3,5,6-tribromo-2-(2',4'-dibromophenoxy)phenol

ID: ALA402539

Cas Number: 297742-10-0

PubChem CID: 21576164

Max Phase: Preclinical

Molecular Formula: C12H5Br5O2

Molecular Weight: 580.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1c(Br)c(Br)cc(Br)c1Oc1ccc(Br)cc1Br

Standard InChI:  InChI=1S/C12H5Br5O2/c13-5-1-2-9(6(14)3-5)19-12-8(16)4-7(15)10(17)11(12)18/h1-4,18H

Standard InChI Key:  DQWSPMONGKASSJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.0986   -4.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0974   -5.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8122   -5.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5287   -5.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5258   -4.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -3.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2387   -3.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9547   -4.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9545   -5.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6697   -5.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3836   -5.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3778   -4.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6620   -3.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8080   -3.1205    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.3826   -5.5976    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.6547   -3.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0892   -3.9194    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.2406   -5.5855    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.1001   -5.5753    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
 13  8  1  0
  1  2  2  0
  6 14  1  0
  5  7  1  0
  2 15  1  0
  3  4  2  0
 13 16  1  0
  7  8  1  0
 12 17  1  0
  8  9  2  0
  9 18  1  0
  4  5  1  0
 11 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA402539

   2,3,5-Tribromo-6-(2,4-dibromophenoxy)phenol

Molecule Features

Natural Product: Yes

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: 580.69

Molecular Weight (Monoisotopic): 575.6206

AlogP: 7.00

#Rotatable Bonds: 2

Polar Surface Area: 29.46

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.84

CX Basic pKa: ┄

CX LogP: 7.01

CX LogD: 5.56

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: 0.61

References

1. Zhang H, Skildum A, Stromquist E, Rose-Hellekant T, Chang LC..  (2008)  Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.,  71  (2): [PMID:18198840] [10.1021/np070244y]

2. Calcul L, Chow R, Oliver AG, Tenney K, White KN, Wood AW, Fiorilla C, Crews P..  (2009)  NMR strategy for unraveling structures of bioactive sponge-derived oxy-polyhalogenated diphenyl ethers.,  72  (3): [PMID:19323567] [10.1021/np800737z]

Source

Source(1):

• Scientific Literature