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Harnessing RIBOnucleic acid - Small molecules Structures

Compound 8B4

Identifiers

  • Canonical SMILES: 
    C[C@@]1(F)[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(O)=O)O[C@H]1c2cnc3n2ncnc3N
  • IUPAC name: 
    (1S)-1-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-1,4-anhydro-2-deoxy-2-fluoro-5-O-[(S)-hydroxy(phosphonooxy)phosphoryl]-2-methyl-D-ribitol
  • InChi: 
    InChI=1S/C11H16FN5O9P2/c1-11(12)7(18)6(3-24-28(22,23)26-27(19,20)21)25-8(11)5-2-14-10-9(13)15-4-16-17(5)10/h2,4,6-8,18H,3H2,1H3,(H,22,23)(H2,13,15,16)(H2,19,20,21)/t6-,7-,8+,11-/m1/s1
  • InChiKey: 
    ITUZUOFEWXEZBP-HGIWHZBTSA-N
  • SMARTS: 
    [#6]-[#6@@]1(-[#9])-[#6@H](-[#8])-[#6@@H](-[#6]-[#8]-[#15](-[#8])(=[#8])-[#8]-[#15](-[#8])(-[#8])=[#8])-[#8]-[#6@H]-1-[#6]1:[#6]:[#7]:[#6]2:[#7]:1:[#7]:[#6]:[#7]:[#6]:2-[#7]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 124222455 PDB Logo 8B4

RNA-SM complexes

PDB code Deposition date Reference publication
5uj2 Jan. 16, 2017 Kirschberg Thorsten A., Metobo Sammy, Clarke Michael O., Aktoudianakis Vangelis, Babusis Darius, Barauskas Ona, Birkus Gabriel, Butler Thomas, Byun Daniel, Chin Gregory, Doerffler Edward, Edwards Thomas E., Fenaux Martijn, Lee Rick, Lew Willard, Mish Michael R., Murakami Eisuke, Park Yeojin, Squires Neil H., Tirunagari Neeraj, Wang Ting, Whitcomb Mark, Xu Jie, Yang Huiling, Ye Hong, Zhang Lijun, Appleby Todd C., Feng Joy Y., Ray Adrian S., Cho Aesop, Kim Choung U.. 2017. Discovery of a 2′-fluoro-2′-C-methyl C-nucleotide HCV polymerase inhibitor and a phosphoramidate prodrug with favorable properties Bioorganic & Medicinal Chemistry Letters

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 443.04 g/mol
HBA 10
HBD 5
HBA + HBD
AlogP -0.54
TPSA 211.85
RB 6

Radar chart