HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound GSP

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)=S)[C@@H](O)[C@H]3O
  • IUPAC name: 
    5'-O-[(S)-hydroxy{[(S)-hydroxy(thiophosphonooxy)phosphoryl]oxy}phosphoryl]guanosine
  • InChi: 
    InChI=1S/C10H16N5O13P3S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-29(19,20)27-30(21,22)28-31(23,24)32/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H,21,22)(H2,23,24,32)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
  • InChiKey: 
    XOFLBQFBSOEHOG-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]-[#15@@](-[#8])(=[#8])-[#8]-[#15@@](-[#8])(=[#8])-[#8]-[#15](-[#8])(-[#8])=[#16])-[#6@@H](-[#8])-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

135450576 CHEMBL1204628 DB01864

RNA-SM complexes

PDB code Deposition date Reference publication
8g5z Feb. 14, 2023 Holm Mikael, Natchiar S. Kundhavai, Rundlet Emily J., Myasnikov Alexander G., Watson Zoe L., Altman Roger B., Wang Hao-Yuan, Taunton Jack, Blanchard Scott C.. . mRNA decoding in human is kinetically and structurally distinct from bacteria Nature
8g6j Feb. 15, 2023 Holm Mikael, Natchiar S. Kundhavai, Rundlet Emily J., Myasnikov Alexander G., Watson Zoe L., Altman Roger B., Wang Hao-Yuan, Taunton Jack, Blanchard Scott C.. . mRNA decoding in human is kinetically and structurally distinct from bacteria Nature

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 538.97 g/mol
HBA 13
HBD 8
HBA + HBD
AlogP -2.22
TPSA 282.03
RB 8

Radar chart