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Harnessing RIBOnucleic acid - Small molecules Structures

Compound SLD

Identifiers

  • Canonical SMILES: 
    CC(=O)NC[C@H]1CN(C(=O)O1)c2ccc(\C=C\CCCNC(=O)C\C=C/3C(=NC(=O)NC/3=O)C)c(F)c2
  • IUPAC name: 
    (3Z)-N-[(4E)-5-(4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl)pent-4-en-1-yl]-3-(4-methyl-2,6-dioxo-1,6-dihydropyrimidin-5(2H)-ylidene)propanamide
  • InChi: 
    InChI=1S/C25H28FN5O6/c1-15-20(23(34)30-24(35)29-15)9-10-22(33)27-11-5-3-4-6-17-7-8-18(12-21(17)26)31-14-19(37-25(31)36)13-28-16(2)32/h4,6-9,12,19H,3,5,10-11,13-14H2,1-2H3,(H,27,33)(H,28,32)(H,30,34,35)/b6-4+,20-9-/t19-/m0/s1
  • InChiKey: 
    UDBPSKMSYCUBIU-MTQXBESRSA-N
  • SMARTS: 
    [#6]-[#6](=[#8])-[#7]-[#6]-[#6@H]1-[#6]-[#7](-[#6](=[#8])-[#8]-1)-[#6]1:[#6]:[#6]:[#6](/[#6]=[#6]/[#6]-[#6]-[#6]-[#7]-[#6](=[#8])-[#6]/[#6]=[#6]2\[#6](=[#7]-[#6](=[#8])-[#7]-[#6]-2=[#8])-[#6]):[#6](-[#9]):[#6]:1

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 49867657 PDB Logo SLD

RNA-SM complexes

PDB code Deposition date Reference publication
3cxc April 24, 2008 Zhou Jiacheng, Bhattacharjee Ashoke, Chen Shili, Chen Yi, Duffy Erin, Farmer Jay, Goldberg Joel, Hanselmann Roger, Ippolito Joseph A., Lou Rongliang, Orbin Alia, Oyelere Ayomi, Salvino Joe, Springer Dane, Tran Jennifer, Wang Deping, Wu Yusheng, Johnson Graham. 2008. Design at the atomic level: Design of biaryloxazolidinones as potent orally active antibiotics Bioorganic & Medicinal Chemistry Letters

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 513.20 g/mol
HBA 6
HBD 3
HBA + HBD
AlogP 2.22
TPSA 146.27
RB 10

Radar chart