3,4-Dibromo-5-(5-(4-phenoxyphenyl)oxazol-2-yl)benzene-1,2-diol

ID: ALA4580396

PubChem CID: 155565716

Max Phase: Preclinical

Molecular Formula: C21H13Br2NO4

Molecular Weight: 503.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc(-c2ncc(-c3ccc(Oc4ccccc4)cc3)o2)c(Br)c(Br)c1O

Standard InChI:  InChI=1S/C21H13Br2NO4/c22-18-15(10-16(25)20(26)19(18)23)21-24-11-17(28-21)12-6-8-14(9-7-12)27-13-4-2-1-3-5-13/h1-11,25-26H

Standard InChI Key:  KIXMILGBYMZQTC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.0692   -5.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8864   -5.1178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1408   -4.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4778   -3.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8191   -4.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9146   -4.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5211   -4.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2980   -4.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4696   -3.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8582   -3.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0836   -3.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0440   -4.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8748   -3.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0983   -3.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4903   -3.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6641   -4.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4403   -4.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0264   -2.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2468   -3.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9042   -4.9347    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   30.3492   -5.4366    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   24.7127   -3.3348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5414   -2.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1497   -1.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9789   -1.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2005   -0.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5928   -1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7668   -2.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3  6  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
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 17 12  1  0
  5 12  1  0
 10 18  1  0
  9 19  1  0
  8 20  1  0
  7 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580396

   ---

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: 503.15

Molecular Weight (Monoisotopic): 500.9211

AlogP: 6.74

#Rotatable Bonds: 4

Polar Surface Area: 75.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.87

CX Basic pKa: 0.50

CX LogP: 5.94

CX LogD: 5.31

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.30

Np Likeness Score: -0.05

References

1. Li X, Xu Q, Li C, Luo J, Li X, Wang L, Jiang B, Shi D..  (2019)  Toward a treatment of diabesity: In vitro and in vivo evaluation of uncharged bromophenol derivatives as a new series of PTP1B inhibitors.,  166  [PMID:30711829] [10.1016/j.ejmech.2019.01.057]

Source

Source(1):

• Scientific Literature