Compound ID | 3618

Update compound information

2-Propenamide, 3-(4-fluorophenyl)-N-[4-(1-hydroxy-6-nitro-1H-benzimidazol-2-yl)phenyl]-, (2E)-

Synonym(s): Compound B

Class: Antivirulence agent (T3SS inhibitor)

Spectrum of activity: Gram-negative
Details of activity: Active against Yersinia sp.; likely targets the LcrF (VirF) transcription factor which regulates the Yersinia type III secretion system
Description: Synthetic compound; shows no intrinsic antibacterial activity nor cytotoxicity to mammalian cells
Year first mentioned: 2010
Development status: Experimental
Chemical structure(s):
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Molecular weight: 418.38
Iso. SMILES: C1=CC(=CC=C1/C=C/C(=O)NC2=CC=C(C=C2)C3=NC4=C(N3O)C=C(C=C4)[N+](=O)[O-])F
InChI Key: ZFSBZAQKTZCUDZ-KGVSQERTSA-N
Can. SMILES: C1=C(C=CC(=C1)F)/C=C/C(=O)NC2=CC=C(C=C2)C3=NC4=C(C=C(C=C4)[N+](=O)[O-])N3O
InChI: InChI=1S/C22H15FN4O4/c23-16-6-1-14(2-7-16)3-12-21(28)24-17-8-4-15(5-9-17)22-25-19-11-10-18(27(30)31)13-20(19)26(22)29/h1-13,29H,(H,24,28)/b12-3+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11718665
Citation: https://journals.asm.org/doi/10.1128/iai.01305-09

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