(3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-5-hydroxybenzofuran-3-yl)methanone

ID: ALA1767107

PubChem CID: 52952363

Max Phase: Preclinical

Molecular Formula: C17H12Br2O4

Molecular Weight: 440.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1oc2ccc(O)cc2c1C(=O)c1cc(Br)c(O)c(Br)c1

Standard InChI:  InChI=1S/C17H12Br2O4/c1-2-13-15(10-7-9(20)3-4-14(10)23-13)16(21)8-5-11(18)17(22)12(19)6-8/h3-7,20,22H,2H2,1H3

Standard InChI Key:  QWHPIJVTUFQZOL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.7110   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7208   -3.4206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2015   -2.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9336   -3.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9341   -2.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221   -1.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091   -2.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -3.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2252   -3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0962   -1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220   -1.3203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6598   -0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0469    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6112    0.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7843    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3953    0.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -0.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3428    1.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0279   -2.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4471   -3.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9978    1.5031    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.5737   -0.0206    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.7957   -1.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
  4  2  1  0
 10 12  1  0
  5  6  1  0
 12 13  2  0
  2  3  1  0
 13 14  1  0
  6  7  2  0
 14 15  2  0
  3  1  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
  8  9  2  0
  3 19  1  0
  9  4  1  0
 19 20  1  0
  1  5  1  0
 14 21  1  0
  1 10  1  0
 16 22  1  0
  4  5  2  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1767107

   (3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-5-hydroxybenzofuran-3-yl)methanone

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: 440.09

Molecular Weight (Monoisotopic): 437.9102

AlogP: 5.16

#Rotatable Bonds: 3

Polar Surface Area: 70.67

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.11

CX Basic pKa: ┄

CX LogP: 5.24

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: 0.48

References

1. Wempe MF, Jutabha P, Quade B, Iwen TJ, Frick MM, Ross IR, Rice PJ, Anzai N, Endou H..  (2011)  Developing potent human uric acid transporter 1 (hURAT1) inhibitors.,  54  (8): [PMID:21449597] [10.1021/jm1015022]

2.  (2016)  Use of small molecule inhibitors targeting eya tyrosine phosphatase, 

3.  (2017)  Use of small molecule inhibitors targeting EYA tyrosine phosphatase, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data