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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:55:33 UTC

Update Date

2021-09-26 23:00:17 UTC

HMDB ID

HMDB0249414

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine

Description

1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine, also known as 1-BTCP or GK 13, belongs to the class of organic compounds known as 1-benzothiophenes. These are aromatic heterocyclic compound containing the Benzo[b]thiophene ring system. Based on a literature review very few articles have been published on 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 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

HMDB0249414
     RDKit          3D
1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine
 46 49  0  0  0  0  0  0  0  0999 V2000
    5.1682   -1.7161    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7435   -0.4754    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.5890    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065    0.4105    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    1.4678    0.2776 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    0.3203    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5486    0.5462   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.7021   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8088   -1.1277   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1915   -1.6148   -1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -2.2883    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6208   -1.9186    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1950   -1.5969    0.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818    1.3486    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    2.6873    0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6316    3.4992   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715    2.7493   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7566    1.3437   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -0.8527    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9573    3.1937    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    2.6022   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1066    4.4955   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    3.7425    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8949    2.7772   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    3.2880   -2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.4762   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745    0.8943   -2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -1.8292   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -2.9543    0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309112105552D          

 21 24  0  0  0  0            999 V2000
   -1.6886    0.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8881    0.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5424   -0.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -1.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160   -0.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826   -0.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7675   -0.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -0.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -0.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811   -0.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811   -1.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5521   -1.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7675   -1.6660    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3150   -1.7916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4855   -1.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -2.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1398   -3.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -3.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8881   -2.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249414

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CCN(CC1)C1(CCCCC1)C1=CC2=CC=CC=C2S1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NS/c1-5-11-19(12-6-1,20-13-7-2-8-14-20)18-15-16-9-3-4-10-17(16)21-18/h3-4,9-10,15H,1-2,5-8,11-14H2

> <INCHI_KEY>
RGSVXQJPSWZXOP-UHFFFAOYSA-N

> <FORMULA>
C19H25NS

> <MOLECULAR_WEIGHT>
299.48

> <EXACT_MASS>
299.170770983

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.55400463519991

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine

> <ALOGPS_LOGP>
6.40

> <JCHEM_LOGP>
5.496512176333332

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.289963567782644

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
90.77069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
BTCP

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249414
     RDKit          3D
1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine
 46 49  0  0  0  0  0  0  0  0999 V2000
    5.1682   -1.7161    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7435   -0.4754    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.5890    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065    0.4105    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    1.4678    0.2776 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    0.3203    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5486    0.5462   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.7021   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8088   -1.1277   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1915   -1.6148   -1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -2.2883    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6208   -1.9186    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1950   -1.5969    0.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818    1.3486    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    2.6873    0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6316    3.4992   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715    2.7493   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7566    1.3437   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -0.8527    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -0.8238    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339   -1.9207    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8120   -2.5833    0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8004   -0.3294    0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2030    1.5966    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.3951   -2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2110   -1.9829   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039   -0.7803   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6252    3.2880   -2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.4762   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745    0.8943   -2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -1.8292   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -2.9543    0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  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      -3.152   0.352   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.658   0.724   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.588  -0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.013  -1.864   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.507  -2.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.577  -1.129   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.527  -1.864   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.433  -0.618   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.897  -1.094   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.231  -0.324   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.565  -1.094   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.565  -2.634   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.231  -3.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.897  -2.634   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0       1.433  -3.110   0.000  0.00  0.00           S+0
HETATM   16  N   UNK     0      -0.588  -3.344   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.906  -3.717   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.331  -5.197   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.261  -6.305   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.233  -5.932   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.658  -4.452   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7   16                                             
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14    7                                                       
CONECT   16    4   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   48    0
END

COMPND    HMDB0249414
HETATM    1  C1  UNL     1       5.168  -1.716   0.576  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.743  -0.475   0.735  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.875   0.589   0.651  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.507   0.411   0.420  1.00  0.00           C  
HETATM    5  S1  UNL     1       2.156   1.468   0.278  1.00  0.00           S  
HETATM    6  C5  UNL     1       0.916   0.320   0.025  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.549   0.546  -0.169  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.211  -0.702  -0.230  1.00  0.00           N  
HETATM    9  C7  UNL     1      -1.809  -1.128  -1.409  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.191  -1.615  -1.193  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.491  -2.288   0.088  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.621  -1.919   1.235  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.195  -1.597   0.835  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.082   1.349   0.988  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.656   2.687   0.588  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.632   3.499  -0.126  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.171   2.749  -1.332  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.757   1.344  -1.424  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.605  -0.853   0.058  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.936  -0.824   0.263  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.834  -1.921   0.351  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.812  -2.583   0.649  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.800  -0.329   0.904  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.203   1.597   0.778  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.846  -0.395  -2.242  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.211  -1.983  -1.876  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.904  -0.780  -1.409  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.416  -2.370  -2.004  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.542  -2.077   0.367  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.444  -3.397  -0.024  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.016  -1.106   1.856  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.534  -2.806   1.949  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.675  -1.188   1.727  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.762  -2.611   0.634  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.867   0.849   1.587  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.254   1.571   1.722  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.957   3.194   1.538  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.537   2.602  -0.060  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.107   4.495  -0.371  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.186   3.743   0.585  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.895   2.777  -1.524  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.625   3.288  -2.225  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.844   1.476  -1.595  1.00  0.00           H  
HETATM   44  H23 UNL     1      -0.275   0.894  -2.292  1.00  0.00           H  
HETATM   45  H24 UNL     1       1.072  -1.829  -0.132  1.00  0.00           H  
HETATM   46  H25 UNL     1       3.474  -2.954   0.249  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
CONECT    6    7   19   19
CONECT    7    8   14   18
CONECT    8    9   13
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   33   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   41   42
CONECT   18   43   44
CONECT   19   20   45
CONECT   20   21   21
CONECT   21   46
END

HMDB0249414
     RDKit          3D
1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine
 46 49  0  0  0  0  0  0  0  0999 V2000
    5.1682   -1.7161    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7435   -0.4754    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748    0.5890    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065    0.4105    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    1.4678    0.2776 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    0.3203    0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5486    0.5462   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.7021   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8088   -1.1277   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1915   -1.6148   -1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -2.2883    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6208   -1.9186    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1950   -1.5969    0.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818    1.3486    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    2.6873    0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6316    3.4992   -0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715    2.7493   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7566    1.3437   -1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -0.8527    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -0.8238    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339   -1.9207    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8120   -2.5833    0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8004   -0.3294    0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2030    1.5966    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -0.3951   -2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2110   -1.9829   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039   -0.7803   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -2.3703   -2.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421   -2.0774    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4437   -3.3969   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162   -1.1062    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343   -2.8064    1.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6754   -1.1880    1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -2.6110    0.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8672    0.8488    1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2538    1.5708    1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573    3.1937    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5370    2.6022   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1066    4.4955   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    3.7425    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8949    2.7772   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    3.2880   -2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    1.4762   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745    0.8943   -2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -1.8292   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741   -2.9543    0.2488 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  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  6 19  2  0
 19 20  1  0
 20 21  2  0
 21  1  1  0
 20  4  1  0
 18  7  1  0
 13  8  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1-Benzo(b)thien-2-ylcyclohexyl)piperidine	ChEBI
1-BTCP	ChEBI
BTCP	ChEBI
GK 13	ChEBI
N-(1-(2-Benzo(b)thiophenyl)cyclohexyl)piperidine	ChEBI
1-(1-(2-Benzo(b)thienyl)cyclohexyl)piperidine	MeSH
GK-13	MeSH

Chemical Formula

C₁₉H₂₅NS

Average Molecular Weight

299.48

Monoisotopic Molecular Weight

299.170770983

IUPAC Name

1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine

Traditional Name

BTCP

CAS Registry Number

Not Available

SMILES

C1CCN(CC1)C1(CCCCC1)C1=CC2=CC=CC=C2S1

InChI Identifier

InChI=1S/C19H25NS/c1-5-11-19(12-6-1,20-13-7-2-8-14-20)18-15-16-9-3-4-10-17(16)21-18/h3-4,9-10,15H,1-2,5-8,11-14H2

InChI Key

RGSVXQJPSWZXOP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzothiophenes. These are aromatic heterocyclic compound containing the Benzo[b]thiophene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiophenes

Sub Class

1-benzothiophenes

Direct Parent

1-benzothiophenes

Alternative Parents

Substituents

1-benzothiophene
2,3,5-trisubstituted thiophene
Cyclohexylamine
Aralkylamine
Piperidine
Benzenoid
Thiophene
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Amine
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

piperidines (CHEBI:64145 )
tertiary amino compound (CHEBI:64145 )
1-benzothiophenes (CHEBI:64145 )

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	6.4	ALOGPS
logP	5.5	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	10.29	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	90.77 m³·mol⁻¹	ChemAxon
Polarizability	35.55 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	169.639	30932474
DeepCCS	[M-H]-	167.281	30932474
DeepCCS	[M-2H]-	200.167	30932474
DeepCCS	[M+Na]+	175.732	30932474
AllCCS	[M+H]+	173.0	32859911
AllCCS	[M+H-H2O]+	169.8	32859911
AllCCS	[M+NH4]+	176.0	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	181.0	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine	C1CCN(CC1)C1(CCCCC1)C1=CC2=CC=CC=C2S1	3065.1	Standard polar	33892256
1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine	C1CCN(CC1)C1(CCCCC1)C1=CC2=CC=CC=C2S1	2418.8	Standard non polar	33892256
1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine	C1CCN(CC1)C1(CCCCC1)C1=CC2=CC=CC=C2S1	2521.7	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 - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-017i-2490000000-2f73622d8211af0bc281	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 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-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 10V, Negative-QTOF	splash10-0002-0090000000-81a3019a79e8e7cbffd0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 20V, Negative-QTOF	splash10-0002-0490000000-5fbaa85cd94f3f04485c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 40V, Negative-QTOF	splash10-001i-1970000000-5d069875cd9c38afdc4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 10V, Positive-QTOF	splash10-0udi-0009000000-627333ad866a0e5532f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 20V, Positive-QTOF	splash10-0uxr-2369000000-e16154cce9579b803373	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine 40V, Positive-QTOF	splash10-000x-7590000000-26293c82936a262f44e7	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

110266

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

123692

PDB ID

Not Available

ChEBI ID

64145

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-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine (HMDB0249414)

MOL for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

3D MOL for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

3D SDF for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

3D-SDF for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

PDB for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

3D PDB for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

SMILES for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

INCHI for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

Structure for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

3D Structure for HMDB0249414 (1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra