HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound FUA

Identifiers

  • Canonical SMILES: 
    C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]3(C)[C@H]2[C@H](O)C[C@H]4\C([C@H](C[C@]34C)OC(C)=O)=C(/CCC=C(C)C)C(O)=O
  • IUPAC name: 
    (2Z)-2-[(3beta,4beta,5alpha,8alpha,9beta,11beta,13alpha,16beta,17Z)-16-(acetyloxy)-3,11-dihydroxy-4,8,10,14-tetramethylgonan-17-ylidene]-6-methylhept-5-enoic acid
  • InChi: 
    InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1
  • InChiKey: 
    IECPWNUMDGFDKC-MZJAQBGESA-N
  • SMARTS: 
    [#6]-[#6@@H]1-[#6@H](-[#8])-[#6]-[#6]-[#6@@]2(-[#6])-[#6@H]-1-[#6]-[#6]-[#6@@]1(-[#6])-[#6@H]-2-[#6@H](-[#8])-[#6]-[#6@H]2/[#6](-[#6@H](-[#6]-[#6@]-1-2-[#6])-[#8]-[#6](-[#6])=[#8])=[#6](\[#6]-[#6]-[#6]=[#6](-[#6])-[#6])-[#6](-[#8])=[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

3000226 CHEMBL374975 DB02703

RNA-SM complexes

PDB code Deposition date Reference publication
4v5f Sept. 1, 2009 Gao Yong-Gui, Selmer Maria, Dunham Christine M., Weixlbaumer Albert, Kelley Ann C., Ramakrishnan V.. . The Structure of the Ribosome with Elongation Factor G Trapped in the Posttranslocational State Science
4v5f Sept. 1, 2009 Gao Yong-Gui, Selmer Maria, Dunham Christine M., Weixlbaumer Albert, Kelley Ann C., Ramakrishnan V.. . The Structure of the Ribosome with Elongation Factor G Trapped in the Posttranslocational State Science
4v7b Oct. 27, 2013 Ramrath David J. F., Lancaster Laura, Sprink Thiemo, Mielke Thorsten, Loerke Justus, Noller Harry F., Spahn Christian M. T.. . Visualization of two transfer RNAs trapped in transit during elongation factor G-mediated translocation Proceedings of the National Academy of Sciences
4v8u Aug. 28, 2012 Feng Shu, Chen Yun, Gao Yong-Gui. . Crystal Structure of 70S Ribosome with Both Cognate tRNAs in the E and P Sites Representing an Authentic Elongation Complex PLoS ONE
4v8u Aug. 28, 2012 Feng Shu, Chen Yun, Gao Yong-Gui. . Crystal Structure of 70S Ribosome with Both Cognate tRNAs in the E and P Sites Representing an Authentic Elongation Complex PLoS ONE
4v9m April 25, 2013 Zhou Jie, Lancaster Laura, Donohue John Paul, Noller Harry F.. . Crystal Structures of EF-G–Ribosome Complexes Trapped in Intermediate States of Translocation Science
4v9m April 25, 2013 Zhou Jie, Lancaster Laura, Donohue John Paul, Noller Harry F.. . Crystal Structures of EF-G–Ribosome Complexes Trapped in Intermediate States of Translocation Science
4w29 July 2, 2014 Zhou Jie, Lancaster Laura, Donohue John Paul, Noller Harry F.. . How the ribosome hands the A-site tRNA to the P site during EF-G–catalyzed translocation Science
4w29 July 2, 2014 Zhou Jie, Lancaster Laura, Donohue John Paul, Noller Harry F.. . How the ribosome hands the A-site tRNA to the P site during EF-G–catalyzed translocation Science
4wqf Oct. 21, 2014 Lin Jinzhong, Gagnon Matthieu G., Bulkley David, Steitz Thomas A.. . Conformational Changes of Elongation Factor G on the Ribosome during tRNA Translocation Cell
4wqf Oct. 21, 2014 Lin Jinzhong, Gagnon Matthieu G., Bulkley David, Steitz Thomas A.. . Conformational Changes of Elongation Factor G on the Ribosome during tRNA Translocation Cell
7n2c May 28, 2021 Rundlet Emily J., Holm Mikael, Schacherl Magdalena, Natchiar S. Kundhavai, Altman Roger B., Spahn Christian M. T., Myasnikov Alexander G., Blanchard Scott C.. . Structural basis of early translocation events on the ribosome Nature
8p2h May 16, 2023 González-López Adrián, Larsson Daniel S. D., Koripella Ravi Kiran, Cain Brett N., Chavez Martin Garcia, Hergenrother Paul J., Sanyal Suparna, Selmer Maria. . Structures of the Staphylococcus aureus ribosome inhibited by fusidic acid and fusidic acid cyclopentane Scientific Reports
8y5r Jan. 31, 2024
8y5t Jan. 31, 2024
9gha Aug. 15, 2024 González-López Adrián, Ge Xueliang, Larsson Daniel S. D., Sihlbom Wallem Carina, Sanyal Suparna, Selmer Maria. . Structural mechanism of FusB-mediated rescue from fusidic acid inhibition of protein synthesis Nature Communications
9ghb Aug. 15, 2024 González-López Adrián, Ge Xueliang, Larsson Daniel S. D., Sihlbom Wallem Carina, Sanyal Suparna, Selmer Maria. . Structural mechanism of FusB-mediated rescue from fusidic acid inhibition of protein synthesis Nature Communications
9ghc Aug. 15, 2024 González-López Adrián, Ge Xueliang, Larsson Daniel S. D., Sihlbom Wallem Carina, Sanyal Suparna, Selmer Maria. . Structural mechanism of FusB-mediated rescue from fusidic acid inhibition of protein synthesis Nature Communications
9ti8 Dec. 5, 2025
9ti9 Dec. 5, 2025

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 516.35 g/mol
HBA 5
HBD 3
HBA + HBD
AlogP 5.67
TPSA 104.06
RB 5

Radar chart