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

ID: ALA4288543

PubChem CID: 145991627

Max Phase: Preclinical

Molecular Formula: C16H13BrO3

Molecular Weight: 333.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)/C=C/c2cc(Br)ccc2O)c1

Standard InChI:  InChI=1S/C16H13BrO3/c1-20-14-4-2-3-11(10-14)15(18)7-5-12-9-13(17)6-8-16(12)19/h2-10,19H,1H3/b7-5+

Standard InChI Key:  DTEDICPHWGETHZ-FNORWQNLSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.6651   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6639   -3.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3787   -4.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0951   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0923   -2.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3769   -2.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8052   -2.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5212   -2.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8021   -1.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5243   -3.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2403   -4.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2418   -5.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9569   -5.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6708   -5.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6650   -4.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9493   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9435   -2.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9597   -6.2816    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.3785   -5.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6639   -5.4733    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
  3 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4288543

   ---

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: 333.18

Molecular Weight (Monoisotopic): 332.0048

AlogP: 4.06

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.43

CX Basic pKa: ┄

CX LogP: 4.20

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.28

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