HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound YXM

Identifiers

  • Canonical SMILES: 
    OC[C@@H](NC(=O)CCCC[PH](c1ccccc1)(c2ccccc2)c3ccccc3)[C@H](O)c4ccc(cc4)[N+]([O-])=O
  • IUPAC name: 
    N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]-5-(triphenyl-lambda~5~-phosphanyl)pentanamide
  • InChi: 
    InChI=1S/C32H35N2O5P/c35-24-30(32(37)25-19-21-26(22-20-25)34(38)39)33-31(36)18-10-11-23-40(27-12-4-1-5-13-27,28-14-6-2-7-15-28)29-16-8-3-9-17-29/h1-9,12-17,19-22,30,32,35,37,40H,10-11,18,23-24H2,(H,33,36)/t30-,32-/m1/s1
  • InChiKey: 
    QTBIPHCDEMVXOU-XLJNKUFUSA-N
  • SMARTS: 
    [#8]-[#6]-[#6@@H](-[#7]-[#6](=[#8])-[#6]-[#6]-[#6]-[#6]-[#15](-[#6]1:[#6]:[#6]:[#6]:[#6]:[#6]:1)(-[#6]1:[#6]:[#6]:[#6]:[#6]:[#6]:1)-[#6]1:[#6]:[#6]:[#6]:[#6]:[#6]:1)-[#6@H](-[#8])-[#6]1:[#6]:[#6]:[#6](:[#6]:[#6]:1)-[#7+](-[#8-])=[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

RNA-SM complexes

PDB code Deposition date Reference publication
7md7 April 3, 2021 Chen Chih-Wei, Pavlova Julia A., Lukianov Dmitrii A., Tereshchenkov Andrey G., Makarov Gennady I., Khairullina Zimfira Z., Tashlitsky Vadim N., Paleskava Alena, Konevega Andrey L., Bogdanov Alexey A., Osterman Ilya A., Sumbatyan Natalia V., Polikanov Yury S.. . Binding and Action of Triphenylphosphonium Analog of Chloramphenicol upon the Bacterial Ribosome Antibiotics
7md7 April 3, 2021 Chen Chih-Wei, Pavlova Julia A., Lukianov Dmitrii A., Tereshchenkov Andrey G., Makarov Gennady I., Khairullina Zimfira Z., Tashlitsky Vadim N., Paleskava Alena, Konevega Andrey L., Bogdanov Alexey A., Osterman Ilya A., Sumbatyan Natalia V., Polikanov Yury S.. . Binding and Action of Triphenylphosphonium Analog of Chloramphenicol upon the Bacterial Ribosome Antibiotics

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 558.23 g/mol
HBA 5
HBD 3
HBA + HBD
AlogP 4.00
TPSA 112.70
RB 13

Radar chart