HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound OI9

Identifiers

  • Canonical SMILES: 
    NCCC[C@H](N)CC(=O)N[C@@H]1[C@H](O)[C@@H](OC(N)=O)[C@@H](CO)O[C@H]1NC2=N[C@H]3[C@H](N2)[C@H](O)CNC3=O
  • IUPAC name: 
    4-O-carbamoyl-2-deoxy-2-[(3S)-3,6-diaminohexanamido]-N-[(3aS,7R,7aS)-7-hydroxy-4-oxo-3a,4,5,6,7,7a-hexahydro-1H-imidazo[4,5-c]pyridin-2-yl]-beta-D-gulopyranosylamine
  • InChi: 
    InChI=1S/C19H34N8O8/c20-3-1-2-7(21)4-10(30)24-13-14(31)15(35-18(22)33)9(6-28)34-17(13)27-19-25-11-8(29)5-23-16(32)12(11)26-19/h7-9,11-15,17,28-29,31H,1-6,20-21H2,(H2,22,33)(H,23,32)(H,24,30)(H2,25,26,27)/t7-,8+,9+,11+,12-,13+,14-,15-,17+/m0/s1
  • InChiKey: 
    NRAUADCLPJTGSF-VLSXYIQESA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

197034 CHEMBL4448608

RNA-SM complexes

PDB code Deposition date Reference publication
7uvv May 2, 2022 Morgan Christopher E., Kang Yoon-Suk, Green Alex B., Smith Kenneth P., Dowgiallo Matthew G., Miller Brandon C., Chiaraviglio Lucius, Truelson Katherine A., Zulauf Katelyn E., Rodriguez Shade, Kang Anthony D., Manetsch Roman, Yu Edward W., Kirby James E.. . Streptothricin F is a bactericidal antibiotic effective against highly drug-resistant gram-negative bacteria that interacts with the 30S subunit of the 70S ribosome PLOS Biology
7uvv May 2, 2022 Morgan Christopher E., Kang Yoon-Suk, Green Alex B., Smith Kenneth P., Dowgiallo Matthew G., Miller Brandon C., Chiaraviglio Lucius, Truelson Katherine A., Zulauf Katelyn E., Rodriguez Shade, Kang Anthony D., Manetsch Roman, Yu Edward W., Kirby James E.. . Streptothricin F is a bactericidal antibiotic effective against highly drug-resistant gram-negative bacteria that interacts with the 30S subunit of the 70S ribosome PLOS Biology
7uvx May 2, 2022 Morgan Christopher E., Kang Yoon-Suk, Green Alex B., Smith Kenneth P., Dowgiallo Matthew G., Miller Brandon C., Chiaraviglio Lucius, Truelson Katherine A., Zulauf Katelyn E., Rodriguez Shade, Kang Anthony D., Manetsch Roman, Yu Edward W., Kirby James E.. . Streptothricin F is a bactericidal antibiotic effective against highly drug-resistant gram-negative bacteria that interacts with the 30S subunit of the 70S ribosome PLOS Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 502.25 g/mol
HBA 13
HBD 10
HBA + HBD
AlogP -5.75
TPSA 268.90
RB 9

Radar chart