3-(5-bromo-2-hydroxyphenyl)-1-(p-tolyl)prop-2-en-1-one

ID: ALA4283805

PubChem CID: 5712144

Max Phase: Preclinical

Molecular Formula: C16H13BrO2

Molecular Weight: 317.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)/C=C/c2cc(Br)ccc2O)cc1

Standard InChI:  InChI=1S/C16H13BrO2/c1-11-2-4-12(5-3-11)15(18)8-6-13-10-14(17)7-9-16(13)19/h2-10,19H,1H3/b8-6+

Standard InChI Key:  ZSUBZRVGYKESBB-SOFGYWHQSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   21.5231  -14.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5220  -15.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2368  -15.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9532  -15.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9504  -14.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2351  -14.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6633  -14.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3793  -14.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6602  -13.2017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3825  -15.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0984  -15.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0998  -16.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8151  -16.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5289  -16.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5232  -15.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8074  -15.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8017  -14.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8177  -17.7313    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.8073  -15.6848    0.0000 C   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:

   

   ALA4283805

   3-(5-Bromo-2-hydroxyphenyl)-1-(4-methylphenyl)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: 317.18

Molecular Weight (Monoisotopic): 316.0099

AlogP: 4.36

#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: 4.87

CX LogD: 4.83

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.23

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