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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:51:17 UTC

Update Date

2021-09-26 22:52:38 UTC

HMDB ID

HMDB0244714

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine

Description

3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. Based on a literature review a significant number of articles have been published on 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-((4-(4-chlorophenyl)piperazin-1-yl)methyl)-1h-pyrrolo[2,3-b]pyridine 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)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 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

HMDB0244714
     RDKit          3D
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine
 42 45  0  0  0  0  0  0  0  0999 V2000
    7.4674    1.0905   -1.6910 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8678    0.6286   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -0.4215   -1.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054   -0.7432   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -0.0178   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0384   -0.3753    0.4110 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -1.5233   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276   -2.0086    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.0244    1.4187 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5271   -0.8932    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -0.0048    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712    0.7318    1.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1191    1.3721    1.4825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697    1.0880    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8983   -0.2224   -1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4529    0.4293    1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5854    2.0043    2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0949    0.4099    2.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247    1.5058    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1035    0.3329    2.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6392    1.6254    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309102123512D          

 23 26  0  0  0  0            999 V2000
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6167    3.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4658    5.0458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0244714

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=C1)N1CCN(CC2=CNC3=C2C=CC=N3)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19ClN4/c19-15-3-5-16(6-4-15)23-10-8-22(9-11-23)13-14-12-21-18-17(14)2-1-7-20-18/h1-7,12H,8-11,13H2,(H,20,21)

> <INCHI_KEY>
OGJGQVFWEPNYSB-UHFFFAOYSA-N

> <FORMULA>
C18H19ClN4

> <MOLECULAR_WEIGHT>
326.83

> <EXACT_MASS>
326.1298243

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.829155877721675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-chlorophenyl)-4-({1H-pyrrolo[2,3-b]pyridin-3-yl}methyl)piperazine

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.5054786683333328

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.168963346134294

> <JCHEM_PKA_STRONGEST_BASIC>
7.944928342957894

> <JCHEM_POLAR_SURFACE_AREA>
35.16

> <JCHEM_REFRACTIVITY>
94.83630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-chlorophenyl)-4-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}piperazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244714
     RDKit          3D
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine
 42 45  0  0  0  0  0  0  0  0999 V2000
    7.4674    1.0905   -1.6910 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8678    0.6286   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -0.4215   -1.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054   -0.7432   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -0.0178   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0384   -0.3753    0.4110 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -1.5233   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276   -2.0086    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.0244    1.4187 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5271   -0.8932    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -0.0048    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712    0.7318    1.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1191    1.3721    1.4825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697    1.0880    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6707    1.4926   -0.4533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9086    1.0652   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0137    0.1935   -2.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983   -0.2224   -1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576    0.2271   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.2476    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529    0.4293    1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0476    1.0319    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2833    1.3294   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6228   -0.9678   -2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6392    1.6254    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
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 22 41  1  0
 23 42  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.189   4.017   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.841   5.161   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.348   4.841   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.824   3.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.793   2.232   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.287   2.552   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.378   5.985   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.902   7.450   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.933   8.595   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.439   8.274   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.915   6.810   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.884   5.665   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       6.469   9.419   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    3   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0244714
HETATM    1 CL1  UNL     1       7.467   1.090  -1.691  1.00  0.00          CL  
HETATM    2  C1  UNL     1       5.868   0.629  -1.101  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.163  -0.421  -1.643  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.905  -0.743  -1.141  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.334  -0.018  -0.087  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.038  -0.375   0.411  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.321  -1.523  -0.087  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.428  -2.009   1.012  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.551  -1.024   1.419  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.527  -0.893   0.382  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.650  -0.005   0.641  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.971   0.732   1.748  1.00  0.00           C  
HETATM   13  N3  UNL     1      -4.119   1.372   1.483  1.00  0.00           N  
HETATM   14  C10 UNL     1      -4.570   1.088   0.245  1.00  0.00           C  
HETATM   15  N4  UNL     1      -5.671   1.493  -0.453  1.00  0.00           N  
HETATM   16  C11 UNL     1      -5.909   1.065  -1.694  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.014   0.193  -2.276  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.898  -0.222  -1.582  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.658   0.227  -0.290  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.024   0.248   1.729  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.453   0.429   1.418  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.048   1.032   0.449  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.283   1.329  -0.063  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.623  -0.968  -2.455  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.391  -1.563  -1.588  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.799  -1.295  -1.020  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.092  -2.330  -0.231  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.119  -2.899   0.639  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.054  -2.354   1.860  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.048  -0.567  -0.567  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.916  -1.933   0.181  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.417   0.804   2.700  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.585   2.004   2.162  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.793   1.386  -2.264  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.213  -0.154  -3.294  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.185  -0.905  -2.020  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.572   1.032   1.226  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.095   0.410   2.824  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.625   1.506   1.107  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.103   0.333   2.338  1.00  0.00           H  
HETATM   41  H18 UNL     1       3.639   1.625   1.275  1.00  0.00           H  
HETATM   42  H19 UNL     1       5.822   2.175   0.391  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   23
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6   22
CONECT    6    7   21
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   20
CONECT   10   11   30   31
CONECT   11   12   12   19
CONECT   12   13   32
CONECT   13   14   33
CONECT   14   15   15   19
CONECT   15   16
CONECT   16   17   17   34
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   20   21   37   38
CONECT   21   39   40
CONECT   22   23   23   41
CONECT   23   42
END

HMDB0244714
     RDKit          3D
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine
 42 45  0  0  0  0  0  0  0  0999 V2000
    7.4674    1.0905   -1.6910 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8678    0.6286   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -0.4215   -1.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054   -0.7432   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -0.0178   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0384   -0.3753    0.4110 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214   -1.5233   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276   -2.0086    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.0244    1.4187 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5271   -0.8932    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6501   -0.0048    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712    0.7318    1.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1191    1.3721    1.4825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697    1.0880    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6707    1.4926   -0.4533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9086    1.0652   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0137    0.1935   -2.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8983   -0.2224   -1.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576    0.2271   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.2476    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529    0.4293    1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0476    1.0319    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2833    1.3294   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6228   -0.9678   -2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3909   -1.5634   -1.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992   -1.2947   -1.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0915   -2.3299   -0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -2.8991    0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540   -2.3536    1.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0484   -0.5668   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159   -1.9328    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168    0.8042    2.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854    2.0043    2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7934    1.3858   -2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131   -0.1542   -3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849   -0.9052   -2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    1.0316    1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.4099    2.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247    1.5058    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1035    0.3329    2.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6392    1.6254    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8224    2.1746    0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  2  0
 23  2  1  0
 21  6  1  0
 19 11  1  0
 19 14  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉ClN₄

Average Molecular Weight

326.83

Monoisotopic Molecular Weight

326.1298243

IUPAC Name

1-(4-chlorophenyl)-4-({1H-pyrrolo[2,3-b]pyridin-3-yl}methyl)piperazine

Traditional Name

1-(4-chlorophenyl)-4-{1H-pyrrolo[2,3-b]pyridin-3-ylmethyl}piperazine

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(C=C1)N1CCN(CC2=CNC3=C2C=CC=N3)CC1

InChI Identifier

InChI=1S/C18H19ClN4/c19-15-3-5-16(6-4-15)23-10-8-22(9-11-23)13-14-12-21-18-17(14)2-1-7-20-18/h1-7,12H,8-11,13H2,(H,20,21)

InChI Key

OGJGQVFWEPNYSB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Phenylpiperazines

Alternative Parents

Substituents

Phenylpiperazine
N-arylpiperazine
Pyrrolopyridine
Tertiary aliphatic/aromatic amine
Aniline or substituted anilines
Dialkylarylamine
Chlorobenzene
Halobenzene
Aralkylamine
N-alkylpiperazine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Pyridine
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Azacycle
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Amine
Organic nitrogen compound
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)

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	3.56	ALOGPS
logP	3.51	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	15.17	ChemAxon
pKa (Strongest Basic)	7.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.16 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.84 m³·mol⁻¹	ChemAxon
Polarizability	35.83 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+H]+	177.573	30932474
DeepCCS	[M-H]-	175.215	30932474
DeepCCS	[M-2H]-	208.826	30932474
DeepCCS	[M+Na]+	184.053	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	174.1	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	179.8	32859911
AllCCS	[M+Na-2H]-	179.2	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine	ClC1=CC=C(C=C1)N1CCN(CC2=CNC3=C2C=CC=N3)CC1	4045.1	Standard polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine	ClC1=CC=C(C=C1)N1CCN(CC2=CNC3=C2C=CC=N3)CC1	2898.8	Standard non polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine	ClC1=CC=C(C=C1)N1CCN(CC2=CNC3=C2C=CC=N3)CC1	3376.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine,1TMS,isomer #1	C[Si](C)(C)N1C=C(CN2CCN(C3=CC=C(Cl)C=C3)CC2)C2=CC=CN=C21	3178.2	Semi standard non polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine,1TMS,isomer #1	C[Si](C)(C)N1C=C(CN2CCN(C3=CC=C(Cl)C=C3)CC2)C2=CC=CN=C21	2797.9	Standard non polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine,1TMS,isomer #1	C[Si](C)(C)N1C=C(CN2CCN(C3=CC=C(Cl)C=C3)CC2)C2=CC=CN=C21	3802.1	Standard polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CN2CCN(C3=CC=C(Cl)C=C3)CC2)C2=CC=CN=C21	3364.9	Semi standard non polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CN2CCN(C3=CC=C(Cl)C=C3)CC2)C2=CC=CN=C21	3042.0	Standard non polar	33892256
3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CN2CCN(C3=CC=C(Cl)C=C3)CC2)C2=CC=CN=C21	3875.7	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)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f7k-0910000000-029b35ca6e05e8fb2706	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 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 - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 10V, Positive-QTOF	splash10-004i-0009000000-1fb75fb697641f932264	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 20V, Positive-QTOF	splash10-001i-0903000000-0c6778e05ac57b7d40cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 40V, Positive-QTOF	splash10-00di-0900000000-9429009c6084ae559938	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 10V, Negative-QTOF	splash10-004i-0009000000-4dd2a7daa08a9642d73b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 20V, Negative-QTOF	splash10-004i-0229000000-b588c7480f9d5d126bbb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine 40V, Negative-QTOF	splash10-00lr-5903000000-c5422912bf4b16c68d69	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

4470720

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3853

PDB ID

Not Available

ChEBI ID

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Food Biomarker Ontology

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VMH ID

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MarkerDB ID

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Good Scents ID

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References

Synthesis Reference

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Material Safety Data Sheet (MSDS)

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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)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine (HMDB0244714)

MOL for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

3D MOL for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

3D SDF for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

3D-SDF for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

PDB for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

3D PDB for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

SMILES for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

INCHI for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

Structure for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

3D Structure for HMDB0244714 (3-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)-1H-pyrrolo[2,3-b]pyridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra