(4-hydroxy-3,5-diiodophenyl)(2-(3-hydroxybutyl)benzofuran-3-yl)methanone

ID: ALA4281427

PubChem CID: 118901605

Max Phase: Preclinical

Molecular Formula: C19H16I2O4

Molecular Weight: 562.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(O)CCc1oc2ccccc2c1C(=O)c1cc(I)c(O)c(I)c1

Standard InChI:  InChI=1S/C19H16I2O4/c1-10(22)6-7-16-17(12-4-2-3-5-15(12)25-16)18(23)11-8-13(20)19(24)14(21)9-11/h2-5,8-10,22,24H,6-7H2,1H3

Standard InChI Key:  VHPZHWQAFHIRNX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   28.8603   -8.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8591   -9.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5672   -9.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2769   -9.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2740   -8.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5654   -8.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1511   -9.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9802   -8.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6894   -8.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9771   -7.3649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9830   -8.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4338   -8.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6002   -7.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5770   -9.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7817   -9.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2388   -9.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4900  -10.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2891  -10.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8286  -10.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5670  -10.6427    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   28.1525   -8.1886    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   33.3763   -7.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5427   -6.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3188   -6.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9330   -5.8521    0.0000 O   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
  2  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 15  1  0
 14 11  1  0
 11 12  1  0
 12  9  2  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  3 20  1  0
  1 21  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4281427

   ---

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: 562.14

Molecular Weight (Monoisotopic): 561.9138

AlogP: 4.89

#Rotatable Bonds: 5

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: 5.61

CX Basic pKa: ┄

CX LogP: 5.29

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: 0.46

References

1.  (2016)  Use of small molecule inhibitors targeting eya tyrosine phosphatase, 

2.  (2017)  Use of small molecule inhibitors targeting EYA tyrosine phosphatase, 

Source

Source(1):

• Patent Bioactivity Data