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Harnessing RIBOnucleic acid - Small molecules Structures

Compound EQ4

Identifiers

  • Canonical SMILES: 
    NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(=O)n4ccnc4N)[C@@H](O)[C@H]3O
  • IUPAC name: 
    5'-O-[(R)-(2-amino-1H-imidazol-1-yl)(hydroxy)phosphoryl]guanosine
  • InChi: 
    InChI=1S/C13H17N8O7P/c14-12-18-9-6(10(24)19-12)17-4-20(9)11-8(23)7(22)5(28-11)3-27-29(25,26)21-2-1-16-13(21)15/h1-2,4-5,7-8,11,22-23H,3H2,(H2,15,16)(H,25,26)(H3,14,18,19,24)/t5-,7-,8-,11-/m1/s1
  • InChiKey: 
    UJFHHYLHXPKINK-IOSLPCCCSA-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]-[#15](-[#8])(=[#8])-[#7]2:[#6]:[#6]:[#7]:[#6]:2-[#7])-[#6@@H](-[#8])-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 135567408 PDB Logo EQ4

RNA-SM complexes

PDB code Deposition date Reference publication
6c8i Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8i Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8i Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8i Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8j Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8j Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8j Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8j Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8o Jan. 25, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8o Jan. 25, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6u6j Aug. 29, 2019 Wright Tom H., Giurgiu Constantin, Zhang Wen, Radakovic Aleksandar, O’Flaherty Derek K., Zhou Lijun, Szostak Jack W.. 2019. Prebiotically Plausible “Patching” of RNA Backbone Cleavage through a 3′–5′ Pyrophosphate Linkage Journal of the American Chemical Society
6u6j Aug. 29, 2019 Wright Tom H., Giurgiu Constantin, Zhang Wen, Radakovic Aleksandar, O’Flaherty Derek K., Zhou Lijun, Szostak Jack W.. 2019. Prebiotically Plausible “Patching” of RNA Backbone Cleavage through a 3′–5′ Pyrophosphate Linkage Journal of the American Chemical Society
9yd3 Sept. 21, 2025 No publication
9yd3 Sept. 21, 2025 No publication

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 428.10 g/mol
HBA 11
HBD 6
HBA + HBD
AlogP -2.24
TPSA 229.65
RB 5

Radar chart