(3E,5E)-1-((4-acetamidophenyl)sulfonyl)-3-(2-fluorobenzylidene)-5-(3-nitrobenzylidene)piperidin-4-one

ID: ALA4173511

Chembl Id: CHEMBL4173511

PubChem CID: 145949940

Max Phase: Preclinical

Molecular Formula: C27H22FN3O6S

Molecular Weight: 535.55

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(S(=O)(=O)N2C/C(=C\c3cccc([N+](=O)[O-])c3)C(=O)/C(=C/c3ccccc3F)C2)cc1

Standard InChI:  InChI=1S/C27H22FN3O6S/c1-18(32)29-23-9-11-25(12-10-23)38(36,37)30-16-21(13-19-5-4-7-24(14-19)31(34)35)27(33)22(17-30)15-20-6-2-3-8-26(20)28/h2-15H,16-17H2,1H3,(H,29,32)/b21-13+,22-15+

Standard InChI Key:  JYXFFNVYENKSRB-NTZRDTQNSA-N

Alternative Forms

  1. Parent:

    ALA4173511

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Associated Targets(Human)

HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
QGY-7703 (248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMMC-7721 (5516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L02 (4864 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

RAW264.7 (28094 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: 535.55Molecular Weight (Monoisotopic): 535.1213AlogP: 4.43#Rotatable Bonds: 6
Polar Surface Area: 126.69Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: 1HBA (Lipinski): 9HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.48CX Basic pKa: CX LogP: 4.44CX LogD: 4.44
Aromatic Rings: 3Heavy Atoms: 38QED Weighted: 0.28Np Likeness Score: -1.59

References

1. Li N, Xin WY, Yao BR, Cong W, Wang CH, Hou GG..  (2018)  N-phenylsulfonyl-3,5-bis(arylidene)-4-piperidone derivatives as activation NF-κB inhibitors in hepatic carcinoma cell lines.,  155  [PMID:29909338] [10.1016/j.ejmech.2018.06.027]

Source