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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:45:13 UTC

Update Date

2021-09-26 23:07:23 UTC

HMDB ID

HMDB0253858

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole

Description

3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group. Based on a literature review a small amount of articles have been published on 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(4-(4-chlorophenyl-4-hydroxypiperidino)methyl)indole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 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

HMDB0253858
     RDKit          3D
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole
 45 48  0  0  0  0  0  0  0  0999 V2000
    3.0617   -1.5889   -1.5166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -0.7275   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859   -0.1366    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4184    0.9137   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5682    1.5017   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142    1.0632    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869    1.8408    1.7455 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5124    0.0348    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -0.5473    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640   -1.4676    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -0.9111    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504   -0.4869   -0.6328 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7002   -0.5653   -0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807    0.1359   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    0.8759    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    1.3143    1.4768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6705    0.8723    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507    1.0360    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7804    0.4568   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8169   -0.4451   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    0.1321   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -0.1677   -1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    0.3474   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9565   -0.3022    2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6016   -2.5328    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3488   -0.0569    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3332   -1.7036    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6025    1.1210    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8873    1.9109    2.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8141   -0.7167   -2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056   -1.0125   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -1.0113   -2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    0.6697   -2.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1987   -0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730    0.7044   -2.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv1652309112114452D          

 24 27  0  0  0  0            999 V2000
   -1.2822   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1691   -3.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259   -4.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6578   -4.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331   -4.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5764   -3.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9444   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651   -4.7858    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -2.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    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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  1  6  1  0  0  0  0
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 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
  6 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
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 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 16 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253858

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1(CCN(CC2=CNC3=CC=CC=C23)CC1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H21ClN2O/c21-17-7-5-16(6-8-17)20(24)9-11-23(12-10-20)14-15-13-22-19-4-2-1-3-18(15)19/h1-8,13,22,24H,9-12,14H2

> <INCHI_KEY>
LLBLNMUONVVVPG-UHFFFAOYSA-N

> <FORMULA>
C20H21ClN2O

> <MOLECULAR_WEIGHT>
340.85

> <EXACT_MASS>
340.134241

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.245454255915334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(4-chlorophenyl)-1-[(1H-indol-3-yl)methyl]piperidin-4-ol

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
3.5837506759999993

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.977367374519869

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.960588984170595

> <JCHEM_PKA_STRONGEST_BASIC>
8.758171313797282

> <JCHEM_POLAR_SURFACE_AREA>
39.26

> <JCHEM_REFRACTIVITY>
98.71850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(4-chlorophenyl)-1-(1H-indol-3-ylmethyl)piperidin-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253858
     RDKit          3D
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole
 45 48  0  0  0  0  0  0  0  0999 V2000
    3.0617   -1.5889   -1.5166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -0.7275   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859   -0.1366    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4184    0.9137   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5682    1.5017   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142    1.0632    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869    1.8408    1.7455 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5124    0.0348    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -0.5473    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640   -1.4676    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -0.9111    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504   -0.4869   -0.6328 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7002   -0.5653   -0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807    0.1359   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    0.8759    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    1.3143    1.4768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6705    0.8723    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507    1.0360    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7804    0.4568   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1830   -0.2875   -1.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8169   -0.4451   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    0.1321   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -0.1677   -1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    0.3474   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8644   -2.5327   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9000   -1.3575    1.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8873    1.9109    2.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5499    1.6050    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8701    0.5863   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8141   -0.7167   -2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056   -1.0125   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -1.0113   -2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    0.6697   -2.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1987   -0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730    0.7044   -2.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
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 24 44  1  0
 24 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      -2.393  -3.509   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.143  -4.334   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.049  -5.964   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.782  -7.480   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.961  -8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.408  -7.944   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.676  -6.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.496  -5.437   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -7.588  -8.933   0.000  0.00  0.00          Cl+0
HETATM   14  O   UNK     0      -4.350  -4.549   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7   14                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10                                                            
CONECT   14    6                                                            
CONECT   15    3   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   16                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0253858
HETATM    1  O1  UNL     1       3.062  -1.589  -1.517  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.581  -0.728  -0.483  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.786  -0.137   0.126  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.418   0.914  -0.547  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.568   1.502  -0.039  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.114   1.063   1.141  1.00  0.00           C  
HETATM    7 CL1  UNL     1       7.587   1.841   1.745  1.00  0.00          CL  
HETATM    8  C6  UNL     1       5.512   0.035   1.823  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.361  -0.547   1.305  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.664  -1.468   0.400  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.258  -0.911   0.522  1.00  0.00           C  
HETATM   12  N1  UNL     1      -0.350  -0.487  -0.633  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.700  -0.565  -0.915  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.681   0.136  -0.073  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.503   0.876   1.063  1.00  0.00           C  
HETATM   16  N2  UNL     1      -3.721   1.314   1.477  1.00  0.00           N  
HETATM   17  C13 UNL     1      -4.671   0.872   0.632  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.051   1.036   0.587  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.780   0.457  -0.439  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.183  -0.287  -1.429  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.817  -0.445  -1.374  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.067   0.132  -0.349  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.500  -0.168  -1.751  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.817   0.347  -1.226  1.00  0.00           C  
HETATM   25  H1  UNL     1       2.864  -2.533  -1.269  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.042   1.310  -1.484  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.037   2.318  -0.585  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.957  -0.302   2.761  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.900  -1.358   1.849  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.602  -2.533   0.032  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.022  -1.554   1.446  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.349  -0.057   1.263  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.333  -1.704   1.037  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.876  -0.187  -1.976  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.060  -1.649  -0.994  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.603   1.121   1.605  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.887   1.911   2.325  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.550   1.605   1.340  1.00  0.00           H  
HETATM   39  H15 UNL     1      -7.870   0.586  -0.490  1.00  0.00           H  
HETATM   40  H16 UNL     1      -6.814  -0.717  -2.200  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.306  -1.012  -2.115  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.689  -1.011  -2.420  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.077   0.670  -2.364  1.00  0.00           H  
HETATM   44  H20 UNL     1       1.682   1.199  -0.542  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.373   0.704  -2.122  1.00  0.00           H  
CONECT    1    2   25
CONECT    2    3   10   24
CONECT    3    4    4    9
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7    8
CONECT    8    9    9   28
CONECT    9   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   23
CONECT   13   14   34   35
CONECT   14   15   15   22
CONECT   15   16   36
CONECT   16   17   37
CONECT   17   18   18   22
CONECT   18   19   38
CONECT   19   20   20   39
CONECT   20   21   40
CONECT   21   22   22   41
CONECT   23   24   42   43
CONECT   24   44   45
END

HMDB0253858
     RDKit          3D
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole
 45 48  0  0  0  0  0  0  0  0999 V2000
    3.0617   -1.5889   -1.5166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -0.7275   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859   -0.1366    0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4184    0.9137   -0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5682    1.5017   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142    1.0632    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869    1.8408    1.7455 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5124    0.0348    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -0.5473    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640   -1.4676    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -0.9111    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504   -0.4869   -0.6328 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7002   -0.5653   -0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807    0.1359   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    0.8759    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    1.3143    1.4768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6705    0.8723    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507    1.0360    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7804    0.4568   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1830   -0.2875   -1.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8169   -0.4451   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666    0.1321   -0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -0.1677   -1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    0.3474   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8644   -2.5327   -1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0418    1.3097   -1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0373    2.3176   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9565   -0.3022    2.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000   -1.3575    1.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016   -2.5328    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0218   -1.5541    1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -0.0569    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3332   -1.7036    1.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763   -0.1874   -1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0597   -1.6490   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6025    1.1210    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8873    1.9109    2.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5499    1.6050    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8701    0.5863   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8141   -0.7167   -2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056   -1.0125   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -1.0113   -2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    0.6697   -2.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1987   -0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730    0.7044   -2.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 12 23  1  0
 23 24  1  0
 24  2  1  0
  9  3  1  0
 22 14  1  0
 22 17  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₁ClN₂O

Average Molecular Weight

340.85

Monoisotopic Molecular Weight

340.134241

IUPAC Name

4-(4-chlorophenyl)-1-[(1H-indol-3-yl)methyl]piperidin-4-ol

Traditional Name

4-(4-chlorophenyl)-1-(1H-indol-3-ylmethyl)piperidin-4-ol

CAS Registry Number

Not Available

SMILES

OC1(CCN(CC2=CNC3=CC=CC=C23)CC1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C20H21ClN2O/c21-17-7-5-16(6-8-17)20(24)9-11-23(12-10-20)14-15-13-22-19-4-2-1-3-18(15)19/h1-8,13,22,24H,9-12,14H2

InChI Key

LLBLNMUONVVVPG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Phenylpiperidine
3-alkylindole
Indole
Indole or derivatives
Chlorobenzene
Halobenzene
Aralkylamine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organopnictogen compound
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.85	ALOGPS
logP	3.58	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.96	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	39.26 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.72 m³·mol⁻¹	ChemAxon
Polarizability	37.25 Å³	ChemAxon
Number of Rings	4	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-2H]-	212.674	30932474
DeepCCS	[M+Na]+	187.904	30932474
AllCCS	[M+H]+	180.9	32859911
AllCCS	[M+H-H2O]+	177.9	32859911
AllCCS	[M+NH4]+	183.6	32859911
AllCCS	[M+Na]+	184.4	32859911
AllCCS	[M-H]-	183.4	32859911
AllCCS	[M+Na-2H]-	183.1	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole	OC1(CCN(CC2=CNC3=CC=CC=C23)CC1)C1=CC=C(Cl)C=C1	4152.4	Standard polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole	OC1(CCN(CC2=CNC3=CC=CC=C23)CC1)C1=CC=C(Cl)C=C1	3058.1	Standard non polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole	OC1(CCN(CC2=CNC3=CC=CC=C23)CC1)C1=CC=C(Cl)C=C1	3188.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole,2TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C=C2)CCN(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)CC1	3130.5	Semi standard non polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole,2TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C=C2)CCN(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)CC1	2970.0	Standard non polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole,2TMS,isomer #1	C[Si](C)(C)OC1(C2=CC=C(Cl)C=C2)CCN(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)CC1	3504.1	Standard polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C=C2)CCN(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)CC1	3501.2	Semi standard non polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C=C2)CCN(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)CC1	3411.7	Standard non polar	33892256
3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1(C2=CC=C(Cl)C=C2)CCN(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)CC1	3597.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1924000000-ff5948ac3a64c3d9e0aa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 10V, Positive-QTOF	splash10-0006-0009000000-8a7907bbf6d170bce4e5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 20V, Positive-QTOF	splash10-006x-0109000000-82202f695a667f3aca2c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 40V, Positive-QTOF	splash10-05q9-0910000000-7bd7e883639a2be1496d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 10V, Negative-QTOF	splash10-000i-0009000000-f7325f8e7c003dd47812	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 20V, Negative-QTOF	splash10-000i-1209000000-4038d6a2e171c3d34f9a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole 40V, Negative-QTOF	splash10-001i-9802000000-ba26ea123fbbb3997a33	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

117877

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133633

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 3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole (HMDB0253858)

MOL for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

3D MOL for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

3D SDF for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

3D-SDF for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

PDB for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

3D PDB for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

SMILES for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

INCHI for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

Structure for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

3D Structure for HMDB0253858 (3-(4-(4-Chlorophenyl-4-hydroxypiperidino)methyl)indole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra