HARIBOSS

Harnessing RIBOnucleic acid – Small molecules Structures


Compound 747

Identifiers

  • Canonical SMILES:
    CN1C(=O)\C(=C\c2cc(F)c(O)c(F)c2)N=C1\C=N\O
  • IUPAC name:
    (5Z)-5-[(3,5-difluoro-4-hydroxyphenyl)methylidene]-2-[(E)-(hydroxyimino)methyl]-3-methyl-3,5-dihydro-4H-imidazol-4-one
  • InChi:
    InChI=1S/C12H9F2N3O3/c1-17-10(5-15-20)16-9(12(17)19)4-6-2-7(13)11(18)8(14)3-6/h2-5,18,20H,1H3/b9-4-,15-5+
  • InChiKey:
    MZFHSQVSFUWKDU-TUUOAFJKSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

RNA-SM complexes

PDB code Deposition date Reference publication
5bjo Aug. 21, 2016 Warner Katherine Deigan, Sjekloća Ljiljana, Song Wenjiao, Filonov Grigory S, Jaffrey Samie R, Ferré-D'Amaré Adrian R. . A homodimer interface without base pairs in an RNA mimic of red fluorescent protein Nature Chemical Biology
5bjp Aug. 21, 2016 Warner Katherine Deigan, Sjekloća Ljiljana, Song Wenjiao, Filonov Grigory S, Jaffrey Samie R, Ferré-D'Amaré Adrian R. . A homodimer interface without base pairs in an RNA mimic of red fluorescent protein Nature Chemical Biology
7kvv Nov. 28, 2020 Truong Lynda, Kooshapur Hamed, Dey Sourav Kumar, Li Xing, Tjandra Nico, Jaffrey Samie R., Ferré-D’Amaré Adrian R.. . The fluorescent aptamer Squash extensively repurposes the adenine riboswitch fold Nature Chemical Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 281.06 g/mol
HBA 5
HBD 2
HBA + HBD
AlogP 1.34
TPSA 85.49
RB 2

Radar chart