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Harnessing RIBOnucleic acid - Small molecules Structures

Compound GMP

Identifiers

  • Canonical SMILES: 
    NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
  • IUPAC name: 
    guanosine
  • InChi: 
    InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
  • InChiKey: 
    NYHBQMYGNKIUIF-UUOKFMHZSA-N
  • SMARTS: 
    [#7]-[#6]1:[#7]:[#6]2:[#7](:[#6]:[#7]:[#6]:2:[#6](=[#8]):[#7]:1)-[#6@@H]1-[#8]-[#6@H](-[#6]-[#8])-[#6@@H](-[#8])-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 5274256 ChEMBL Logo CHEMBL375655 PDB Logo GMP DrugBank Logo DB02857

RNA-SM complexes

PDB code Deposition date Reference publication
3skz June 23, 2011 Pikovskaya Olga, Polonskaia Anna, Patel Dinshaw J, Serganov Alexander. 2011. Structural principles of nucleoside selectivity in a 2′-deoxyguanosine riboswitch Nature Chemical Biology
3skz June 23, 2011 Pikovskaya Olga, Polonskaia Anna, Patel Dinshaw J, Serganov Alexander. 2011. Structural principles of nucleoside selectivity in a 2′-deoxyguanosine riboswitch Nature Chemical Biology
4x4n Dec. 3, 2014 Kuhn Claus-D., Wilusz Jeremy E., Zheng Yuxuan, Beal Peter A., Joshua-Tor Leemor. 2015. On-Enzyme Refolding Permits Small RNA and tRNA Surveillance by the CCA-Adding Enzyme Cell
8khh Aug. 21, 2023 Chen Ke, Liao Wenjian, Wang Jiali, Ren Yangyi, Lu Zhizhong, Peng Xuemei, Wang Jia, Huang Lin. 2025. Crystal structures reveal the distinct features of the 2′-dG-III riboswitch in the purine riboswitch family Nucleic Acids Research
8khh Aug. 21, 2023 Chen Ke, Liao Wenjian, Wang Jiali, Ren Yangyi, Lu Zhizhong, Peng Xuemei, Wang Jia, Huang Lin. 2025. Crystal structures reveal the distinct features of the 2′-dG-III riboswitch in the purine riboswitch family Nucleic Acids Research
9k9h Oct. 26, 2024 Zhang Xiaojing, An Linfeng, Yang Wen, Yi Ran, Liu Ji, Li Shanshan, Zhang Kaiming. 2026. Self-splicing and cyclization mechanisms of the full-length Anabaena pre-tRNA Nature Chemical Biology
9lkf Jan. 16, 2025 Li Hongcheng, Shen Xin, Xu Xiaochen, Tai Xiaoqing, He Mengqi, Zhang Jinzhu, Ren Aiming. 2025. Ligand specificity and adaptability revealed by the first Guanine-II riboswitch tertiary structure Nucleic Acids Research
9lku Jan. 16, 2025 Shen Xin, Li Hongcheng, Xu Xiaochen, Song Qianqian, Tai Xiaoqing, He Mengqi, Ren Aiming. 2025. Structure-based insights into the ligand specificity tuning of 2′-dG-III riboswitch Nucleic Acids Research
9uw0 May 11, 2025 Shen Xin, Li Hongcheng, Xu Xiaochen, Song Qianqian, Tai Xiaoqing, He Mengqi, Ren Aiming. 2025. Structure-based insights into the ligand specificity tuning of 2′-dG-III riboswitch Nucleic Acids Research
9v7n May 28, 2025 Hong Yibao, Liu Jiashu, Zhang Xiaojing, Liu Ji, Li Shanshan, Zhang Kaiming. 2026. Pre-splicing conformation and stepwise circularization of a group I intron in Azoarcus pre-tRNA Nature Communications
9v7o May 28, 2025 Hong Yibao, Liu Jiashu, Zhang Xiaojing, Liu Ji, Li Shanshan, Zhang Kaiming. 2026. Pre-splicing conformation and stepwise circularization of a group I intron in Azoarcus pre-tRNA Nature Communications

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 283.09 g/mol
HBA 8
HBD 5
HBA + HBD
AlogP -2.69
TPSA 159.51
RB 2

Radar chart