2-ethyl-3-(2,4-dibromo-3-hydroxybenzoyl)benzofuran

ID: ALA4515081

PubChem CID: 155539625

Max Phase: Preclinical

Molecular Formula: C17H12Br2O3

Molecular Weight: 424.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1oc2ccccc2c1C(=O)c1ccc(Br)c(O)c1Br

Standard InChI:  InChI=1S/C17H12Br2O3/c1-2-12-14(9-5-3-4-6-13(9)22-12)16(20)10-7-8-11(18)17(21)15(10)19/h3-8,21H,2H2,1H3

Standard InChI Key:  YRKLGGCBKIKQIQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   18.3606   -9.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3595  -10.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0675  -11.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7772  -10.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7744   -9.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0657   -9.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6528   -9.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526   -8.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9452   -9.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2014   -9.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6548  -10.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8628  -10.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0632  -10.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8098  -11.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3550  -12.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1568  -12.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4065  -11.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0312   -8.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2539   -8.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0633   -8.5926    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.4805   -9.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4855  -11.0452    0.0000 Br  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
  1  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 13  1  0
 12  9  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 18  1  0
 18 19  1  0
  6 20  1  0
  5 21  1  0
  4 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515081

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 424.09

Molecular Weight (Monoisotopic): 421.9153

AlogP: 5.46

#Rotatable Bonds: 3

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: 6.16

CX Basic pKa: ┄

CX LogP: 5.55

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: 0.22

References

1. Ohe T, Umezawa R, Kitagawara Y, Yasuda D, Takahashi K, Nakamura S, Abe A, Sekine S, Ito K, Okunushi K, Morio H, Furihata T, Anzai N, Mashino T..  (2018)  Synthesis of novel benzbromarone derivatives designed to avoid metabolic activation.,  28  (23-24): [PMID:30389287] [10.1016/j.bmcl.2018.10.023]

Source

Source(1):

• Scientific Literature