NP-MRD: Showing NP-Card for 3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole (NP0331625)

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Record Information

Version

1.0

Created at

2023-05-16 16:02:50 UTC

Updated at

2024-04-19 09:47:46 UTC

NP-MRD ID

NP0331625

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole

Description

CHEMBL186099 belongs to the class of organic compounds known as bromodiphenyl ethers. Bromodiphenyl ethers are compounds that contain two benzene groups linked to each other via an ether bond, and where at least one ring is substituted with a bromo group. Based on a literature review very few articles have been published on CHEMBL186099.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
   -2.2750   -1.5268    2.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969   -1.2183    1.0594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7641   -0.2462    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858    0.5451    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1678    1.5372   -0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7260    2.6244   -0.4978 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3015    1.7268   -1.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    0.9505   -1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098    1.2543   -3.3490 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -0.0269   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -0.7863   -1.1111 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4540   -0.4019   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6029    0.7428    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8325    1.1042    0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354    2.6899    1.7807 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    0.2852    0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621   -0.8719   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385   -2.0335   -0.6169 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.2208   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -2.3906   -1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832   -0.7602    2.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499   -2.5165    2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563   -1.5986    1.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5607    0.3892    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022    2.5065   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700    1.3770    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    0.5059    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4944   -2.6403   -1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 10  3  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  7 25  1  0
 13 26  1  0
 16 27  1  0
 20 28  1  0
M  END


  Mrv1652309112202512D          

 20 21  0  0  0  0            999 V2000
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331625

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(Br)=CC(Br)=C1OC1=CC(Br)=CC(Br)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C13H8Br4O3/c1-19-11-5-7(15)3-9(17)13(11)20-10-4-6(14)2-8(16)12(10)18/h2-5,18H,1H3

> <INCHI_KEY>
ZMXOEWVGOVDWHT-UHFFFAOYSA-N

> <FORMULA>
C13H8Br4O3

> <MOLECULAR_WEIGHT>
531.82

> <EXACT_MASS>
527.720696

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
35.75286587008521

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-dibromo-6-(2,4-dibromo-6-methoxyphenoxy)phenol

> <JCHEM_LOGP>
6.087306913

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.655546302080994

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7738207421638115

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
91.23410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dibromo-6-(2,4-dibromo-6-methoxyphenoxy)phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6 Br   UNK     0      -4.001  -5.390   0.000  0.00  0.00          Br+0
HETATM    7  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9 Br   UNK     0       1.334  -5.390   0.000  0.00  0.00          Br+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0      -1.334   2.310   0.000  0.00  0.00          Br+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0       4.001   2.310   0.000  0.00  0.00          Br+0
HETATM   19  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₈Br₄O₃

Average Mass

531.8200 Da

Monoisotopic Mass

527.72070 Da

IUPAC Name

2,4-dibromo-6-(2,4-dibromo-6-methoxyphenoxy)phenol

Traditional Name

2,4-dibromo-6-(2,4-dibromo-6-methoxyphenoxy)phenol

CAS Registry Number

Not Available

SMILES

COC1=CC(Br)=CC(Br)=C1OC1=CC(Br)=CC(Br)=C1O

InChI Identifier

InChI=1S/C13H8Br4O3/c1-19-11-5-7(15)3-9(17)13(11)20-10-4-6(14)2-8(16)12(10)18/h2-5,18H,1H3

InChI Key

ZMXOEWVGOVDWHT-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	charifat.said-hassane@univ-reunion.fr	Not Available	Not Available	2023-05-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.13480104 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.13296305 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.920162823 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bromodiphenyl ethers. Bromodiphenyl ethers are compounds that contain two benzene groups linked to each other via an ether bond, and where at least one ring is substituted with a bromo group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Bromodiphenyl ethers

Alternative Parents

Substituents

Bromodiphenyl ether
Diaryl ether
Anisole
Phenoxy compound
4-halophenol
2-halophenol
2-bromophenol
4-bromophenol
Phenol ether
Methoxybenzene
Halobenzene
Bromobenzene
Alkyl aryl ether
Phenol
Aryl halide
Aryl bromide
Ether
Organohalogen compound
Organobromide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.09	ChemAxon
pKa (Strongest Acidic)	6.66	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.23 m³·mol⁻¹	ChemAxon
Polarizability	35.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8729649

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10554258

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole (NP0331625)

MOL for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

3D MOL for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

3D SDF for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

3D-SDF for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

PDB for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

3D PDB for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

SMILES for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

INCHI for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

Structure for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)

3D Structure for NP0331625 (3,5-dibromo-2-(3′,5′-dibromo-2′-hydroxyphenoxy)anisole)