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Harnessing RIBOnucleic acid - Small molecules Structures

Compound OCW

Identifiers

  • Canonical SMILES: 
    COC(=O)c1c(C)c2c(O)c3C(=O)[C@]4(OC)C(=O)C=C(OC)[C@@H](O)[C@]4(O)C(=O)c3cc2cc1OC
  • InChi: 
    InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1
  • InChiKey: 
    QSPIPUXWSNFXCK-AGILITTLSA-N
  • SMARTS: 
    [#6]-[#8]-[#6](=[#8])-[#6]1:[#6](-[#6]):[#6]2:[#6](-[#8]):[#6]3-[#6](=[#8])-[#6@]4(-[#8]-[#6])-[#6](=[#8])-[#6]=[#6](-[#8]-[#6])-[#6@@H](-[#8])-[#6@]-4(-[#8])-[#6](=[#8])-[#6]:3:[#6]:[#6]:2:[#6]:[#6]:1-[#8]-[#6]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 129395 ChEMBL Logo CHEMBL3609771 PDB Logo OCW

RNA-SM complexes

PDB code Deposition date Reference publication
6y69 Feb. 26, 2020 Osterman Ilya A., Wieland Maximiliane, Maviza Tinashe P., Lashkevich Kseniya A., Lukianov Dmitrii A., Komarova Ekaterina S., Zakalyukina Yuliya V., Buschauer Robert, Shiriaev Dmitrii I., Leyn Semen A., Zlamal Jaime E., Biryukov Mikhail V., Skvortsov Dmitry A., Tashlitsky Vadim N., Polshakov Vladimir I., Cheng Jingdong, Polikanov Yury S., Bogdanov Alexey A., Osterman Andrei L., Dmitriev Sergey E., Beckmann Roland, Dontsova Olga A., Wilson Daniel N., Sergiev Petr V.. 2020. Tetracenomycin X inhibits translation by binding within the ribosomal exit tunnel Nature Chemical Biology
6y6x Feb. 27, 2020 Osterman Ilya A., Wieland Maximiliane, Maviza Tinashe P., Lashkevich Kseniya A., Lukianov Dmitrii A., Komarova Ekaterina S., Zakalyukina Yuliya V., Buschauer Robert, Shiriaev Dmitrii I., Leyn Semen A., Zlamal Jaime E., Biryukov Mikhail V., Skvortsov Dmitry A., Tashlitsky Vadim N., Polshakov Vladimir I., Cheng Jingdong, Polikanov Yury S., Bogdanov Alexey A., Osterman Andrei L., Dmitriev Sergey E., Beckmann Roland, Dontsova Olga A., Wilson Daniel N., Sergiev Petr V.. 2020. Tetracenomycin X inhibits translation by binding within the ribosomal exit tunnel Nature Chemical Biology
7zta May 9, 2022 Leroy Elodie C., Perry Thomas N., Renault Thibaud T., Innis C. Axel. 2023. Tetracenomycin X sequesters peptidyl-tRNA during translation of QK motifs Nature Chemical Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 486.12 g/mol
HBA 11
HBD 3
HBA + HBD
AlogP 0.62
TPSA 165.89
RB 4

Radar chart