3-(4-Chlorophenyl)-1-{5-[3-(4-chlorophenyl)-2-propenoyl]-2,4-dihydroxyphenyl}-2-propen-1-one

ID: ALA2282421

PubChem CID: 14032717

Max Phase: Preclinical

Molecular Formula: C24H16Cl2O4

Molecular Weight: 439.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(Cl)cc1)c1cc(C(=O)/C=C/c2ccc(Cl)cc2)c(O)cc1O

Standard InChI:  InChI=1S/C24H16Cl2O4/c25-17-7-1-15(2-8-17)5-11-21(27)19-13-20(24(30)14-23(19)29)22(28)12-6-16-3-9-18(26)10-4-16/h1-14,29-30H/b11-5+,12-6+

Standard InChI Key:  BLDGKMNEEVXTHU-YDWXAUTNSA-N

Molfile:  

     RDKit          2D

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    3.9637   -4.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3786   -3.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700   -2.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2570   -2.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0910   -5.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9143   -2.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2010   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4973   -2.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416   -2.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261   -2.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4281   -2.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1352   -3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -1.6505    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.6208   -1.6459    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2282421

   (E)-3-(4-chlorophenyl)-1-[5-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,4-dihydroxyphenyl]prop-2-en-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 439.29

Molecular Weight (Monoisotopic): 438.0426

AlogP: 6.20

#Rotatable Bonds: 6

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.36

CX Basic pKa: ┄

CX LogP: 7.71

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: 0.11

References

1. Husain A, Ahmad A, Mkhalid IAI, Mishra R, Rashid M.  (2013)  Synthesis and antimicrobial activity of bischalcone derivatives,  22  (4): [10.1007/s00044-012-0137-4]

Source

Source(1):

• Scientific Literature