NP-MRD: Showing NP-Card for Tribenzylamine (NP0137363)

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Record Information

Version

2.0

Created at

2022-05-30 16:50:11 UTC

Updated at

2022-05-30 16:50:11 UTC

NP-MRD ID

NP0137363

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tribenzylamine

Description

Tribenzylamine belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine. Tribenzylamine is found in Humulus lupulus. Tribenzylamine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -1.7396    4.3231   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202    4.4476    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    3.3415    1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5611    2.1416    0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0831    1.0098    1.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2044   -0.2802    0.7989 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358   -0.8646   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0077   -0.2774   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9398   -0.8322    0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2193   -0.3094    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5852    0.7868    0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6691    1.3583   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.8261   -0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550   -0.6859    0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7597   -2.0576    0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6691   -3.1682    1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -4.4486    0.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -4.6838   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -3.5913   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -2.3100   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0822    2.0458   -0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721    3.1243   -1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    5.1798   -1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3014    5.4041    1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2379    3.4896    2.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1734    1.2290    1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2091    1.0307    2.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579   -1.9399    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3384   -0.8034   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711   -1.6951    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9390   -0.7681    1.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6001    1.1798    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9908    2.2291   -1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    1.2958   -1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8317   -0.6916    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -0.0128    0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440   -2.9802    2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -5.3020    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2908   -5.7064   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4621   -3.7740   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1258   -1.4567   -1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    1.1327   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958    3.0639   -2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 14  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  1 22  1  0
 22 21  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 21  4  1  0
 13  8  1  0
 20 15  1  0
 14 35  1  0
 14 36  1  0
  5 26  1  0
  5 27  1  0
  3 25  1  0
  2 24  1  0
  1 23  1  0
 22 43  1  0
 21 42  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
M  END


  Mrv1572004221605402D          

 22 24  0  0  0  0            999 V2000
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 19 10  2  0  0  0  0
 19 11  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  2  0  0  0  0
 20 13  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  2  0  0  0  0
 21 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137363

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C(N(CC1=CC=CC=C1)CC1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H21N/c1-4-10-19(11-5-1)16-22(17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2

> <INCHI_KEY>
MXHTZQSKTCCMFG-UHFFFAOYSA-N

> <FORMULA>
C21H21N

> <MOLECULAR_WEIGHT>
287.406

> <EXACT_MASS>
287.16739968

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.616142615509695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tribenzylamine

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
5.363588817666666

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.808880540706109

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
93.82589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tribenzylamine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.334  11.550   0.000  0.00  0.00           N+0
CONECT    1    4    5                                                       
CONECT    2    6    7                                                       
CONECT    3    8    9                                                       
CONECT    4    1   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    2   13                                                       
CONECT    8    3   14                                                       
CONECT    9    3   15                                                       
CONECT   10    4   19                                                       
CONECT   11    5   19                                                       
CONECT   12    6   20                                                       
CONECT   13    7   20                                                       
CONECT   14    8   21                                                       
CONECT   15    9   21                                                       
CONECT   16   19   22                                                       
CONECT   17   20   22                                                       
CONECT   18   21   22                                                       
CONECT   19   10   11   16                                                  
CONECT   20   12   13   17                                                  
CONECT   21   14   15   18                                                  
CONECT   22   16   17   18                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Tribenzylamine	MeSH

Chemical Formula

C₂₁H₂₁N

Average Mass

287.4060 Da

Monoisotopic Mass

287.16740 Da

IUPAC Name

tribenzylamine

Traditional Name

tribenzylamine

CAS Registry Number

Not Available

SMILES

C(N(CC1=CC=CC=C1)CC1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C21H21N/c1-4-10-19(11-5-1)16-22(17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2

InChI Key

MXHTZQSKTCCMFG-UHFFFAOYSA-N

Experimental Spectra

Not Available

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

Species Name	Source	Reference
Humulus lupulus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylmethylamines

Direct Parent

Phenylmethylamines

Alternative Parents

Substituents

Phenylmethylamine
Benzylamine
Aralkylamine
Tertiary aliphatic amine
Tertiary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
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	4.62	ALOGPS
logP	5.36	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	7.81	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	93.83 m³·mol⁻¹	ChemAxon
Polarizability	33.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24321

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tribenzylamine (NP0137363)

MOL for NP0137363 (Tribenzylamine)

3D MOL for NP0137363 (Tribenzylamine)

3D SDF for NP0137363 (Tribenzylamine)

3D-SDF for NP0137363 (Tribenzylamine)

PDB for NP0137363 (Tribenzylamine)

3D PDB for NP0137363 (Tribenzylamine)

SMILES for NP0137363 (Tribenzylamine)

INCHI for NP0137363 (Tribenzylamine)

Structure for NP0137363 (Tribenzylamine)

3D Structure for NP0137363 (Tribenzylamine)