Np mrd loader

Showing NP-Card for [2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine (NP0155113)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-02 12:07:14 UTC
Updated at2022-09-02 12:07:14 UTC
NP-MRD IDNP0155113
Secondary Accession NumbersNone
Natural Product Identification
Common Name[2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine
Description[2-(5,6-Dibromo-1H-indol-3-yl)ethyl](methyl)amine belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. [2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine is found in Hyrtios erectus. [2-(5,6-Dibromo-1H-indol-3-yl)ethyl](methyl)amine is a very strong basic compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)


  Mrv1533004151514302D          

 15 16  0  0  0  0            999 V2000
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
  8 15  1  0  0  0  0
M  END
Download

3D MOL for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    3.8695    0.6459   -0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    1.1345    0.5196 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312    0.8785    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189   -0.5570    0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152   -0.9724    0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -2.3376    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6457   -2.4271    0.6637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742   -1.2014    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4905   -0.7853    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    0.5447    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5797    1.1583   -0.0743 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455    1.4678    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1807    3.2996   -0.2286 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4368    1.0500    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1531   -0.2719    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322    0.0310   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443    0.1230   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3115    1.5207   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3119    2.1458    0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4308    1.2322   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3121    1.5072    1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887   -1.1855   -0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060   -0.8829    1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3913   -3.1510    0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375   -3.2930    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3364   -1.4831    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    1.8091    0.1283 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  5  1  0
 15  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 14 27  1  0
M  END
Download

3D SDF for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)


  Mrv1533004151514302D          

 15 16  0  0  0  0            999 V2000
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
  8 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155113

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNCCC1=CNC2=CC(Br)=C(Br)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C11H12Br2N2/c1-14-3-2-7-6-15-11-5-10(13)9(12)4-8(7)11/h4-6,14-15H,2-3H2,1H3

> <INCHI_KEY>
XYEURTBVGQLDGD-UHFFFAOYSA-N

> <FORMULA>
C11H12Br2N2

> <MOLECULAR_WEIGHT>
332.039

> <EXACT_MASS>
329.936724

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
27.33769985564301

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-(5,6-dibromo-1H-indol-3-yl)ethyl](methyl)amine

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.456523094333333

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.80566210611026

> <JCHEM_PKA_STRONGEST_BASIC>
10.306526188519113

> <JCHEM_POLAR_SURFACE_AREA>
27.82

> <JCHEM_REFRACTIVITY>
70.3931

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-(5,6-dibromo-1H-indol-3-yl)ethyl](methyl)amine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)

Download
PDB for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)
HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.333  -5.798   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       7.591   0.237   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0       7.591  -2.843   0.000  0.00  0.00          Br+0
HETATM   14  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

Download
3D PDB for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)
Download
SMILES for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)
CNCCC1=CNC2=CC(Br)=C(Br)C=C12
Download
INCHI for NP0155113 ([2-(5,6-dibromo-1h-indol-3-yl)ethyl](methyl)amine)
InChI=1S/C11H12Br2N2/c1-14-3-2-7-6-15-11-5-10(13)9(12)4-8(7)11/h4-6,14-15H,2-3H2,1H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC11H12Br2N2
Average Mass332.0390 Da
Monoisotopic Mass329.93672 Da
IUPAC Name[2-(5,6-dibromo-1H-indol-3-yl)ethyl](methyl)amine
Traditional Name[2-(5,6-dibromo-1H-indol-3-yl)ethyl](methyl)amine
CAS Registry NumberNot Available
SMILES
CNCCC1=CNC2=CC(Br)=C(Br)C=C12
InChI Identifier
InChI=1S/C11H12Br2N2/c1-14-3-2-7-6-15-11-5-10(13)9(12)4-8(7)11/h4-6,14-15H,2-3H2,1H3
InChI KeyXYEURTBVGQLDGD-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
Hyrtios erectusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassTryptamines and derivatives  
Direct ParentTryptamines and derivatives  
Alternative Parents
Substituents
  • Tryptamine
    • 

  • 3-alkylindole
    • 

  • Indole
    • 

  • Aralkylamine
    • 

  • Benzenoid
    • 

  • Aryl bromide
    • 

  • Aryl halide
    • 

  • Substituted pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Pyrrole
    • 

  • Azacycle
    • 

  • Secondary amine
    • 

  • Secondary aliphatic amine
    • 

  • Amine
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP3.33ALOGPS
logP3.46ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)16.81ChemAxon
pKa (Strongest Basic)10.31ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area27.82 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity70.39 m³·mol⁻¹ChemAxon
Polarizability27.34 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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 Compound309210  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]