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Harnessing RIBOnucleic acid - Small molecules Structures

Compound O8S

Identifiers

  • Canonical SMILES: 
    C[C@H](COC(=O)Nc1ccc(cc1)C(F)(F)F)[C@H]2OC(=O)[C@H]3CCCN3C(=O)c4coc(CC(=O)C[C@H](O)/C=C(C)/C=C/CNC(=O)/C=C/[C@H]2C)n4
  • IUPAC name: 
    (2R)-2-[(3S,4R,5E,10E,12E,14S,26aR)-14-hydroxy-4,12-dimethyl-1,7,16,22-tetraoxo-4,7,8,9,14,15,16,17,24,25,26,26a-dodecahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosin-3-yl]propyl [4-(trifluoromethyl)phenyl]carbamate
  • InChi: 
    InChI=1S/C36H41F3N4O9/c1-21-6-4-14-40-30(46)13-8-22(2)32(23(3)19-51-35(49)41-25-11-9-24(10-12-25)36(37,38)39)52-34(48)29-7-5-15-43(29)33(47)28-20-50-31(42-28)18-27(45)17-26(44)16-21/h4,6,8-13,16,20,22-23,26,29,32,44H,5,7,14-15,17-19H2,1-3H3,(H,40,46)(H,41,49)/b6-4+,13-8+,21-16+/t22-,23-,26-,29-,32+/m1/s1
  • InChiKey: 
    QSYJCJBWWVFSHG-FJYLNHJQSA-N
  • SMARTS: 
    [#6]-[#6@H](-[#6]-[#8]-[#6](=[#8])-[#7]-[#6]1:[#6]:[#6]:[#6](:[#6]:[#6]:1)-[#6](-[#9])(-[#9])-[#9])-[#6@H]1-[#8]-[#6](=[#8])-[#6@H]2-[#6]-[#6]-[#6]-[#7]-2-[#6](=[#8])-[#6]2:[#6]:[#8]:[#6](-[#6]-[#6](=[#8])-[#6]-[#6@H](-[#8])/[#6]=[#6](-[#6])/[#6]=[#6]/[#6]-[#7]-[#6](=[#8])/[#6]=[#6]/[#6@H]-1-[#6]):[#7]:2

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 137476810 PDB Logo O8S

RNA-SM complexes

PDB code Deposition date Reference publication
6pcs June 18, 2019 Li Qi, Pellegrino Jenna, Lee D. John, Tran Arthur A., Chaires Hector A., Wang Ruoxi, Park Jesslyn E., Ji Kaijie, Chow David, Zhang Na, Brilot Axel F., Biel Justin T., van Zundert Gydo, Borrelli Kenneth, Shinabarger Dean, Wolfe Cindy, Murray Beverly, Jacobson Matthew P., Mühle Estelle, Chesneau Olivier, Fraser James S., Seiple Ian B.. 2020. Synthetic group A streptogramin antibiotics that overcome Vat resistance Nature

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 730.28 g/mol
HBA 10
HBD 3
HBA + HBD
AlogP 4.78
TPSA 177.37
RB 4

Radar chart