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

ID: ALA462942

Cas Number: 80246-24-8

PubChem CID: 11978695

Max Phase: Preclinical

Molecular Formula: C12H5Br5O2

Molecular Weight: 580.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1c(Oc2ccc(Br)cc2Br)cc(Br)c(Br)c1Br

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

Standard InChI Key:  FSIJSYKTNOYMTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   16.8348  -10.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8359  -11.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1211  -12.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4047  -11.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4075  -10.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1229  -10.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6946  -10.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9786  -10.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9788  -11.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2637  -12.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5498  -11.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5555  -10.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2713  -10.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5507  -12.1976    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.1254   -9.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1213  -13.0235    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.8332  -12.1753    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.2787   -9.7062    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.5493  -10.5460    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  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
  2 14  1  0
  5  7  1  0
  6 15  1  0
  3  4  2  0
  3 16  1  0
  7  8  1  0
 11 17  1  0
 13 18  1  0
  8  9  2  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA462942

   2,3,4-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: 6.01

CX Basic pKa: ┄

CX LogP: 7.01

CX LogD: 5.69

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: 0.46

References

1. Fu X, Schmitz FJ, Govindan M, Abbas SA, Hanson KM, Horton PA, Crews P, Laney M, Schatzman RC..  (1995)  Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.,  58  (9): [PMID:7494145] [10.1021/np50123a008]

2. Liu H, Lohith K, Rosario M, Pulliam TH, O'Connor RD, Bell LJ, Bewley CA..  (2016)  Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.,  79  (7): [PMID:27399938] [10.1021/acs.jnatprod.6b00229]

Source

Source(1):

• Scientific Literature