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Harnessing RIBOnucleic acid - Small molecules Structures

Compound EUS

Identifiers

  • Canonical SMILES: 
    CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@@H]2[C@@H](O)[C@H](O[C@H]3OC(=CC[C@H]3N)CN)[C@@H](N)C[C@H]2N[S](C)(=O)=O
  • IUPAC name: 
    N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-3-hydroxycyclohexyl]methanesulfonamide
  • InChi: 
    InChI=1S/C20H39N5O9S/c1-20(28)8-31-19(14(27)17(20)24-2)34-16-12(25-35(3,29)30)6-11(23)15(13(16)26)33-18-10(22)5-4-9(7-21)32-18/h4,10-19,24-28H,5-8,21-23H2,1-3H3/t10-,11+,12-,13+,14-,15-,16+,17-,18-,19-,20+/m1/s1
  • InChiKey: 
    YMZLOLIFCOUGLA-CPIRLDNISA-N
  • SMARTS: 
    [#6]-[#7]-[#6@@H]1-[#6@@H](-[#8])-[#6@H](-[#8]-[#6]-[#6@]-1(-[#6])-[#8])-[#8]-[#6@@H]1-[#6@@H](-[#8])-[#6@H](-[#8]-[#6@H]2-[#8]-[#6](=[#6]-[#6]-[#6@H]-2-[#7])-[#6]-[#7])-[#6@@H](-[#7])-[#6]-[#6@H]-1-[#7]-[#16](-[#6])(=[#8])=[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 90453081 PDB Logo EUS

RNA-SM complexes

PDB code Deposition date Reference publication
6caq Jan. 31, 2018 No publication
6cas Jan. 31, 2018 O’Sullivan Mary E, Poitevin Frédéric, Sierra Raymond G, Gati Cornelius, Dao E Han, Rao Yashas, Aksit Fulya, Ciftci Halilibrahim, Corsepius Nicholas, Greenhouse Robert, Hayes Brandon, Hunter Mark S, Liang Mengling, McGurk Alex, Mbgam Paul, Obrinsky Trevor, Pardo-Avila Fátima, Seaberg Matthew H, Cheng Alan G, Ricci Anthony J, DeMirci Hasan. 2018. Aminoglycoside ribosome interactions reveal novel conformational states at ambient temperature Nucleic Acids Research

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 525.25 g/mol
HBA 13
HBD 8
HBA + HBD
AlogP -4.26
TPSA 233.87
RB 8

Radar chart