3-(3-bromo-4-hydroxy-5-methoxybenzylidene)-7-hydroxychroman-4-one

ID: ALA3415633

PubChem CID: 118733378

Max Phase: Preclinical

Molecular Formula: C17H13BrO5

Molecular Weight: 377.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\COc3cc(O)ccc3C2=O)cc(Br)c1O

Standard InChI:  InChI=1S/C17H13BrO5/c1-22-15-6-9(5-13(18)17(15)21)4-10-8-23-14-7-11(19)2-3-12(14)16(10)20/h2-7,19,21H,8H2,1H3/b10-4+

Standard InChI Key:  RXRJJGZQYYWHMD-ONNFQVAWSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928   -2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122   -1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109   -0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5125   -1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8091   -0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8042    0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5027    1.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4946    3.0107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4526    3.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8414    1.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8503   -1.3324    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  0
  1  4  2  0
  3  2  2  0
  2 18  1  0
  3  4  1  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  7 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
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 14 22  1  0
 13 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3415633

   ---

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: 377.19

Molecular Weight (Monoisotopic): 375.9946

AlogP: 3.53

#Rotatable Bonds: 2

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.69

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 0.68

References

1. Emami S, Ghanbarimasir Z..  (2015)  Recent advances of chroman-4-one derivatives: synthetic approaches and bioactivities.,  93  [PMID:25743215] [10.1016/j.ejmech.2015.02.048]

Source

Source(1):

• Scientific Literature