HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound GTP

Identifiers

  • Canonical SMILES: 
    NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O
  • IUPAC name: 
    guanosine 5'-(tetrahydrogen triphosphate)
  • InChi: 
    InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
  • InChiKey: 
    XKMLYUALXHKNFT-UUOKFMHZSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

135398633 CHEMBL1233147 DB04137

RNA-SM complexes

PDB code Deposition date Reference publication
2au4 Aug. 26, 2005 CAROTHERS JAMES M., DAVIS JONATHAN H., CHOU JAMES J., SZOSTAK JACK W.. . Solution structure of an informationally complex high-affinity RNA aptamer to GTP RNA
4y1i Feb. 7, 2015 Price Ian R., Gaballa Ahmed, Ding Fang, Helmann John D., Ke Ailong. . Mn2+-Sensing Mechanisms of yybP-ykoY Orphan Riboswitches Molecular Cell
4y1i Feb. 7, 2015 Price Ian R., Gaballa Ahmed, Ding Fang, Helmann John D., Ke Ailong. . Mn2+-Sensing Mechanisms of yybP-ykoY Orphan Riboswitches Molecular Cell
4y1j Feb. 7, 2015 Price Ian R., Gaballa Ahmed, Ding Fang, Helmann John D., Ke Ailong. . Mn2+-Sensing Mechanisms of yybP-ykoY Orphan Riboswitches Molecular Cell
4y1j Feb. 7, 2015 Price Ian R., Gaballa Ahmed, Ding Fang, Helmann John D., Ke Ailong. . Mn2+-Sensing Mechanisms of yybP-ykoY Orphan Riboswitches Molecular Cell
4y1m Feb. 8, 2015 Price Ian R., Gaballa Ahmed, Ding Fang, Helmann John D., Ke Ailong. . Mn2+-Sensing Mechanisms of yybP-ykoY Orphan Riboswitches Molecular Cell
4y1m Feb. 8, 2015 Price Ian R., Gaballa Ahmed, Ding Fang, Helmann John D., Ke Ailong. . Mn2+-Sensing Mechanisms of yybP-ykoY Orphan Riboswitches Molecular Cell
5lwj Sept. 17, 2016 Wolter Antje C., Weickhmann A. Katharina, Nasiri Amir H., Hantke Katharina, Ohlenschläger Oliver, Wunderlich Christoph H., Kreutz Christoph, Duchardt‐Ferner Elke, Wöhnert Jens. . A Stably Protonated Adenine Nucleotide with a Highly Shifted pKa Value Stabilizes the Tertiary Structure of a GTP‐Binding RNA Aptamer Angewandte Chemie International Edition
6cb3 Feb. 1, 2018 Bachas Sharrol T., Ferré-D'Amaré Adrian R.. . Convergent Use of Heptacoordination for Cation Selectivity by RNA and Protein Metalloregulators Cell Chemical Biology
6cb3 Feb. 1, 2018 Bachas Sharrol T., Ferré-D'Amaré Adrian R.. . Convergent Use of Heptacoordination for Cation Selectivity by RNA and Protein Metalloregulators Cell Chemical Biology
6cc1 Feb. 5, 2018 Bachas Sharrol T., Ferré-D'Amaré Adrian R.. . Convergent Use of Heptacoordination for Cation Selectivity by RNA and Protein Metalloregulators Cell Chemical Biology
6cc1 Feb. 5, 2018 Bachas Sharrol T., Ferré-D'Amaré Adrian R.. . Convergent Use of Heptacoordination for Cation Selectivity by RNA and Protein Metalloregulators Cell Chemical Biology
6cc3 Feb. 5, 2018 Bachas Sharrol T., Ferré-D'Amaré Adrian R.. . Convergent Use of Heptacoordination for Cation Selectivity by RNA and Protein Metalloregulators Cell Chemical Biology
6ck4 Feb. 27, 2018 Knappenberger Andrew John, Reiss Caroline Wetherington, Strobel Scott A. . Structures of two aptamers with differing ligand specificity reveal ruggedness in the functional landscape of RNA eLife
6lau Nov. 13, 2019 Sun Aiai, Gasser Catherina, Li Fudong, Chen Hao, Mair Stefan, Krasheninina Olga, Micura Ronald, Ren Aiming. . SAM-VI riboswitch structure and signature for ligand discrimination Nature Communications
7d7v Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d7w Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d7x Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d7y Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7d7z Oct. 6, 2020 Chen Hao, Egger Michaela, Xu Xiaochen, Flemmich Laurin, Krasheninina Olga, Sun Aiai, Micura Ronald, Ren Aiming. . Structural distinctions between NAD+ riboswitch domains 1 and 2 determine differential folding and ligand binding Nucleic Acids Research
7elp April 12, 2021 Xu Xiaochen, Egger Michaela, Chen Hao, Bartosik Karolina, Micura Ronald, Ren Aiming. . Insights into xanthine riboswitch structure and metal ion-mediated ligand recognition Nucleic Acids Research
7oav April 20, 2021 Mieczkowski Mateusz, Steinmetzger Christian, Bessi Irene, Lenz Ann-Kathrin, Schmiedel Alexander, Holzapfel Marco, Lambert Christoph, Pena Vladimir, Höbartner Claudia. . Large Stokes shift fluorescence activation in an RNA aptamer by intermolecular proton transfer to guanine Nature Communications
7oaw April 20, 2021 Mieczkowski Mateusz, Steinmetzger Christian, Bessi Irene, Lenz Ann-Kathrin, Schmiedel Alexander, Holzapfel Marco, Lambert Christoph, Pena Vladimir, Höbartner Claudia. . Large Stokes shift fluorescence activation in an RNA aptamer by intermolecular proton transfer to guanine Nature Communications
7oaw April 20, 2021 Mieczkowski Mateusz, Steinmetzger Christian, Bessi Irene, Lenz Ann-Kathrin, Schmiedel Alexander, Holzapfel Marco, Lambert Christoph, Pena Vladimir, Höbartner Claudia. . Large Stokes shift fluorescence activation in an RNA aptamer by intermolecular proton transfer to guanine Nature Communications
7yc8 July 1, 2022 Zhang Xiaojing, Li Shanshan, Pintilie Grigore, Palo Michael Z, Zhang Kaiming. . Snapshots of the first-step self-splicing ofTetrahymenaribozyme revealed by cryo-EM Nucleic Acids Research
7ycg July 1, 2022 Zhang Xiaojing, Li Shanshan, Pintilie Grigore, Palo Michael Z, Zhang Kaiming. . Snapshots of the first-step self-splicing ofTetrahymenaribozyme revealed by cryo-EM Nucleic Acids Research
7ych July 1, 2022 Zhang Xiaojing, Li Shanshan, Pintilie Grigore, Palo Michael Z, Zhang Kaiming. . Snapshots of the first-step self-splicing ofTetrahymenaribozyme revealed by cryo-EM Nucleic Acids Research
7yci July 1, 2022 Zhang Xiaojing, Li Shanshan, Pintilie Grigore, Palo Michael Z, Zhang Kaiming. . Snapshots of the first-step self-splicing ofTetrahymenaribozyme revealed by cryo-EM Nucleic Acids Research

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 522.99 g/mol
HBA 14
HBD 8
HBA + HBD
AlogP -2.34
TPSA 299.10
RB 8

Radar chart