HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound UTP

Identifiers

  • Canonical SMILES: 
    O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P@](O)(=O)O[P@](O)(=O)O[P](O)(O)=O)N2C=CC(=O)NC2=O
  • IUPAC name: 
    uridine 5'-(tetrahydrogen triphosphate)
  • InChi: 
    InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
  • InChiKey: 
    PGAVKCOVUIYSFO-XVFCMESISA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

6133 CHEMBL336296 DB04005

RNA-SM complexes

PDB code Deposition date Reference publication
2e9z Jan. 29, 2007 Ferrer-Orta Cristina, Arias Armando, Pérez-Luque Rosa, Escarmís Cristina, Domingo Esteban, Verdaguer Nuria. . Sequential structures provide insights into the fidelity of RNA replication Proceedings of the National Academy of Sciences
2nvz Nov. 14, 2006 Wang Dong, Bushnell David A., Westover Kenneth D., Kaplan Craig D., Kornberg Roger D.. . Structural Basis of Transcription: Role of the Trigger Loop in Substrate Specificity and Catalysis Cell
5kal June 1, 2016 Rajappa-Titu Lional, Suematsu Takuma, Munoz-Tello Paola, Long Marius, Demir Özlem, Cheng Kevin J., Stagno Jason R., Luecke Hartmut, Amaro Rommie E., Aphasizheva Inna, Aphasizhev Ruslan, Thore Stéphane. . RNA Editing TUTase 1: structural foundation of substrate recognition, complex interactions and drug targeting Nucleic Acids Research
5kal June 1, 2016 Rajappa-Titu Lional, Suematsu Takuma, Munoz-Tello Paola, Long Marius, Demir Özlem, Cheng Kevin J., Stagno Jason R., Luecke Hartmut, Amaro Rommie E., Aphasizheva Inna, Aphasizhev Ruslan, Thore Stéphane. . RNA Editing TUTase 1: structural foundation of substrate recognition, complex interactions and drug targeting Nucleic Acids Research
5w0o May 31, 2017 Faehnle Christopher R, Walleshauser Jack, Joshua-Tor Leemor. . Multi-domain utilization by TUT4 and TUT7 in control of let-7 biogenesis Nature Structural & Molecular Biology
5w0o May 31, 2017 Faehnle Christopher R, Walleshauser Jack, Joshua-Tor Leemor. . Multi-domain utilization by TUT4 and TUT7 in control of let-7 biogenesis Nature Structural & Molecular Biology
6hiv Aug. 31, 2018 Ramrath David J. F., Niemann Moritz, Leibundgut Marc, Bieri Philipp, Prange Céline, Horn Elke K., Leitner Alexander, Boehringer Daniel, Schneider André, Ban Nenad. . Evolutionary shift toward protein-based architecture in trypanosomal mitochondrial ribosomes Science
6hiw Aug. 31, 2018 Ramrath David J. F., Niemann Moritz, Leibundgut Marc, Bieri Philipp, Prange Céline, Horn Elke K., Leitner Alexander, Boehringer Daniel, Schneider André, Ban Nenad. . Evolutionary shift toward protein-based architecture in trypanosomal mitochondrial ribosomes Science
6hiz Aug. 31, 2018 Ramrath David J. F., Niemann Moritz, Leibundgut Marc, Bieri Philipp, Prange Céline, Horn Elke K., Leitner Alexander, Boehringer Daniel, Schneider André, Ban Nenad. . Evolutionary shift toward protein-based architecture in trypanosomal mitochondrial ribosomes Science
6k32 May 16, 2019 Li Xiaowu, Wang Li, Wang Xurong, Chen Wenyuan, Yang Tao, Song Jingdong, Liu Hongrong, Cheng Lingpeng. . Structure of RdRps Within a Transcribing dsRNA Virus Provides Insights Into the Mechanisms of RNA Synthesis Journal of Molecular Biology
6ogz April 3, 2019 Ding Ke, Celma Cristina C., Zhang Xing, Chang Thomas, Shen Wesley, Atanasov Ivo, Roy Polly, Zhou Z. Hong. . In situ structures of rotavirus polymerase in action and mechanism of mRNA transcription and release Nature Communications
6p71 June 4, 2019 Shin Yeonoh, Hedglin Mark, Murakami Katsuhiko S. . Structural basis of reiterative transcription from the pyrG and pyrBI promoters by bacterial RNA polymerase Nucleic Acids Research
6tz2 Aug. 9, 2019 Cui Yanxiang, Zhang Yinong, Zhou Kang, Sun Jingchen, Zhou Z. Hong. . Conservative transcription in three steps visualized in a double-stranded RNA virus Nature Structural & Molecular Biology
6uu6 Oct. 30, 2019 Zuo Yuhong, De Swastik, Feng Yingang, Steitz Thomas A.. . Structural Insights into Transcription Initiation from De Novo RNA Synthesis to Transitioning into Elongation iScience
7aor Oct. 15, 2020 Soufari Heddy, Waltz Florent, Parrot Camila, Durrieu-Gaillard Stéphanie, Bochler Anthony, Kuhn Lauriane, Sissler Marie, Hashem Yaser. . Structure of the mature kinetoplastids mitoribosome and insights into its large subunit biogenesis Proceedings of the National Academy of Sciences
7pub Sept. 29, 2021 Lenarčič Tea, Niemann Moritz, Ramrath David J. F., Calderaro Salvatore, Flügel Timo, Saurer Martin, Leibundgut Marc, Boehringer Daniel, Prange Céline, Horn Elke K., Schneider André, Ban Nenad. . Mitoribosomal small subunit maturation involves formation of initiation-like complexes Proceedings of the National Academy of Sciences
7uo9 April 12, 2022 Malone Brandon F., Perry Jason K., Olinares Paul Dominic B., Lee Hery W., Chen James, Appleby Todd C., Feng Joy Y., Bilello John P., Ng Honkit, Sotiris Johanna, Ebrahim Mark, Chua Eugene Y. D., Mendez Joshua H., Eng Ed T., Landick Robert, Götte Matthias, Chait Brian T., Campbell Elizabeth A., Darst Seth A.. . Structural basis for substrate selection by the SARS-CoV-2 replicase Nature
7yed July 5, 2022 Bao Keyan, Zhang Xueli, Li Dongyu, Sun Wei, Sun Zhenzhao, Wang Jingfei, Zhu Ping. . In situ structures of polymerase complex of mammalian reovirus illuminate RdRp activation and transcription regulation Proceedings of the National Academy of Sciences
8sy6 May 24, 2023 Oh Juntaek, Shan Zelin, Hoshika Shuichi, Xu Jun, Chong Jenny, Benner Steven A., Lyumkis Dmitry, Wang Dong. . A unified Watson-Crick geometry drives transcription of six-letter expanded DNA alphabets by E. coli RNA polymerase Nature Communications
9pyz Aug. 8, 2025 Xiao Ziyang, Das Arnab, Jain Abha, Anderson Thomas K., Cameron Craig E., Arnold Jamie J., Dulin David, Kirchdoerfer Robert N.. . The 2’-endo conformation of arabinose-CTP and arabinose-UTP inhibit viral polymerases by inducing long pauses []

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 484.14 g/mol
HBA not available
HBD not available
HBA + HBD
AlogP not available
TPSA not available
RB not available

Radar chart