(Z)-N-(4-((-2-(Bromomethylene)-5-oxo-2,5-dihydrofuran-3-yl)methyl)phenyl)cinnamamide

ID: ALA4173964

Chembl Id: CHEMBL4173964

PubChem CID: 145950602

Max Phase: Preclinical

Molecular Formula: C21H16BrNO3

Molecular Weight: 410.27

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)Nc1ccc(CC2=CC(=O)O/C2=C/Br)cc1

Standard InChI:  InChI=1S/C21H16BrNO3/c22-14-19-17(13-21(25)26-19)12-16-6-9-18(10-7-16)23-20(24)11-8-15-4-2-1-3-5-15/h1-11,13-14H,12H2,(H,23,24)/b11-8+,19-14+

Standard InChI Key:  JXQJVLYHYGMFMX-SFRRXYARSA-N

Alternative Forms

  1. Parent:

    ALA4173964

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Associated Targets(non-human)

lasB Pseudolysin (353 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pqsA Anthranilate--CoA ligase (41 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pparg Peroxisome proliferator-activated receptor gamma (748 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 410.27Molecular Weight (Monoisotopic): 409.0314AlogP: 4.60#Rotatable Bonds: 5
Polar Surface Area: 55.40Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.66CX LogD: 4.66
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.58Np Likeness Score: 0.41

References

1. Xu XJ, Wang F, Zeng T, Lin J, Liu J, Chang YQ, Sun PH, Chen WM..  (2018)  4-arylamidobenzyl substituted 5-bromomethylene-2(5H)-furanones for chronic bacterial infection.,  144  [PMID:29268132] [10.1016/j.ejmech.2017.11.085]

Source