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

ID: ALA4284851

PubChem CID: 145989968

Max Phase: Preclinical

Molecular Formula: C17H15BrO3

Molecular Weight: 347.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)cc(/C=C/C(=O)c2ccc(C)cc2)c1O

Standard InChI:  InChI=1S/C17H15BrO3/c1-11-3-5-12(6-4-11)15(19)8-7-13-9-14(18)10-16(21-2)17(13)20/h3-10,20H,1-2H3/b8-7+

Standard InChI Key:  BLKWIQZOJLHXPH-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.9526  -19.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9515  -20.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6663  -20.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3827  -20.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3799  -19.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6645  -18.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0928  -18.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8088  -19.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0897  -18.1477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8120  -20.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5279  -20.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5294  -21.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2446  -21.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9585  -21.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9527  -20.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2369  -20.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2312  -19.3769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6641  -20.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3815  -20.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2472  -22.6773    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.2367  -20.6309    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
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4284851

   ---

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: 347.21

Molecular Weight (Monoisotopic): 346.0205

AlogP: 4.37

#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: 4.71

CX LogD: 4.70

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.66

Np Likeness Score: -0.12

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