HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound ZIT

Identifiers

  • Canonical SMILES: 
    CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O
  • IUPAC name: 
    (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranoside
  • InChi: 
    InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
  • InChiKey: 
    MQTOSJVFKKJCRP-BICOPXKESA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

447043 CHEMBL529 DB00207

RNA-SM complexes

PDB code Deposition date Reference publication
1m1k June 19, 2002 Hansen Jeffrey L., Ippolito Joseph A., Ban Nenad, Nissen Poul, Moore Peter B., Steitz Thomas A.. . The Structures of Four Macrolide Antibiotics Bound to the Large Ribosomal Subunit Molecular Cell
1nwy Feb. 7, 2003 Schlünzen Frank, Harms Jörg M, Franceschi Francois, Hansen Harly A.S, Bartels Heike, Zarivach Raz, Yonath Ada. . Structural Basis for the Antibiotic Activity of Ketolides and Azalides Structure
1nwy Feb. 7, 2003 Schlünzen Frank, Harms Jörg M, Franceschi Francois, Hansen Harly A.S, Bartels Heike, Zarivach Raz, Yonath Ada. . Structural Basis for the Antibiotic Activity of Ketolides and Azalides Structure
1yhq Jan. 10, 2005 Tu Daqi, Blaha Gregor, Moore Peter B., Steitz Thomas A.. . Structures of MLSBK Antibiotics Bound to Mutated Large Ribosomal Subunits Provide a Structural Explanation for Resistance Cell
4v7y Aug. 18, 2010 Bulkley David, Innis C. Axel, Blaha Gregor, Steitz Thomas A.. . Revisiting the structures of several antibiotics bound to the bacterial ribosome Proceedings of the National Academy of Sciences
4v7y Aug. 18, 2010 Bulkley David, Innis C. Axel, Blaha Gregor, Steitz Thomas A.. . Revisiting the structures of several antibiotics bound to the bacterial ribosome Proceedings of the National Academy of Sciences
8e42 Aug. 17, 2022
8fc2 Dec. 1, 2022 Chen Chih-Wei, Leimer Nadja, Syroegin Egor A., Dunand Clémence, Bulman Zackery P., Lewis Kim, Polikanov Yury S., Svetlov Maxim S.. . Structural insights into the mechanism of overcoming Erm-mediated resistance by macrolides acting together with hygromycin-A Nature Communications
8fc2 Dec. 1, 2022 Chen Chih-Wei, Leimer Nadja, Syroegin Egor A., Dunand Clémence, Bulman Zackery P., Lewis Kim, Polikanov Yury S., Svetlov Maxim S.. . Structural insights into the mechanism of overcoming Erm-mediated resistance by macrolides acting together with hygromycin-A Nature Communications
8fc5 Dec. 1, 2022 Chen Chih-Wei, Leimer Nadja, Syroegin Egor A., Dunand Clémence, Bulman Zackery P., Lewis Kim, Polikanov Yury S., Svetlov Maxim S.. . Structural insights into the mechanism of overcoming Erm-mediated resistance by macrolides acting together with hygromycin-A Nature Communications
8fc5 Dec. 1, 2022 Chen Chih-Wei, Leimer Nadja, Syroegin Egor A., Dunand Clémence, Bulman Zackery P., Lewis Kim, Polikanov Yury S., Svetlov Maxim S.. . Structural insights into the mechanism of overcoming Erm-mediated resistance by macrolides acting together with hygromycin-A Nature Communications

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 748.98 g/mol
HBA not available
HBD not available
HBA + HBD
AlogP not available
TPSA not available
RB not available

Radar chart