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Showing NP-Card for N-Bisnorgramine (NP0085325)

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Record Information
Version2.0
Created at2022-04-29 05:53:29 UTC
Updated at2022-04-29 05:53:29 UTC
NP-MRD IDNP0085325
Secondary Accession NumbersNone
Natural Product Identification
Common NameN-Bisnorgramine
Description1H-Indole-3-methanamine, also known as 3-aminomethylindole or 3-indolylmethylamine, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. An aralkylamino compound that is indole substituted at position 3 by an aminomethyl group. 1H-Indole-3-methanamine is a very strong basic compound (based on its pKa). Outside of the human body, 1H-Indole-3-methanamine has been detected, but not quantified in, barley and cereals and cereal products. N-Bisnorgramine is found in Arabidopsis thaliana and Hordeum vulgare . This could make 1H-indole-3-methanamine a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0085325 (N-Bisnorgramine)


  Mrv1652304152021022D          

 11 12  0  0  0  0            999 V2000
   -1.6433    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -0.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -1.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392   -0.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239    1.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -0.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3830    0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.1498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4  7  1  0  0  0  0
  6  1  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for NP0085325 (N-Bisnorgramine)

     RDKit          3D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.3894    0.2467   -0.2714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1215    0.8845   -0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0051   -0.1121   -0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0833   -1.4686   -0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457   -1.9848   -0.3421 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -1.0195   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4268   -1.0240    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1166    0.1546    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765    1.3202    0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    1.3443    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.1621    0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0150    0.8146   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614   -0.0761    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851    1.6902   -0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.3292    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9854   -2.0379   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4233   -2.9863   -0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077   -1.9377   -0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1748    0.1349    0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871    2.2715    0.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950    2.2943    0.4135 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
  6 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
 11  3  1  0
  7  6  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  5 17  1  0
 10 21  1  0
  9 20  1  0
  8 19  1  0
  7 18  1  0
M  END
Download

3D SDF for NP0085325 (N-Bisnorgramine)


  Mrv1652304152021022D          

 11 12  0  0  0  0            999 V2000
   -1.6433    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -0.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -1.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392   -0.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239    1.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -0.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3830    0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.1498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4  7  1  0  0  0  0
  6  1  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085325

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5,10H2

> <INCHI_KEY>
JXYGLMATGAAIBU-UHFFFAOYSA-N

> <FORMULA>
C9H10N2

> <MOLECULAR_WEIGHT>
146.1891

> <EXACT_MASS>
146.08439833

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
16.31544495379321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1H-indol-3-yl)methanamine

> <ALOGPS_LOGP>
1.03

> <JCHEM_LOGP>
1.1977762449999998

> <ALOGPS_LOGS>
-1.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.97869796256435

> <JCHEM_PKA_STRONGEST_BASIC>
9.530143826822446

> <JCHEM_POLAR_SURFACE_AREA>
41.81

> <JCHEM_REFRACTIVITY>
45.617900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1H-indol-3-ylmethanamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0085325 (N-Bisnorgramine)

Download
PDB for NP0085325 (N-Bisnorgramine)
HEADER    PROTEIN                                 15-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-20         0                                  
HETATM    1  C   UNK     0      -3.067   0.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.543  -0.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.513  -2.131   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.007  -1.811   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.791   2.131   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.561   0.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.531  -0.347   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.876   0.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.715   1.811   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.210  -0.490   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.543   0.280   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    7    5    1                                                  
CONECT    7    6    8    4                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0085325 (N-Bisnorgramine)
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SMILES for NP0085325 (N-Bisnorgramine)
NCC1=CNC2=C1C=CC=C2
Download
INCHI for NP0085325 (N-Bisnorgramine)
InChI=1S/C9H10N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5,10H2
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View in JSmol
Synonyms
ValueSource
1H-indol-3-YlmethanamineChEBI
3-AminomethylindoleChEBI
AMIChEBI
3-(Aminomethyl)indoleHMDB
3-IndolylmethylamineHMDB
1-(1H-Indol-3-yl)methanamineHMDB
1H-Indol-3-ylmethylamineHMDB
1H-Indole-3-methanamineHMDB
3-IndoylmethanamineHMDB
Indole-3-methanamineHMDB
Chemical FormulaC9H10N2
Average Mass146.1891 Da
Monoisotopic Mass146.08440 Da
IUPAC Name(1H-indol-3-yl)methanamine
Traditional Name1H-indol-3-ylmethanamine
CAS Registry NumberNot Available
SMILES
NCC1=CNC2=C1C=CC=C2
InChI Identifier
InChI=1S/C9H10N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5,10H2
InChI KeyJXYGLMATGAAIBU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaLOTUS Database
Hordeum vulgarePlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndoles  
Direct Parent3-alkylindoles  
Alternative Parents
Substituents
  • 3-alkylindole
    • 

  • Aralkylamine
    • 

  • Benzenoid
    • 

  • Substituted pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Pyrrole
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Amine
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP1.03ALOGPS
logP1.2ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)15.98ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area41.81 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity45.62 m³·mol⁻¹ChemAxon
Polarizability16.32 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029740  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000940  
KNApSAcK IDNot Available
Chemspider ID414602  
KEGG Compound IDNot Available
BioCyc IDCPD-8913  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound472107  
PDB IDNot Available
ChEBI ID65009  
Good Scents IDNot Available
References
General ReferencesNot Available