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HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound MUL

Identifiers

  • Canonical SMILES: 
    CCN(CC)CCSCC(=O)O[C@@H]1C[C@@](C)(C=C)[C@@H](O)[C@H](C)[C@@]23CC[C@@H](C)[C@]1(C)[C@@H]2C(=O)CC3
  • IUPAC name: 
    (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl {[2-(diethylamino)ethyl]sulfanyl}acetate
  • InChi: 
    InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1
  • InChiKey: 
    UURAUHCOJAIIRQ-QGLSALSOSA-N
  • SMARTS: 
    [#6]-[#6]-[#7](-[#6]-[#6])-[#6]-[#6]-[#16]-[#6]-[#6](=[#8])-[#8]-[#6@@H]1-[#6]-[#6@@](-[#6])(-[#6]=[#6])-[#6@@H](-[#8])-[#6@H](-[#6])-[#6@@]23-[#6]-[#6]-[#6@@H](-[#6])-[#6@]-1(-[#6])-[#6@@H]-2-[#6](=[#8])-[#6]-[#6]-3

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 656958 ChEMBL Logo CHEMBL1234521 PDB Logo MUL DrugBank Logo DB11468

RNA-SM complexes

PDB code Deposition date Reference publication
1xbp Aug. 31, 2004 Schlünzen Frank, Pyetan Erez, Fucini Paola, Yonath Ada, Harms Jörg M.. 2004. Inhibition of peptide bond formation by pleuromutilins: the structure of the 50S ribosomal subunit from Deinococcus radiodurans in complex with tiamulin Molecular Microbiology
3g4s Feb. 4, 2009 Gürel Güliz, Blaha Gregor, Moore Peter B., Steitz Thomas A.. 2009. U2504 Determines the Species Specificity of the A-Site Cleft Antibiotics: Journal of Molecular Biology
8cgv Feb. 6, 2023 Paternoga Helge, Crowe-McAuliffe Caillan, Bock Lars V., Koller Timm O., Morici Martino, Beckert Bertrand, Myasnikov Alexander G., Grubmüller Helmut, Nováček Jiří, Wilson Daniel N.. 2023. Structural conservation of antibiotic interaction with ribosomes Nature Structural & Molecular Biology
8e41 Aug. 17, 2022 No publication
8e42 Aug. 17, 2022 No publication

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 493.32 g/mol
HBA 6
HBD 1
HBA + HBD
AlogP 4.97
TPSA 66.84
RB 9

Radar chart