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

ID: ALA389052

Cas Number: 10402-56-9

PubChem CID: 10164183

Max Phase: Preclinical

Molecular Formula: C16H10I2O3

Molecular Weight: 504.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1oc2ccccc2c1C(=O)c1cc(I)c(O)c(I)c1

Standard InChI:  InChI=1S/C16H10I2O3/c1-8-14(10-4-2-3-5-13(10)21-8)15(19)9-6-11(17)16(20)12(18)7-9/h2-7,20H,1H3

Standard InChI Key:  QLUUKNMPBTWGBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.7179  -16.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168  -16.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1488  -16.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1460  -16.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302  -15.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030  -15.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028  -14.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2882  -16.0844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6763  -14.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4210  -13.5802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407  -14.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5954  -13.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0479  -12.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443  -13.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9943  -13.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428  -14.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609  -14.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8644  -17.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4318  -18.1504    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.8593  -15.6649    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 11  1  0
 11 13  1  0
 12  8  1  0
  5  6  2  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  1  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
 17 12  1  0
 10 18  1  0
  7  9  2  0
  4 19  1  0
  8 10  2  0
  3 20  1  0
  4  5  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA389052

   3-(3,5-Diiodo-4-hydroxybenzoyl)-2-methyl-benzofuran

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: 504.06

Molecular Weight (Monoisotopic): 503.8719

AlogP: 4.89

#Rotatable Bonds: 2

Polar Surface Area: 50.44

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.61

CX Basic pKa: ┄

CX LogP: 5.35

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.40

Np Likeness Score: -0.20

References

1. Locuson CW, Suzuki H, Rettie AE, Jones JP..  (2004)  Charge and substituent effects on affinity and metabolism of benzbromarone-based CYP2C19 inhibitors.,  47  (27): [PMID:15615526] [10.1021/jm049605m]

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