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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:40:18 UTC

Update Date

2021-09-26 22:54:11 UTC

HMDB ID

HMDB0245612

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Phenethyl-N-phenylpiperidin-4-amine

Description

1-Phenethyl-N-phenylpiperidin-4-amine, also known as despropionylfentanyl, belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Based on a literature review very few articles have been published on 1-Phenethyl-N-phenylpiperidin-4-amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-phenethyl-n-phenylpiperidin-4-amine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Phenethyl-N-phenylpiperidin-4-amine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0245612
     RDKit          3D
1-Phenethyl-N-phenylpiperidin-4-amine
 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.9465   -2.5031    1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8867   -1.9337    2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715   -0.8090    1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6739   -0.2458    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    0.9488    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    0.5007   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    1.6026   -1.3506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    2.2715   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    2.6301   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856    1.4187   -0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.9826    0.2270 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -0.0673    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9008   -0.4220    1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8137   -1.4308    1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373   -2.1347    0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9020   -1.7773   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836   -0.7612   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603    0.3978   -1.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.1126   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314   -0.8501   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3714   -1.9643    0.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4538   -3.3812    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -2.3713    3.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4404   -0.3882    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6506    1.5537   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6351    1.5255    0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -0.1748   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.1645   -0.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.6608    0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    3.2273   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839    3.1297    0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.3670   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6687    1.7654   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668    1.5266    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.0929    2.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624   -1.7207    2.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0519   -2.9275    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -2.3328   -1.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7118   -0.5498   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -0.3495   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -0.1023   -2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2989    1.9999   -2.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    0.4895   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0821   -0.4366   -0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1965   -2.4054   -0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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  9 10  1  0
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 13 14  1  0
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  4 20  1  0
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 21  1  1  0
 19  7  1  0
 17 12  1  0
  1 22  1  0
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  5 25  1  0
  5 26  1  0
  6 27  1  0
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  8 29  1  0
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 13 35  1  0
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 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END


  Mrv1652309112100402D          

 21 23  0  0  0  0            999 V2000
    2.1434   -2.8875    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
    1.4289   -4.1250    0.0000 N   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
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   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
    0.0000   -1.6500    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
   -0.7145   -0.4125    0.0000 C   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 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
    2.1434   -5.3625    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
    2.8579   -6.6000    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
    2.1434   -7.8375    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
    1.4289   -6.6000    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  1  0  0  0  0
  1  6  1  0  0  0  0
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  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245612

> <DATABASE_NAME>
hmdb

> <SMILES>
C(CC1=CC=CC=C1)N1CCC(CC1)NC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2/c1-3-7-17(8-4-1)11-14-21-15-12-19(13-16-21)20-18-9-5-2-6-10-18/h1-10,19-20H,11-16H2

> <INCHI_KEY>
ZCMDXDQUYIWEKB-UHFFFAOYSA-N

> <FORMULA>
C19H24N2

> <MOLECULAR_WEIGHT>
280.415

> <EXACT_MASS>
280.193948781

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.54355401713697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-phenyl-1-(2-phenylethyl)piperidin-4-amine

> <ALOGPS_LOGP>
4.61

> <JCHEM_LOGP>
3.4859643926666655

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.159625152465294

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
91.07050000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-phenyl-1-(2-phenylethyl)piperidin-4-amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245612
     RDKit          3D
1-Phenethyl-N-phenylpiperidin-4-amine
 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.9465   -2.5031    1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8867   -1.9337    2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715   -0.8090    1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6739   -0.2458    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    0.9488    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    0.5007   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    1.6026   -1.3506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    2.2715   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    2.6301   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856    1.4187   -0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.9826    0.2270 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -0.0673    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9008   -0.4220    1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8137   -1.4308    1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373   -2.1347    0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9020   -1.7773   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836   -0.7612   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603    0.3978   -1.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.1126   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314   -0.8501   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3714   -1.9643    0.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4538   -3.3812    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -2.3713    3.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4404   -0.3882    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6506    1.5537   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6351    1.5255    0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -0.1748   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.1645   -0.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.6608    0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    3.2273   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839    3.1297    0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.3670   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6687    1.7654   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668    1.5266    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.0929    2.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624   -1.7207    2.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0519   -2.9275    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -2.3328   -1.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7118   -0.5498   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -0.3495   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -0.1023   -2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2989    1.9999   -2.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    0.4895   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0821   -0.4366   -0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1965   -2.4054   -0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  2  0
 21  1  1  0
 19  7  1  0
 17 12  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667  -7.700   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0245612
HETATM    1  C1  UNL     1      -4.947  -2.503   1.664  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.887  -1.934   2.352  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.272  -0.809   1.806  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.674  -0.246   0.617  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.974   0.949   0.090  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.818   0.501  -0.789  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.076   1.603  -1.351  1.00  0.00           N  
HETATM    8  C7  UNL     1      -0.381   2.272  -0.263  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.032   2.630  -0.677  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.886   1.419  -0.980  1.00  0.00           C  
HETATM   11  N2  UNL     1       2.534   0.983   0.227  1.00  0.00           N  
HETATM   12  C10 UNL     1       3.468  -0.067   0.358  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.901  -0.422   1.629  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.814  -1.431   1.841  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.337  -2.135   0.775  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.902  -1.777  -0.505  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.984  -0.761  -0.710  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.060   0.398  -1.674  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.125   1.113  -2.334  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.731  -0.850  -0.027  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.371  -1.964   0.476  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.454  -3.381   2.056  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.559  -2.371   3.294  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.440  -0.388   2.375  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.651   1.554  -0.519  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.635   1.526   0.965  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.235  -0.175  -1.575  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.202  -0.165  -0.141  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.412   1.661   0.643  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.908   3.227  -0.075  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.484   3.130   0.231  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.074   3.367  -1.487  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.669   1.765  -1.714  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.267   1.527   1.110  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.529   0.093   2.514  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.162  -1.721   2.828  1.00  0.00           H  
HETATM   37  H16 UNL     1       6.052  -2.927   0.923  1.00  0.00           H  
HETATM   38  H17 UNL     1       5.315  -2.333  -1.349  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.712  -0.550  -1.733  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.614  -0.350  -0.986  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.573  -0.102  -2.532  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.299   2.000  -2.851  1.00  0.00           H  
HETATM   43  H22 UNL     1      -0.637   0.489  -3.075  1.00  0.00           H  
HETATM   44  H23 UNL     1      -5.082  -0.437  -0.971  1.00  0.00           H  
HETATM   45  H24 UNL     1      -6.196  -2.405  -0.064  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   23
CONECT    3    4    4   24
CONECT    4    5   20
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   19
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   18   33
CONECT   11   12   34
CONECT   12   13   13   17
CONECT   13   14   35
CONECT   14   15   15   36
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   39
CONECT   18   19   40   41
CONECT   19   42   43
CONECT   20   21   21   44
CONECT   21   45
END

HMDB0245612
     RDKit          3D
1-Phenethyl-N-phenylpiperidin-4-amine
 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.9465   -2.5031    1.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8867   -1.9337    2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715   -0.8090    1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6739   -0.2458    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    0.9488    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    0.5007   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    1.6026   -1.3506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    2.2715   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    2.6301   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856    1.4187   -0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.9826    0.2270 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -0.0673    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9008   -0.4220    1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8137   -1.4308    1.8414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373   -2.1347    0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9020   -1.7773   -0.5046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836   -0.7612   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0603    0.3978   -1.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1249    1.1126   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7314   -0.8501   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3714   -1.9643    0.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4538   -3.3812    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595   -2.3713    3.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4404   -0.3882    2.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6506    1.5537   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6351    1.5255    0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -0.1748   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.1645   -0.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116    1.6608    0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    3.2273   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839    3.1297    0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.3670   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6687    1.7654   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668    1.5266    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.0929    2.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624   -1.7207    2.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0519   -2.9275    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -2.3328   -1.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7118   -0.5498   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139   -0.3495   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -0.1023   -2.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2989    1.9999   -2.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    0.4895   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0821   -0.4366   -0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1965   -2.4054   -0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  2  0
 21  1  1  0
 19  7  1  0
 17 12  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Despropionylfentanyl	HMDB
Despropionylfentanyl dihydrochloride	HMDB

Chemical Formula

C₁₉H₂₄N₂

Average Molecular Weight

280.415

Monoisotopic Molecular Weight

280.193948781

IUPAC Name

N-phenyl-1-(2-phenylethyl)piperidin-4-amine

Traditional Name

N-phenyl-1-(2-phenylethyl)piperidin-4-amine

CAS Registry Number

Not Available

SMILES

C(CC1=CC=CC=C1)N1CCC(CC1)NC1=CC=CC=C1

InChI Identifier

InChI=1S/C19H24N2/c1-3-7-17(8-4-1)11-14-21-15-12-19(13-16-21)20-18-9-5-2-6-10-18/h1-10,19-20H,11-16H2

InChI Key

ZCMDXDQUYIWEKB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Aniline or substituted anilines
Phenylalkylamine
4-aminopiperidine
Aralkylamine
Secondary aliphatic/aromatic amine
Piperidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Secondary amine
Amine
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.61	ALOGPS
logP	3.49	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	9.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.07 m³·mol⁻¹	ChemAxon
Polarizability	33.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	164.849	30932474
DeepCCS	[M-H]-	162.491	30932474
DeepCCS	[M-2H]-	195.377	30932474
DeepCCS	[M+Na]+	170.942	30932474
AllCCS	[M+H]+	171.4	32859911
AllCCS	[M+H-H2O]+	168.0	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	175.5	32859911
AllCCS	[M+Na-2H]-	175.3	32859911
AllCCS	[M+HCOO]-	175.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.4724 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.58 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1282.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	244.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	109.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	391.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	428.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	309.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	939.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	379.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1085.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	314.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	344.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Phenethyl-N-phenylpiperidin-4-amine	C(CC1=CC=CC=C1)N1CCC(CC1)NC1=CC=CC=C1	3277.1	Standard polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine	C(CC1=CC=CC=C1)N1CCC(CC1)NC1=CC=CC=C1	2371.6	Standard non polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine	C(CC1=CC=CC=C1)N1CCC(CC1)NC1=CC=CC=C1	2526.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Phenethyl-N-phenylpiperidin-4-amine,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1CCN(CCC2=CC=CC=C2)CC1	2335.2	Semi standard non polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1CCN(CCC2=CC=CC=C2)CC1	2418.4	Standard non polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1CCN(CCC2=CC=CC=C2)CC1	3172.2	Standard polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1CCN(CCC2=CC=CC=C2)CC1	2552.6	Semi standard non polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1CCN(CCC2=CC=CC=C2)CC1	2665.0	Standard non polar	33892256
1-Phenethyl-N-phenylpiperidin-4-amine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1CCN(CCC2=CC=CC=C2)CC1	3263.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-5900000000-83fa80b70605f6100fca	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine 10V, Positive-QTOF	splash10-001i-0090000000-633af5025278f639cee6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine 20V, Positive-QTOF	splash10-001i-0590000000-69d47e186197b29f70a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine 40V, Positive-QTOF	splash10-0a6u-9400000000-8687a3ca1c462b3dcd58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine 10V, Negative-QTOF	splash10-004i-0090000000-fa0545de4a4dc60fd062	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine 20V, Negative-QTOF	splash10-004i-2090000000-d5c556ac42e62ceb19df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenethyl-N-phenylpiperidin-4-amine 40V, Negative-QTOF	splash10-0006-9110000000-5e1dbe5c09460c562a2e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

80209

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

88890

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1-Phenethyl-N-phenylpiperidin-4-amine (HMDB0245612)

MOL for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

3D MOL for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

3D SDF for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

3D-SDF for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

PDB for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

3D PDB for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

SMILES for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

INCHI for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

Structure for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

3D Structure for HMDB0245612 (1-Phenethyl-N-phenylpiperidin-4-amine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra