Prasanna Kumari, Subramaniyan2 (AUTHOR), Selva Ganesan, Subramaniapillai2 (AUTHOR), Blacque, Olivier3 (AUTHOR), Venkatesan, Perumal4 (AUTHOR), Percino, M. Judith4 (AUTHOR)
Source: Structural Chemistry. Jun2026, Vol. 37 Issue 3, p1249-1264. 16p.
Subjects: Caspase inhibitors, Molecular docking, Heterocyclic compounds, Van der Waals forces, Molecular recognition, Intermolecular interactions, Molecular models, Crystal structure
Abstract: The crystal structure and noncovalent interaction profile of 1,3-dioxo-2-phenyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline 5-oxide were investigated by single-crystal X-ray diffraction and computational methods. The compound crystallizes in the triclinic space group P-1 with two independent molecules in the asymmetric unit. Hirshfeld surface analysis and 2D fingerprint plots highlight the dominance of C–H···O, π–π stacking, and charge-assisted C–H···O⁻ interactions in the supramolecular assembly. CLP-PIXEL and generalized Kohn–Sham energy decomposition analysis (GKS-EDA) show that dispersion and electrostatic are the primary stabilizing forces, with excellent correlation (R²=0.986) between both methods. Topological analysis (QTAIM) confirms the closed-shell nature of the dominant contacts, including short H···H, C–H···O = C, and C = O···π interactions. The supramolecular organization is further characterized by columnar arrangements sustained through alternating dimeric motifs. Molecular docking indicates favourable binding of the title compound within the caspase-3 active site, mediated by hydrogen bonds, hydrophobic interactions, and π- π stacking with critical residues. Quantum chemical descriptors were computed and correlated with the predicted caspase-3 inhibition potential. [ABSTRACT FROM AUTHOR]
Copyright of Structural Chemistry is the property of Springer Nature and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Crystal structure and computational analysis of 1,3-dioxo-2-phenyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline 5-oxide, a caspase-3 inhibitor.
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  Data: <searchLink fieldCode="JN" term="%22Structural+Chemistry%22">Structural Chemistry</searchLink>. Jun2026, Vol. 37 Issue 3, p1249-1264. 16p.
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  Data: The crystal structure and noncovalent interaction profile of 1,3-dioxo-2-phenyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline 5-oxide were investigated by single-crystal X-ray diffraction and computational methods. The compound crystallizes in the triclinic space group P-1 with two independent molecules in the asymmetric unit. Hirshfeld surface analysis and 2D fingerprint plots highlight the dominance of C–H···O, π–π stacking, and charge-assisted C–H···O⁻ interactions in the supramolecular assembly. CLP-PIXEL and generalized Kohn–Sham energy decomposition analysis (GKS-EDA) show that dispersion and electrostatic are the primary stabilizing forces, with excellent correlation (R²=0.986) between both methods. Topological analysis (QTAIM) confirms the closed-shell nature of the dominant contacts, including short H···H, C–H···O = C, and C = O···π interactions. The supramolecular organization is further characterized by columnar arrangements sustained through alternating dimeric motifs. Molecular docking indicates favourable binding of the title compound within the caspase-3 active site, mediated by hydrogen bonds, hydrophobic interactions, and π- π stacking with critical residues. Quantum chemical descriptors were computed and correlated with the predicted caspase-3 inhibition potential. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Structural Chemistry is the property of Springer Nature and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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      – TitleFull: Crystal structure and computational analysis of 1,3-dioxo-2-phenyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline 5-oxide, a caspase-3 inhibitor.
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              Text: Jun2026
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