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Harnessing RIBOnucleic acid - Small molecules Structures

Compound PUM

Identifiers

  • Canonical SMILES: 
    NC(=N)NCC(=O)N(O)[C@@H](CCC(N)=O)C(=O)NC[C@H]1O[C@H]([C@H](O)[C@@H]1O)C2=CNC(=O)NC2=O
  • IUPAC name: 
    (1S)-1,4-anhydro-5-[(N-carbamimidoylglycyl-N~2~-hydroxy-L-glutaminyl)amino]-5-deoxy-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-D-ribitol
  • InChi: 
    InChI=1S/C17H26N8O9/c18-9(26)2-1-7(25(33)10(27)5-22-16(19)20)15(31)21-4-8-11(28)12(29)13(34-8)6-3-23-17(32)24-14(6)30/h3,7-8,11-13,28-29,33H,1-2,4-5H2,(H2,18,26)(H,21,31)(H4,19,20,22)(H2,23,24,30,32)/t7-,8+,11+,12+,13-/m0/s1
  • InChiKey: 
    XDEYHXABZOKKDZ-YFKLLHAASA-N
  • SMARTS: 
    [#7]-[#6](=[#7])-[#7]-[#6]-[#6](=[#8])-[#7](-[#8])-[#6@@H](-[#6]-[#6]-[#6](-[#7])=[#8])-[#6](=[#8])-[#7]-[#6]-[#6@H]1-[#8]-[#6@H](-[#6@H](-[#8])-[#6@@H]-1-[#8])-[#6]1:[#6]:[#7]:[#6](=[#8]):[#7]:[#6]:1=[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 72792467 PDB Logo PUM

RNA-SM complexes

PDB code Deposition date Reference publication
5x21 Jan. 29, 2017 Maffioli Sonia I., Zhang Yu, Degen David, Carzaniga Thomas, Del Gatto Giancarlo, Serina Stefania, Monciardini Paolo, Mazzetti Carlo, Guglierame Paola, Candiani Gianpaolo, Chiriac Alina Iulia, Facchetti Giuseppe, Kaltofen Petra, Sahl Hans-Georg, Dehò Gianni, Donadio Stefano, Ebright Richard H.. 2017. Antibacterial Nucleoside-Analog Inhibitor of Bacterial RNA Polymerase Cell
9ynp Oct. 11, 2025 Anwar Avraz F., You Linlin, Degen David, Burns Katie J., Garza Michael J., Ebright Richard H., Del Valle Juan R.. 2026. Solid-Phase Synthesis and Biological Evaluation of Des-hydroxy Pseudouridimycin Analogs ACS Medicinal Chemistry Letters

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 486.18 g/mol
HBA 10
HBD 10
HBA + HBD
AlogP -5.32
TPSA 290.04
RB 10

Radar chart