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

ID: ALA4283259

PubChem CID: 145981830

Max Phase: Preclinical

Molecular Formula: C17H15BrO4

Molecular Weight: 363.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)/C=C/c2cc(Br)cc(OC)c2O)c1

Standard InChI:  InChI=1S/C17H15BrO4/c1-21-14-5-3-4-11(9-14)15(19)7-6-12-8-13(18)10-16(22-2)17(12)20/h3-10,20H,1-2H3/b7-6+

Standard InChI Key:  HQTLPGLUQVAGHT-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.4035  -14.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024  -15.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104  -15.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8201  -15.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8173  -14.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1087  -14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5234  -14.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2327  -14.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5204  -13.3123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2358  -15.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9450  -15.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9465  -16.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6549  -16.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3620  -16.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3563  -15.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6473  -15.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6416  -14.5298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0610  -15.3354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7717  -15.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6575  -17.7991    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1102  -16.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024  -16.9984    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
 15 18  1  0
 18 19  1  0
 13 20  1  0
  3 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4283259

   ---

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: 363.21

Molecular Weight (Monoisotopic): 362.0154

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.93

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -0.18

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