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

ID: ALA4536323

PubChem CID: 155548680

Max Phase: Preclinical

Molecular Formula: C24H19Br2NO4

Molecular Weight: 545.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(Oc2ccc(-c3cnc(-c4cc(O)c(O)c(Br)c4Br)o3)cc2)cc1

Standard InChI:  InChI=1S/C24H19Br2NO4/c1-13(2)14-3-7-16(8-4-14)30-17-9-5-15(6-10-17)20-12-27-24(31-20)18-11-19(28)23(29)22(26)21(18)25/h3-13,28-29H,1-2H3

Standard InChI Key:  MPEGVUUKCDJQOD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.6023  -12.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4195  -12.0392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6739  -11.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0109  -10.7803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3522  -11.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4477  -11.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0541  -11.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8311  -11.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0027  -10.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3913   -9.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6167  -10.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771  -11.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4079  -10.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6314   -9.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0234  -10.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1971  -11.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9734  -11.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5594   -9.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7799  -10.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4373  -11.8561    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.8823  -12.3579    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.2458  -10.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744   -9.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6828   -8.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -8.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7336   -7.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -8.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2999   -9.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612   -7.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -6.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7832   -6.8132    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
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 13 14  1  0
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 15 16  1  0
 16 17  2  0
 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
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 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536323

   ---

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: 545.23

Molecular Weight (Monoisotopic): 542.9681

AlogP: 7.86

#Rotatable Bonds: 5

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: 7.18

CX LogD: 6.55

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.25

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