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Showing NP-Card for 2,3,5,6-tetrabromo-1h-indole (NP0295941)

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Record Information
Version2.0
Created at2022-09-10 05:13:48 UTC
Updated at2022-09-10 05:13:49 UTC
NP-MRD IDNP0295941
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3,5,6-tetrabromo-1h-indole
Description1H-Indole, 2,3,5,6-tetrabromo- belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 2,3,5,6-tetrabromo-1h-indole is found in Chondrophycus papillosus. 1H-Indole, 2,3,5,6-tetrabromo- is a very weakly acidic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0295941 (2,3,5,6-tetrabromo-1h-indole)


  Mrv1533004251508392D          

 13 14  0  0  0  0            999 V2000
    2.7845    0.6979    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 Br  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
  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
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  2 12  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0295941 (2,3,5,6-tetrabromo-1h-indole)

     RDKit          3D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -3.9789   -0.8467   -0.2024 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -0.2662   -0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -1.1490   -0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1924   -0.7871   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621   -1.4273   -0.3693 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3926   -0.5916   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2664   -0.9488   -0.2572 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.8229    0.6418    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849    2.2406    0.5626 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4465    0.5468    0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    1.4423    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    1.0436    0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299    2.2720    0.5919 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -2.1914   -0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -2.4299   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240    2.4507    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12  2  2  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4 10  1  0
 11 16  1  0
  3 14  1  0
  5 15  1  0
M  END
Download

3D SDF for NP0295941 (2,3,5,6-tetrabromo-1h-indole)


  Mrv1533004251508392D          

 13 14  0  0  0  0            999 V2000
    2.7845    0.6979    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 Br  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
  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
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  2 12  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0295941

> <DATABASE_NAME>
NP-MRD

> <SMILES>
BrC1=C(Br)C2=CC(Br)=C(Br)C=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C8H3Br4N/c9-4-1-3-6(2-5(4)10)13-8(12)7(3)11/h1-2,13H

> <INCHI_KEY>
VRCYMJOIYXDLDN-UHFFFAOYSA-N

> <FORMULA>
C8H3Br4N

> <MOLECULAR_WEIGHT>
432.735

> <EXACT_MASS>
428.699901

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
26.75042970276809

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,5,6-tetrabromo-1H-indole

> <ALOGPS_LOGP>
5.00

> <JCHEM_LOGP>
4.847373803333333

> <ALOGPS_LOGS>
-5.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.44364477238507

> <JCHEM_POLAR_SURFACE_AREA>
15.79

> <JCHEM_REFRACTIVITY>
67.41770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.24e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,5,6-tetrabromo-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0295941 (2,3,5,6-tetrabromo-1h-indole)

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PDB for NP0295941 (2,3,5,6-tetrabromo-1h-indole)
HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1 Br   UNK     0       5.198   1.303   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.268   1.597   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0      -2.713   2.843   0.000  0.00  0.00          Br+0
HETATM    8  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM    9 Br   UNK     0      -0.744   5.553   0.000  0.00  0.00          Br+0
HETATM   10  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0       5.198   4.383   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0295941 (2,3,5,6-tetrabromo-1h-indole)
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SMILES for NP0295941 (2,3,5,6-tetrabromo-1h-indole)
BrC1=C(Br)C2=CC(Br)=C(Br)C=C2N1
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INCHI for NP0295941 (2,3,5,6-tetrabromo-1h-indole)
InChI=1S/C8H3Br4N/c9-4-1-3-6(2-5(4)10)13-8(12)7(3)11/h1-2,13H
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H3Br4N
Average Mass432.7350 Da
Monoisotopic Mass428.69990 Da
IUPAC Name2,3,5,6-tetrabromo-1H-indole
Traditional Name2,3,5,6-tetrabromo-1H-indole
CAS Registry NumberNot Available
SMILES
BrC1=C(Br)C2=CC(Br)=C(Br)C=C2N1
InChI Identifier
InChI=1S/C8H3Br4N/c9-4-1-3-6(2-5(4)10)13-8(12)7(3)11/h1-2,13H
InChI KeyVRCYMJOIYXDLDN-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
Chondrophycus papillosusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene  to form 2,3-benzopyrrole.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndoles  
Direct ParentIndoles  
Alternative Parents
Substituents
  • Indole
    • 

  • Benzenoid
    • 

  • Substituted pyrrole
    • 

  • Aryl halide
    • 

  • Aryl bromide
    • 

  • Heteroaromatic compound
    • 

  • Pyrrole
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP5ALOGPS
logP4.85ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)12.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area15.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity67.42 m³·mol⁻¹ChemAxon
Polarizability26.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
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 Compound11212652  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]