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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:49:56 UTC

Update Date

2021-09-26 23:12:01 UTC

HMDB ID

HMDB0256399

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phencyclidine

Description

Phencyclidine, also known as fenciclidina or PCP, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Phencyclidine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Phencyclidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phencyclidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phencyclidine 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

HMDB0256399
     RDKit          3D
Phencyclidine
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.3622   -3.2087   -0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190   -2.4987   -1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635   -1.3099   -1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.7958    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2940    0.4884    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.2403    0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4295   -1.1472    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.6195    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211   -0.7843    0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053    0.6228    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.8155   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    1.4051   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.7412   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295    2.8144    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977    2.6213    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0357    1.1399    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883   -1.5160    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305   -2.6840    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -4.1313   -0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7225   -2.8683   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -0.8038   -2.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -1.3090    1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6126   -1.8612    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278   -2.6544    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -1.7241   -1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -0.8026   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972   -1.1544    0.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    1.3643    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2596    0.8256    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.2952   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551    1.8970   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.3888   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146    1.0649   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    2.1651   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018    0.8504   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537    3.7875   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    2.8576    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3856    3.2261    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666    2.9656    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206    1.0610    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0782    0.6946    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -1.1864    2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -3.2730    1.4890 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
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 18  1  1  0
 16  5  1  0
 11  6  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
M  END

3575
  Mrv0541 02231217022D          

 18 20  0  0  0  0            999 V2000
    3.2006    0.0355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758   -0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6903   -0.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2614   -0.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6903   -1.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2614   -1.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -0.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573    0.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758   -1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    0.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7933   -0.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820    1.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9758    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134    0.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134    1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2 10  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
 10 14  2  0  0  0  0
 10 15  1  0  0  0  0
 11 13  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256399

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CCN(CC1)C1(CCCCC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H25N/c1-4-10-16(11-5-1)17(12-6-2-7-13-17)18-14-8-3-9-15-18/h1,4-5,10-11H,2-3,6-9,12-15H2

> <INCHI_KEY>
JTJMJGYZQZDUJJ-UHFFFAOYSA-N

> <FORMULA>
C17H25N

> <MOLECULAR_WEIGHT>
243.3871

> <EXACT_MASS>
243.198699805

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.66010499711261

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1-phenylcyclohexyl)piperidine

> <ALOGPS_LOGP>
5.31

> <JCHEM_LOGP>
4.488047959999999

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.642481023087806

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
77.64650000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
selma

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256399
     RDKit          3D
Phencyclidine
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.3622   -3.2087   -0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190   -2.4987   -1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635   -1.3099   -1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.7958    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2940    0.4884    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.2403    0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4295   -1.1472    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.6195    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211   -0.7843    0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053    0.6228    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.8155   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    1.4051   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.7412   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295    2.8144    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977    2.6213    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0357    1.1399    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883   -1.5160    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305   -2.6840    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -4.1313   -0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7225   -2.8683   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -0.8038   -2.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -1.3090    1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6126   -1.8612    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278   -2.6544    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -1.7241   -1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -0.8026   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972   -1.1544    0.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    1.3643    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2596    0.8256    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.2952   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551    1.8970   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.3888   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146    1.0649   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    2.1651   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018    0.8504   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537    3.7875   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    2.8576    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3856    3.2261    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666    2.9656    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206    1.0610    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0782    0.6946    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -1.1864    2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -3.2730    1.4890 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
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 18  1  1  0
 16  5  1  0
 11  6  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3575                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       5.974   0.066   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       7.421  -0.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.755  -1.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.088  -1.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.755  -2.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.088  -2.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.795  -0.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.707   1.583   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.421  -3.541   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.192   0.873   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.347  -0.397   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.260   2.110   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080   1.120   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.421   2.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.732   0.873   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.192   3.541   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.502   2.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.732   3.541   0.000  0.00  0.00           C+0
CONECT    1    2    7    8                                                  
CONECT    2    1    3    4   10                                             
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7    1   11                                                       
CONECT    8    1   12                                                       
CONECT    9    5    6                                                       
CONECT   10    2   14   15                                                  
CONECT   11    7   13                                                       
CONECT   12    8   13                                                       
CONECT   13   11   12                                                       
CONECT   14   10   16                                                       
CONECT   15   10   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   18                                                       
CONECT   18   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0256399
HETATM    1  C1  UNL     1      -2.362  -3.209  -0.532  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.719  -2.499  -1.501  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.063  -1.310  -1.218  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.039  -0.796   0.084  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.294   0.488   0.380  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.070   0.240   0.719  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.429  -1.147   0.869  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.568  -1.619   0.025  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.821  -0.784   0.170  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.405   0.623   0.441  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.029   0.816  -0.197  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.472   1.405  -0.819  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.963   1.741  -0.935  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.229   2.814   0.106  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.298   2.621   1.263  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.036   1.140   1.527  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.688  -1.516   1.055  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.331  -2.684   0.755  1.00  0.00           C  
HETATM   19  H1  UNL     1      -2.857  -4.131  -0.748  1.00  0.00           H  
HETATM   20  H2  UNL     1      -1.723  -2.868  -2.529  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.577  -0.804  -2.016  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.724  -1.309   1.952  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.613  -1.861   0.698  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.828  -2.654   0.397  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.263  -1.724  -1.023  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.343  -0.803  -0.830  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.497  -1.154   0.941  1.00  0.00           H  
HETATM   28  H10 UNL     1       4.135   1.364   0.058  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.260   0.826   1.524  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.012   0.295  -1.174  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.955   1.897  -0.347  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.024   2.389  -0.584  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.015   1.065  -1.739  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.066   2.165  -1.973  1.00  0.00           H  
HETATM   35  H17 UNL     1      -2.602   0.850  -0.808  1.00  0.00           H  
HETATM   36  H18 UNL     1      -1.954   3.788  -0.381  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.303   2.858   0.388  1.00  0.00           H  
HETATM   38  H20 UNL     1      -0.386   3.226   1.234  1.00  0.00           H  
HETATM   39  H21 UNL     1      -1.867   2.966   2.170  1.00  0.00           H  
HETATM   40  H22 UNL     1      -0.521   1.061   2.485  1.00  0.00           H  
HETATM   41  H23 UNL     1      -2.078   0.695   1.615  1.00  0.00           H  
HETATM   42  H24 UNL     1      -1.659  -1.186   2.065  1.00  0.00           H  
HETATM   43  H25 UNL     1      -2.876  -3.273   1.489  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   20
CONECT    3    4    4   21
CONECT    4    5   17
CONECT    5    6   12   16
CONECT    6    7   11
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   30   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   40   41
CONECT   17   18   18   42
CONECT   18   43
END

HMDB0256399
     RDKit          3D
Phencyclidine
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.3622   -3.2087   -0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190   -2.4987   -1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635   -1.3099   -1.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.7958    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2940    0.4884    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.2403    0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4295   -1.1472    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -1.6195    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211   -0.7843    0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053    0.6228    0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.8155   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4717    1.4051   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    1.7412   -0.9347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295    2.8144    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977    2.6213    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0357    1.1399    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883   -1.5160    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3305   -2.6840    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -4.1313   -0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7225   -2.8683   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -0.8038   -2.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -1.3090    1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6126   -1.8612    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278   -2.6544    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -1.7241   -1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -0.8026   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972   -1.1544    0.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1351    1.3643    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2596    0.8256    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118    0.2952   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551    1.8970   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.3888   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146    1.0649   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    2.1651   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018    0.8504   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537    3.7875   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035    2.8576    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3856    3.2261    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666    2.9656    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206    1.0610    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0782    0.6946    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -1.1864    2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764   -3.2730    1.4890 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
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 18  1  1  0
 16  5  1  0
 11  6  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fenciclidina	ChEBI
PCP	ChEBI
Phencyclidinum	ChEBI
Angel dust	MeSH
Serylan	MeSH
Dust, angel	MeSH
Phencyclidine hydrochloride	MeSH
Sernyl	MeSH
1-(1-Phenylcyclohexyl)piperidine	MeSH
Phencyclidine hydrobromide	MeSH

Chemical Formula

C₁₇H₂₅N

Average Molecular Weight

243.3871

Monoisotopic Molecular Weight

243.198699805

IUPAC Name

1-(1-phenylcyclohexyl)piperidine

Traditional Name

selma

CAS Registry Number

Not Available

SMILES

C1CCN(CC1)C1(CCCCC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H25N/c1-4-10-16(11-5-1)17(12-6-2-7-13-17)18-14-8-3-9-15-18/h1,4-5,10-11H,2-3,6-9,12-15H2

InChI Key

JTJMJGYZQZDUJJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Cyclohexylamine
Benzenoid
Piperidine
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:8058 )
benzenes (CHEBI:8058 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	5.31	ALOGPS
logP	4.49	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	10.64	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	2	ChemAxon
Refractivity	77.65 m³·mol⁻¹	ChemAxon
Polarizability	29.66 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]+	162.37	30932474
DeepCCS	[M-H]-	160.012	30932474
DeepCCS	[M-2H]-	192.898	30932474
DeepCCS	[M+Na]+	168.463	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.7	32859911
AllCCS	[M+NH4]+	163.8	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	167.0	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phencyclidine	C1CCN(CC1)C1(CCCCC1)C1=CC=CC=C1	2340.1	Standard polar	33892256
Phencyclidine	C1CCN(CC1)C1(CCCCC1)C1=CC=CC=C1	1994.3	Standard non polar	33892256
Phencyclidine	C1CCN(CC1)C1(CCCCC1)C1=CC=CC=C1	1914.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Phencyclidine EI-B (Non-derivatized)	splash10-0uyl-9740000000-a1aa5f844f1483af1bc7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phencyclidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0920000000-67053cf44c8040a3c510	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phencyclidine 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 - Phencyclidine 10V, Positive-QTOF	splash10-0006-0190000000-169bbbaf9329b1569703	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phencyclidine 20V, Positive-QTOF	splash10-052f-2690000000-b23ab1907da4b999f8b7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phencyclidine 40V, Positive-QTOF	splash10-00kf-9840000000-cfc9c01b91cc06847aa7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phencyclidine 10V, Negative-QTOF	splash10-0006-0090000000-40ebbb38b0f7a643c4de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phencyclidine 20V, Negative-QTOF	splash10-0006-1190000000-e851147ab61218e666cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phencyclidine 40V, Negative-QTOF	splash10-00ec-9630000000-71b986393f4551b0d976	2016-08-03	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

DB03575

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6224

KEGG Compound ID

C07575

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phencyclidine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

8058

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 Phencyclidine (HMDB0256399)

MOL for HMDB0256399 (Phencyclidine)

3D MOL for HMDB0256399 (Phencyclidine)

3D SDF for HMDB0256399 (Phencyclidine)

3D-SDF for HMDB0256399 (Phencyclidine)

PDB for HMDB0256399 (Phencyclidine)

3D PDB for HMDB0256399 (Phencyclidine)

SMILES for HMDB0256399 (Phencyclidine)

INCHI for HMDB0256399 (Phencyclidine)

Structure for HMDB0256399 (Phencyclidine)

3D Structure for HMDB0256399 (Phencyclidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra