HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound LUJ

Identifiers

  • Canonical SMILES: 
    CCC[C@H]1[C@H](O)[C@@H](N)[C@H](O[C@@H]1CO)O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O[C@@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]4N)[C@H]3O
  • IUPAC name: 
    (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2-amino-2,4-dideoxy-4-propyl-alpha-D-glucopyranoside
  • InChi: 
    InChI=1S/C26H51N5O13/c1-2-3-8-12(6-32)40-24(14(30)16(8)34)42-21-10(29)4-9(28)17(35)23(21)44-26-20(38)22(13(7-33)41-26)43-25-15(31)19(37)18(36)11(5-27)39-25/h8-26,32-38H,2-7,27-31H2,1H3/t8-,9-,10+,11+,12-,13-,14-,15-,16+,17+,18-,19-,20-,21-,22-,23-,24-,25-,26+/m1/s1
  • InChiKey: 
    GSHRTHLCTXGYPA-RNNXBIGMSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

138753316

RNA-SM complexes

PDB code Deposition date Reference publication
6o97 March 13, 2019 Matsushita Takahiko, Sati Girish C., Kondasinghe Nuwan, Pirrone Michael G., Kato Takayuki, Waduge Prabuddha, Kumar Harshitha Santhosh, Sanchon Adrian Cortes, Dobosz-Bartoszek Malgorzata, Shcherbakov Dimitri, Juhas Mario, Hobbie Sven N., Schrepfer Thomas, Chow Christine S., Polikanov Yury S., Schacht Jochen, Vasella Andrea, Böttger Erik C., Crich David. . Design, Multigram Synthesis, and in Vitro and in Vivo Evaluation of Propylamycin: A Semisynthetic 4,5-Deoxystreptamine Class Aminoglycoside for the Treatment of Drug-Resistant Enterobacteriaceae and Other Gram-Negative Pathogens Journal of the American Chemical Society
6o97 March 13, 2019 Matsushita Takahiko, Sati Girish C., Kondasinghe Nuwan, Pirrone Michael G., Kato Takayuki, Waduge Prabuddha, Kumar Harshitha Santhosh, Sanchon Adrian Cortes, Dobosz-Bartoszek Malgorzata, Shcherbakov Dimitri, Juhas Mario, Hobbie Sven N., Schrepfer Thomas, Chow Christine S., Polikanov Yury S., Schacht Jochen, Vasella Andrea, Böttger Erik C., Crich David. . Design, Multigram Synthesis, and in Vitro and in Vivo Evaluation of Propylamycin: A Semisynthetic 4,5-Deoxystreptamine Class Aminoglycoside for the Treatment of Drug-Resistant Enterobacteriaceae and Other Gram-Negative Pathogens Journal of the American Chemical Society

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 641.35 g/mol
HBA 18
HBD 12
HBA + HBD
AlogP -6.81
TPSA 327.09
RB 11

Radar chart