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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:53:03 UTC

Update Date

2021-09-26 23:16:15 UTC

HMDB ID

HMDB0258991

Secondary Accession Numbers

None

Metabolite Identification

Common Name

thienylcyclohexylpiperidine

Description

thienylcyclohexylpiperidine, also known as tenocyclidine or 2-thienylphencyclidine, 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. Based on a literature review a small amount of articles have been published on thienylcyclohexylpiperidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thienylcyclohexylpiperidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically thienylcyclohexylpiperidine 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

HMDB0258991
     RDKit          3D
thienylcyclohexylpiperidine
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.5987    2.6550    1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6923    2.4061    2.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.7980    2.8239 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134    0.4840    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856   -0.7617    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376   -1.5602    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656   -1.7134   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1650   -1.8833   -2.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908   -0.5519   -1.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052   -0.3863   -0.4025 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9896   -0.1109    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -1.1593   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2431   -0.8107    0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904    0.5181    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.5575    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    1.2061   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    1.6626    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    3.6501    0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439    3.1065    3.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7865   -1.3230    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3952   -2.6128    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -1.1561    0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -2.6288   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0624   -0.8442   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059   -2.7150   -1.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.1023   -3.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -0.4542   -2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.2430   -2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    0.0530    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885   -1.2251   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181   -2.1731    0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626   -0.5917    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943   -1.6063    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9753    0.3822   -0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008    0.8114    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827    2.5820    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913    1.4126    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    1.9854   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513    1.0920   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.7647   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  2  0
 17  1  1  0
 10  5  1  0
 16 11  1  0
  1 18  1  0
  2 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
M  END

  Mrv1652309112122532D          

 17 19  0  0  0  0            999 V2000
   -0.1067   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.1759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -0.5465    0.0000 S   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
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258991

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CCC(CC1)N1CCCCC1C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NS/c1-2-7-13(8-3-1)16-11-5-4-9-14(16)15-10-6-12-17-15/h6,10,12-14H,1-5,7-9,11H2

> <INCHI_KEY>
BBCHKZRHRVJNLV-UHFFFAOYSA-N

> <FORMULA>
C15H23NS

> <MOLECULAR_WEIGHT>
249.42

> <EXACT_MASS>
249.155120919

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.67900979473496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-cyclohexyl-2-(thiophen-2-yl)piperidine

> <ALOGPS_LOGP>
5.23

> <JCHEM_LOGP>
4.536927689333332

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.149401434194036

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
74.31700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-cyclohexyl-2-(thiophen-2-yl)piperidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0258991
     RDKit          3D
thienylcyclohexylpiperidine
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.5987    2.6550    1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6923    2.4061    2.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.7980    2.8239 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134    0.4840    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856   -0.7617    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376   -1.5602    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656   -1.7134   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1650   -1.8833   -2.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908   -0.5519   -1.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052   -0.3863   -0.4025 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9896   -0.1109    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -1.1593   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2431   -0.8107    0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904    0.5181    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.5575    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    1.2061   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    1.6626    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    3.6501    0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439    3.1065    3.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7865   -1.3230    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3952   -2.6128    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -1.1561    0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -2.6288   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0624   -0.8442   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059   -2.7150   -1.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.1023   -3.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -0.4542   -2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.2430   -2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    0.0530    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885   -1.2251   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181   -2.1731    0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626   -0.5917    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943   -1.6063    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9753    0.3822   -0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008    0.8114    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827    2.5820    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913    1.4126    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    1.9854   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513    1.0920   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.7647   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  2  0
 17  1  1  0
 10  5  1  0
 16 11  1  0
  1 18  1  0
  2 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  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      -0.199  -0.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.199   1.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.134   2.195   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.468   1.425   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.134  -0.885   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.802   2.195   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.802   3.735   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136   4.505   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.469   3.735   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.381  -1.020   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.906  -2.485   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.366  -2.485   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       3.890  -1.020   0.000  0.00  0.00           S+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0258991
HETATM    1  C1  UNL     1      -2.599   2.655   1.351  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.692   2.406   2.697  1.00  0.00           C  
HETATM    3  S1  UNL     1      -2.144   0.798   2.824  1.00  0.00           S  
HETATM    4  C3  UNL     1      -1.813   0.484   1.184  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.286  -0.762   0.513  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.438  -1.560   0.048  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.566  -1.713  -1.441  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.165  -1.883  -2.036  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.491  -0.552  -1.777  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.305  -0.386  -0.402  1.00  0.00           N  
HETATM   11  C9  UNL     1       0.990  -0.111   0.079  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.020  -1.159  -0.159  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.243  -0.811   0.695  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.790   0.518   0.179  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.714   1.557   0.445  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.537   1.206  -0.474  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.145   1.663   0.573  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.891   3.650   0.929  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.044   3.107   3.480  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.787  -1.323   1.360  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.395  -2.613   0.460  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.406  -1.156   0.415  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.128  -2.629  -1.715  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.062  -0.844  -1.913  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.706  -2.715  -1.461  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.239  -2.102  -3.120  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.466  -0.454  -2.315  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.178   0.243  -2.171  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.921   0.053   1.191  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.389  -1.225  -1.194  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.718  -2.173   0.155  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.863  -0.592   1.723  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.994  -1.606   0.683  1.00  0.00           H  
HETATM   34  H17 UNL     1       3.975   0.382  -0.890  1.00  0.00           H  
HETATM   35  H18 UNL     1       4.701   0.811   0.719  1.00  0.00           H  
HETATM   36  H19 UNL     1       3.083   2.582   0.254  1.00  0.00           H  
HETATM   37  H20 UNL     1       2.391   1.413   1.501  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.765   1.985  -0.373  1.00  0.00           H  
HETATM   39  H22 UNL     1       1.951   1.092  -1.482  1.00  0.00           H  
HETATM   40  H23 UNL     1      -2.032   1.765  -0.535  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4
CONECT    4    5   17   17
CONECT    5    6   10   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11
CONECT   11   12   16   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   38   39
CONECT   17   40
END

HMDB0258991
     RDKit          3D
thienylcyclohexylpiperidine
 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.5987    2.6550    1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6923    2.4061    2.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.7980    2.8239 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134    0.4840    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856   -0.7617    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376   -1.5602    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5656   -1.7134   -1.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1650   -1.8833   -2.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4908   -0.5519   -1.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052   -0.3863   -0.4025 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9896   -0.1109    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   -1.1593   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2431   -0.8107    0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904    0.5181    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.5575    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    1.2061   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    1.6626    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    3.6501    0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439    3.1065    3.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7865   -1.3230    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3952   -2.6128    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -1.1561    0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -2.6288   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0624   -0.8442   -1.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059   -2.7150   -1.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -2.1023   -3.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -0.4542   -2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.2430   -2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    0.0530    1.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885   -1.2251   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181   -2.1731    0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626   -0.5917    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943   -1.6063    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9753    0.3822   -0.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008    0.8114    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827    2.5820    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913    1.4126    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    1.9854   -0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513    1.0920   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.7647   -0.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  2  0
 17  1  1  0
 10  5  1  0
 16 11  1  0
  1 18  1  0
  2 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Thienylphencyclidine	HMDB
Thienyl cyclohexylpiperidine	HMDB
1-(1-(2-Thienyl)cyclohexyl)piperidine	HMDB
N-(1-(2-Thiophenyl)cyclohexyl)piperidine	HMDB
Tenocyclidine	HMDB
1-(1-(2-Thienyl)cyclohexyl)piperidine hydrochloride	HMDB
1-(1-(2-Thienyl)cyclohexyl)piperidine, tritium-labeled	HMDB
Tenocyclidine hydrochloride	HMDB
(3H)Thienylcyclohexylpiperidine	HMDB
Tenocyclidine-TCP	HMDB

Chemical Formula

C₁₅H₂₃NS

Average Molecular Weight

249.42

Monoisotopic Molecular Weight

249.155120919

IUPAC Name

1-cyclohexyl-2-(thiophen-2-yl)piperidine

Traditional Name

1-cyclohexyl-2-(thiophen-2-yl)piperidine

CAS Registry Number

Not Available

SMILES

C1CCC(CC1)N1CCCCC1C1=CC=CS1

InChI Identifier

InChI=1S/C15H23NS/c1-2-7-13(8-3-1)16-11-5-4-9-14(16)15-10-6-12-17-15/h6,10,12-14H,1-5,7-9,11H2

InChI Key

BBCHKZRHRVJNLV-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
Piperidine
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
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	5.23	ALOGPS
logP	4.54	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	10.15	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	74.32 m³·mol⁻¹	ChemAxon
Polarizability	29.68 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]+	159.792	30932474
DeepCCS	[M-H]-	157.434	30932474
DeepCCS	[M-2H]-	191.812	30932474
DeepCCS	[M+Na]+	167.581	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
thienylcyclohexylpiperidine	C1CCC(CC1)N1CCCCC1C1=CC=CS1	2474.6	Standard polar	33892256
thienylcyclohexylpiperidine	C1CCC(CC1)N1CCCCC1C1=CC=CS1	1969.4	Standard non polar	33892256
thienylcyclohexylpiperidine	C1CCC(CC1)N1CCCCC1C1=CC=CS1	1966.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - thienylcyclohexylpiperidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ac0-4690000000-b77a71da070c4430a363	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - thienylcyclohexylpiperidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

14564859

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tenocyclidine

METLIN ID

Not Available

PubChem Compound

20068539

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 thienylcyclohexylpiperidine (HMDB0258991)

MOL for HMDB0258991 (thienylcyclohexylpiperidine)

3D MOL for HMDB0258991 (thienylcyclohexylpiperidine)

3D SDF for HMDB0258991 (thienylcyclohexylpiperidine)

3D-SDF for HMDB0258991 (thienylcyclohexylpiperidine)

PDB for HMDB0258991 (thienylcyclohexylpiperidine)

3D PDB for HMDB0258991 (thienylcyclohexylpiperidine)

SMILES for HMDB0258991 (thienylcyclohexylpiperidine)

INCHI for HMDB0258991 (thienylcyclohexylpiperidine)

Structure for HMDB0258991 (thienylcyclohexylpiperidine)

3D Structure for HMDB0258991 (thienylcyclohexylpiperidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra