(3E,5E)-3-(2-bromobenzylidene)-5-(2-fluorobenzylidene)dihydro-2H-pyran-4(3H)-one

ID: ALA4104091

PubChem CID: 137657632

Max Phase: Preclinical

Molecular Formula: C19H14BrFO2

Molecular Weight: 373.22

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccccc2F)COC/C1=C\c1ccccc1Br

Standard InChI:  InChI=1S/C19H14BrFO2/c20-17-7-3-1-5-13(17)9-15-11-23-12-16(19(15)22)10-14-6-2-4-8-18(14)21/h1-10H,11-12H2/b15-9+,16-10+

Standard InChI Key:  BJZUZTZRGNPCOD-KAVGSWPWSA-N

Molfile:  

     RDKit          2D

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   24.0494   -3.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0494   -3.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7546   -4.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4599   -3.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4599   -3.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7546   -2.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7546   -1.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3405   -2.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6339   -3.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1688   -2.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8753   -3.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9256   -2.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2196   -3.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2216   -3.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9354   -4.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6385   -3.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8714   -3.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5770   -4.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2869   -3.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2867   -3.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5804   -2.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9249   -1.9223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.5805   -1.9258    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  1  8  2  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
  9 12  2  0
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 13 14  2  0
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 15 16  2  0
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 11 17  2  0
 17 18  1  0
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 19 20  1  0
 20 21  2  0
 21 11  1  0
 12 22  1  0
 21 23  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4104091

    ---

Associated Targets(Human)

NCI-H1650 (1118 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Lewis lung carcinoma cell line (1243 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: 373.22Molecular Weight (Monoisotopic): 372.0161AlogP: 4.65#Rotatable Bonds: 2
Polar Surface Area: 26.30Molecular Species: NEUTRALHBA: 2HBD:
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 5.13CX LogD: 5.13
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.72Np Likeness Score: -0.82

References

1. Wu J, Wu S, Shi L, Zhang S, Ren J, Yao S, Yun D, Huang L, Wang J, Li W, Wu X, Qiu P, Liang G..  (2017)  Design, synthesis, and evaluation of asymmetric EF24 analogues as potential anti-cancer agents for lung cancer.,  125  [PMID:27886548] [10.1016/j.ejmech.2016.10.027]

Source