3-(5-bromo-2-hydroxyphenyl)-1-(4-bromophenyl)prop-2-en-1-one

ID: ALA4280344

PubChem CID: 44791584

Max Phase: Preclinical

Molecular Formula: C15H10Br2O2

Molecular Weight: 382.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cc(Br)ccc1O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C15H10Br2O2/c16-12-4-1-10(2-5-12)14(18)7-3-11-9-13(17)6-8-15(11)19/h1-9,19H/b7-3+

Standard InChI Key:  IXRDXAMXXWCEJN-XVNBXDOJSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   21.2097   -2.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2086   -3.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9233   -4.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6398   -3.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6368   -2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9215   -2.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3497   -2.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0657   -2.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3466   -1.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0688   -3.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7848   -4.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7863   -4.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5014   -5.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2153   -4.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2094   -4.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4938   -3.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4879   -2.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5041   -6.1187    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.4938   -4.0723    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
 13 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4280344

   (E)-3-(5-bromo-2-hydroxyphenyl)-1-(4-bromophenyl)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: 382.05

Molecular Weight (Monoisotopic): 379.9048

AlogP: 4.81

#Rotatable Bonds: 3

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.43

CX Basic pKa: ┄

CX LogP: 5.12

CX LogD: 5.09

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -0.10

References

1. Pontes O, Costa M, Santos F, Sampaio-Marques B, Dias T, Ludovico P, Baltazar F, Proença F..  (2018)  Exploitation of new chalcones and 4H-chromenes as agents for cancer treatment.,  157  [PMID:30081238] [10.1016/j.ejmech.2018.07.058]

Source

Source(1):

• Scientific Literature