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Harnessing RIBOnucleic acid - Small molecules Structures

Compound SJP

Identifiers

  • Canonical SMILES: 
    NC[C@@H](F)[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@@H](CN)CC[C@H]4N)[C@H]3O)[C@H]1O
  • IUPAC name: 
    (2R,3R)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranosyl)oxy]-3-{[3-O-(2,6-diamino-2,3,4,6-tetradeoxy-beta-L-threo-hexopyranosyl)-beta-D-ribofuranosyl]oxy}-2-hydroxycyclohexyl]-3-fluoro-2-hydroxybutanamide
  • InChi: 
    InChI=1S/C27H52FN7O11/c28-12(8-31)18(37)24(40)35-16-5-15(34)21(44-25-13(32)3-1-10(6-29)41-25)23(19(16)38)46-27-20(39)22(17(9-36)43-27)45-26-14(33)4-2-11(7-30)42-26/h10-23,25-27,36-39H,1-9,29-34H2,(H,35,40)/t10-,11+,12+,13+,14+,15-,16+,17+,18-,19-,20+,21+,22+,23+,25+,26+,27-/m0/s1
  • InChiKey: 
    XWTWBGQMVSXRIE-ZLDKHCKJSA-N
  • SMARTS: 
    [#7]-[#6]-[#6@@H](-[#9])-[#6@H](-[#8])-[#6](=[#8])-[#7]-[#6@@H]1-[#6]-[#6@H](-[#7])-[#6@@H](-[#8]-[#6@H]2-[#8]-[#6@H](-[#6]-[#7])-[#6]-[#6]-[#6@H]-2-[#7])-[#6@H](-[#8]-[#6@@H]2-[#8]-[#6@H](-[#6]-[#8])-[#6@@H](-[#8]-[#6@H]3-[#8]-[#6@@H](-[#6]-[#7])-[#6]-[#6]-[#6@H]-3-[#7])-[#6@H]-2-[#8])-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 70908401 PDB Logo SJP

RNA-SM complexes

PDB code Deposition date Reference publication
3wru Feb. 27, 2014 Maianti Juan Pablo, Kanazawa Hiroki, Dozzo Paola, Matias Rowena D., Feeney Lee Ann, Armstrong Eliana S., Hildebrandt Darin J., Kane Timothy R., Gliedt Micah J., Goldblum Adam A., Linsell Martin S., Aggen James B., Kondo Jiro, Hanessian Stephen. 2014. Toxicity Modulation, Resistance Enzyme Evasion, and A-Site X-ray Structure of Broad-Spectrum Antibacterial Neomycin Analogs ACS Chemical Biology
3wru Feb. 27, 2014 Maianti Juan Pablo, Kanazawa Hiroki, Dozzo Paola, Matias Rowena D., Feeney Lee Ann, Armstrong Eliana S., Hildebrandt Darin J., Kane Timothy R., Gliedt Micah J., Goldblum Adam A., Linsell Martin S., Aggen James B., Kondo Jiro, Hanessian Stephen. 2014. Toxicity Modulation, Resistance Enzyme Evasion, and A-Site X-ray Structure of Broad-Spectrum Antibacterial Neomycin Analogs ACS Chemical Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 669.37 g/mol
HBA 17
HBD 11
HBA + HBD
AlogP -5.96
TPSA 321.52
RB 13

Radar chart