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Showing NP-Card for 3-bromo-5-(methoxymethyl)benzene-1,2-diol (NP0155102)

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Record Information
Version2.0
Created at2022-09-02 12:06:34 UTC
Updated at2022-09-02 12:06:34 UTC
NP-MRD IDNP0155102
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-bromo-5-(methoxymethyl)benzene-1,2-diol
DescriptionCHEMBL448283 belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). 3-bromo-5-(methoxymethyl)benzene-1,2-diol is found in Polysiphonia stricta. CHEMBL448283 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)


  Mrv1533004161509142D          

 12 12  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   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
    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
    0.7145   -0.4125    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Br  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 12  1  0  0  0  0
M  END
Download

3D MOL for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)

     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
    3.5774    1.1023   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2084    1.0030   -0.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7133   -0.2273   -0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.2824   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4012    0.8122    0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7665    0.7347    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4507    1.8052    0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4611   -0.4075    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519   -0.4728    0.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -1.4978   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8386   -3.0322   -0.9618 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578   -1.4222   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618    0.9950   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070    2.0715    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475    0.3078    0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -0.3205   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209   -1.0621    0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163    1.7146    0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    1.7543    1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3648   -1.2854    0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -2.2906   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  7 19  1  0
  9 20  1  0
 12 21  1  0
M  END
Download

3D SDF for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)


  Mrv1533004161509142D          

 12 12  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   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
    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
    0.7145   -0.4125    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Br  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155102

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=CC(O)=C(O)C(Br)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H9BrO3/c1-12-4-5-2-6(9)8(11)7(10)3-5/h2-3,10-11H,4H2,1H3

> <INCHI_KEY>
WNRMLKGLNSWHRX-UHFFFAOYSA-N

> <FORMULA>
C8H9BrO3

> <MOLECULAR_WEIGHT>
233.061

> <EXACT_MASS>
231.973507

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
19.25405517596774

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-bromo-5-(methoxymethyl)benzene-1,2-diol

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
2.0106445343333337

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.774833054022832

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.161650518328916

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1323422662290925

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
49.2097

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-bromo-5-(methoxymethyl)benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)

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PDB for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)
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SMILES for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)
COCC1=CC(O)=C(O)C(Br)=C1
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INCHI for NP0155102 (3-bromo-5-(methoxymethyl)benzene-1,2-diol)
InChI=1S/C8H9BrO3/c1-12-4-5-2-6(9)8(11)7(10)3-5/h2-3,10-11H,4H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H9BrO3
Average Mass233.0610 Da
Monoisotopic Mass231.97351 Da
IUPAC Name3-bromo-5-(methoxymethyl)benzene-1,2-diol
Traditional Name3-bromo-5-(methoxymethyl)benzene-1,2-diol
CAS Registry NumberNot Available
SMILES
COCC1=CC(O)=C(O)C(Br)=C1
InChI Identifier
InChI=1S/C8H9BrO3/c1-12-4-5-2-6(9)8(11)7(10)3-5/h2-3,10-11H,4H2,1H3
InChI KeyWNRMLKGLNSWHRX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Polysiphonia strictaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzylethers  
Direct ParentBenzylethers  
Alternative Parents
Substituents
  • Benzylether
    • 

  • Catechol
    • 

  • 3-halophenol
    • 

  • 2-halophenol
    • 

  • 3-bromophenol
    • 

  • 2-bromophenol
    • 

  • Bromobenzene
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Halobenzene
    • 

  • Phenol
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Aryl halide
    • 

  • Aryl bromide
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.49ALOGPS
logP2.01ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)8.16ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity49.21 m³·mol⁻¹ChemAxon
Polarizability19.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44584366  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]