(E)-3-(4-Bromophenyl)-1-(3-hydroxyphenyl)prop-2-en-1-one

ID: ALA4567542

PubChem CID: 6113109

Max Phase: Preclinical

Molecular Formula: C15H11BrO2

Molecular Weight: 303.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(Br)cc1)c1cccc(O)c1

Standard InChI:  InChI=1S/C15H11BrO2/c16-13-7-4-11(5-8-13)6-9-15(18)12-2-1-3-14(17)10-12/h1-10,17H/b9-6+

Standard InChI Key:  IIRXFNIZXUTCQA-RMKNXTFCSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   37.1725   -2.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1714   -3.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8794   -3.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5891   -3.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5863   -2.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8776   -2.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2974   -3.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2987   -4.6975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0045   -3.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0032   -2.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7103   -2.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4163   -2.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1228   -2.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1220   -1.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4087   -1.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7050   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8285   -1.0145    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   37.8752   -1.4277    0.0000 O   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
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 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
 14 17  1  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567542

   3-(4-Bromophenyl)-1-(3-hydroxyphenyl)-2-propen-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.16

Molecular Weight (Monoisotopic): 301.9942

AlogP: 4.05

#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: 8.89

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 4.34

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.69

Np Likeness Score: 0.02

References

1. Yang S, Shergalis A, Lu D, Kyani A, Liu Z, Ljungman M, Neamati N..  (2019)  Design, Synthesis, and Biological Evaluation of Novel Allosteric Protein Disulfide Isomerase Inhibitors.,  62  (7): [PMID:30759340] [10.1021/acs.jmedchem.8b01951]

Source

Source(1):

• Scientific Literature