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Harnessing RIBOnucleic acid - Small molecules Structures

Compound GNG

Identifiers

  • Canonical SMILES: 
    NC1=NC(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2N1
  • IUPAC name: 
    2'-deoxyguanosine
  • InChi: 
    InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
  • InChiKey: 
    YKBGVTZYEHREMT-KVQBGUIXSA-N
  • SMARTS: 
    [#7]-[#6]1:[#7]:[#6](=[#8]):[#6]2:[#7]:[#6]:[#7](-[#6@H]3-[#6]-[#6@H](-[#8])-[#6@@H](-[#6]-[#8])-[#8]-3):[#6]:2:[#7]:1

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 5274261 ChEMBL Logo CHEMBL68908 PDB Logo GNG

RNA-SM complexes

PDB code Deposition date Reference publication
3ds7 July 11, 2008 Edwards Andrea L., Batey Robert T.. 2009. A Structural Basis for the Recognition of 2′-Deoxyguanosine by the Purine Riboswitch Journal of Molecular Biology
3ds7 July 11, 2008 Edwards Andrea L., Batey Robert T.. 2009. A Structural Basis for the Recognition of 2′-Deoxyguanosine by the Purine Riboswitch Journal of Molecular Biology
3ski June 22, 2011 Pikovskaya Olga, Polonskaia Anna, Patel Dinshaw J, Serganov Alexander. 2011. Structural principles of nucleoside selectivity in a 2′-deoxyguanosine riboswitch Nature Chemical Biology
3ski June 22, 2011 Pikovskaya Olga, Polonskaia Anna, Patel Dinshaw J, Serganov Alexander. 2011. Structural principles of nucleoside selectivity in a 2′-deoxyguanosine riboswitch Nature Chemical Biology
3skl June 22, 2011 Pikovskaya Olga, Polonskaia Anna, Patel Dinshaw J, Serganov Alexander. 2011. Structural principles of nucleoside selectivity in a 2′-deoxyguanosine riboswitch Nature Chemical Biology
3skl June 22, 2011 Pikovskaya Olga, Polonskaia Anna, Patel Dinshaw J, Serganov Alexander. 2011. Structural principles of nucleoside selectivity in a 2′-deoxyguanosine riboswitch Nature Chemical Biology
3skr 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
3skr 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
3skt 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
3skt 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
3skw 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
3skw 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
6p2h May 21, 2019 Matyjasik Michal M, Batey Robert T. 2019. Structural basis for 2′-deoxyguanosine recognition by the 2′-dG-II class of riboswitches Nucleic Acids Research
8keb Aug. 11, 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
9lkc 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
9lkv 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

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 267.10 g/mol
HBA 7
HBD 4
HBA + HBD
AlogP -1.66
TPSA 139.28
RB 2

Radar chart