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

ID: ALA4286616

PubChem CID: 145992662

Max Phase: Preclinical

Molecular Formula: C16H13BrO3

Molecular Weight: 333.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)cc(/C=C/C(=O)c2ccccc2)c1O

Standard InChI:  InChI=1S/C16H13BrO3/c1-20-15-10-13(17)9-12(16(15)19)7-8-14(18)11-5-3-2-4-6-11/h2-10,19H,1H3/b8-7+

Standard InChI Key:  VTASSHIFNVANMW-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    3.6223   -3.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6211   -3.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -4.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0389   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0360   -3.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3274   -2.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7422   -2.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4514   -3.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7391   -1.8386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4545   -3.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1637   -4.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1652   -5.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8736   -5.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5807   -5.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5750   -4.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8660   -3.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8603   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2797   -3.8617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9904   -4.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8763   -6.3254    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
 15 18  1  0
 18 19  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4286616

   ---

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: 8.93

CX Basic pKa: ┄

CX LogP: 4.20

CX LogD: 4.19

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: 0.03

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