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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:35:12 UTC

Update Date

2021-09-26 23:07:09 UTC

HMDB ID

HMDB0253737

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine

Description

1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine belongs to the class of organic compounds known as indolecarboxamides and derivatives. Indolecarboxamides and derivatives are compounds containing a carboxamide group attached to an indole. Based on a literature review a significant number of articles have been published on 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-[(5-chloro-1h-indol-2-yl)carbonyl]-4-methylpiperazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 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

HMDB0253737
     RDKit          3D
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.6202    1.2841   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9234    0.0617   -0.2485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0894   -1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249    0.0730   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985   -0.9502    0.0904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740   -1.2954    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -2.2622    1.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2353   -0.7023    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486    0.3323   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9304    0.5502   -0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749    1.4394   -1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1252    1.4436   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.5598   -1.5355 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    0.5237    0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063   -0.3637    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381   -0.3516    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093   -1.0765    0.9357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4876   -1.6891    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894   -0.6291    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926    1.1710   -0.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    2.1606   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861    1.4814    1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -0.8375   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    0.9400   -1.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -0.1969   -1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    1.0854   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219    0.9243   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3817    2.1608   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173    0.5449    0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2201   -1.0631    1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -1.8437    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2771   -2.3933    1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9311   -2.1959   -0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324   -1.0465    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9245    0.0710    1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 19  2  1  0
 17  8  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
M  END

  Mrv1652309112114352D          

 19 21  0  0  0  0            999 V2000
   -3.1034    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    1.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -1.4124    0.0000 O   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 C   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
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 Cl  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
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253737

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H16ClN3O/c1-17-4-6-18(7-5-17)14(19)13-9-10-8-11(15)2-3-12(10)16-13/h2-3,8-9,16H,4-7H2,1H3

> <INCHI_KEY>
HUQJRYMLJBBEDO-UHFFFAOYSA-N

> <FORMULA>
C14H16ClN3O

> <MOLECULAR_WEIGHT>
277.75

> <EXACT_MASS>
277.0981898

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.18565165610504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-2-(4-methylpiperazine-1-carbonyl)-1H-indole

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.7411656136666671

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.061812218343977

> <JCHEM_PKA_STRONGEST_BASIC>
6.8334986851994515

> <JCHEM_POLAR_SURFACE_AREA>
39.34

> <JCHEM_REFRACTIVITY>
76.74869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-2-(4-methylpiperazine-1-carbonyl)-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253737
     RDKit          3D
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.6202    1.2841   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9234    0.0617   -0.2485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0894   -1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249    0.0730   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985   -0.9502    0.0904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740   -1.2954    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -2.2622    1.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2353   -0.7023    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486    0.3323   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9304    0.5502   -0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749    1.4394   -1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1252    1.4436   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.5598   -1.5355 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    0.5237    0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063   -0.3637    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381   -0.3516    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093   -1.0765    0.9357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4876   -1.6891    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894   -0.6291    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926    1.1710   -0.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    2.1606   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861    1.4814    1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -0.8375   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    0.9400   -1.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -0.1969   -1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    1.0854   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219    0.9243   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3817    2.1608   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173    0.5449    0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2201   -1.0631    1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -1.8437    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2771   -2.3933    1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9311   -2.1959   -0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324   -1.0465    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9245    0.0710    1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 19  2  1  0
 17  8  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  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      -5.793   4.032   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.023   2.698   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -3.483   2.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.713   1.365   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.483   0.031   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.793   1.365   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.483  -2.637   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       5.198  -2.843   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   12                                                       
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0253737
HETATM    1  C1  UNL     1      -4.620   1.284  -0.004  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.923   0.062  -0.248  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.996   0.089  -1.321  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.525   0.073  -0.869  1.00  0.00           C  
HETATM    5  N2  UNL     1      -1.298  -0.950   0.090  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.074  -1.295   0.641  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.014  -2.262   1.515  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.235  -0.702   0.372  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.549   0.332  -0.485  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.930   0.550  -0.405  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.775   1.439  -1.027  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.125   1.444  -0.764  1.00  0.00           C  
HETATM   13 CL1  UNL     1       6.235   2.560  -1.535  1.00  0.00          CL  
HETATM   14  C10 UNL     1       5.646   0.524   0.155  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.806  -0.364   0.777  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.438  -0.352   0.496  1.00  0.00           C  
HETATM   17  N3  UNL     1       2.409  -1.077   0.936  1.00  0.00           N  
HETATM   18  C13 UNL     1      -2.488  -1.689   0.518  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.489  -0.629   0.923  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.693   1.171  -0.337  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.179   2.161  -0.521  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.686   1.481   1.097  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.132  -0.837  -1.925  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.087   0.940  -2.000  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.975  -0.197  -1.794  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.285   1.085  -0.498  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.922   0.924  -1.133  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.382   2.161  -1.745  1.00  0.00           H  
HETATM   29  H10 UNL     1       6.717   0.545   0.348  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.220  -1.063   1.479  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.541  -1.844   1.643  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.277  -2.393   1.324  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.931  -2.196  -0.383  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.332  -1.047   1.505  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.925   0.071   1.606  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   19
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   18
CONECT    6    7    7    8
CONECT    8    9    9   17
CONECT    9   10   27
CONECT   10   11   11   16
CONECT   11   12   28
CONECT   12   13   14   14
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17
CONECT   17   31
CONECT   18   19   32   33
CONECT   19   34   35
END

HMDB0253737
     RDKit          3D
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.6202    1.2841   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9234    0.0617   -0.2485 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0894   -1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249    0.0730   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985   -0.9502    0.0904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740   -1.2954    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -2.2622    1.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2353   -0.7023    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486    0.3323   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9304    0.5502   -0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7749    1.4394   -1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1252    1.4436   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.5598   -1.5355 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    0.5237    0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8063   -0.3637    0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381   -0.3516    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093   -1.0765    0.9357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4876   -1.6891    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894   -0.6291    0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6926    1.1710   -0.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792    2.1606   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861    1.4814    1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -0.8375   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    0.9400   -1.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -0.1969   -1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    1.0854   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219    0.9243   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3817    2.1608   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173    0.5449    0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2201   -1.0631    1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5411   -1.8437    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2771   -2.3933    1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9311   -2.1959   -0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324   -1.0465    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9245    0.0710    1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 19  2  1  0
 17  8  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((5-Chloro-1H-indol-2-yl)carbonyl)-4-methylpiperazine	HMDB

Chemical Formula

C₁₄H₁₆ClN₃O

Average Molecular Weight

277.75

Monoisotopic Molecular Weight

277.0981898

IUPAC Name

5-chloro-2-(4-methylpiperazine-1-carbonyl)-1H-indole

Traditional Name

5-chloro-2-(4-methylpiperazine-1-carbonyl)-1H-indole

CAS Registry Number

Not Available

SMILES

CN1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(Cl)=C2

InChI Identifier

InChI=1S/C14H16ClN3O/c1-17-4-6-18(7-5-17)14(19)13-9-10-8-11(15)2-3-12(10)16-13/h2-3,8-9,16H,4-7H2,1H3

InChI Key

HUQJRYMLJBBEDO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxamides and derivatives. Indolecarboxamides and derivatives are compounds containing a carboxamide group attached to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxamides and derivatives

Alternative Parents

Substituents

Indolecarboxamide derivative
Indole
2-heteroaryl carboxamide
Pyrrole-2-carboxamide
Pyrrole-2-carboxylic acid or derivatives
N-methylpiperazine
N-alkylpiperazine
Aryl chloride
Aryl halide
1,4-diazinane
Piperazine
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrole
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic oxygen 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	1.83	ALOGPS
logP	1.74	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	6.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	39.34 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.75 m³·mol⁻¹	ChemAxon
Polarizability	30.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	162.317	30932474
DeepCCS	[M-H]-	159.959	30932474
DeepCCS	[M-2H]-	192.845	30932474
DeepCCS	[M+Na]+	168.411	30932474
AllCCS	[M+H]+	162.2	32859911
AllCCS	[M+H-H2O]+	158.5	32859911
AllCCS	[M+NH4]+	165.6	32859911
AllCCS	[M+Na]+	166.6	32859911
AllCCS	[M-H]-	167.0	32859911
AllCCS	[M+Na-2H]-	166.8	32859911
AllCCS	[M+HCOO]-	166.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine	CN1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(Cl)=C2	3195.9	Standard polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine	CN1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(Cl)=C2	2544.2	Standard non polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine	CN1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(Cl)=C2	2657.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine,1TMS,isomer #1	CN1CCN(C(=O)C2=CC3=CC(Cl)=CC=C3N2[Si](C)(C)C)CC1	2581.3	Semi standard non polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine,1TMS,isomer #1	CN1CCN(C(=O)C2=CC3=CC(Cl)=CC=C3N2[Si](C)(C)C)CC1	2342.4	Standard non polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine,1TMS,isomer #1	CN1CCN(C(=O)C2=CC3=CC(Cl)=CC=C3N2[Si](C)(C)C)CC1	3014.1	Standard polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine,1TBDMS,isomer #1	CN1CCN(C(=O)C2=CC3=CC(Cl)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	2741.0	Semi standard non polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine,1TBDMS,isomer #1	CN1CCN(C(=O)C2=CC3=CC(Cl)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	2564.6	Standard non polar	33892256
1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine,1TBDMS,isomer #1	CN1CCN(C(=O)C2=CC3=CC(Cl)=CC=C3N2[Si](C)(C)C(C)(C)C)CC1	3096.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adi-9530000000-477f817b9efbd5871b9c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 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-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 10V, Negative-QTOF	splash10-004i-0290000000-2e12581efe4fa20ca0f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 20V, Negative-QTOF	splash10-003r-9260000000-ccc1e61b7a3f14e400d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 40V, Negative-QTOF	splash10-0ue9-6900000000-4eba9f5813981f075792	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 10V, Positive-QTOF	splash10-004i-0090000000-9be62fb0829311639438	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 20V, Positive-QTOF	splash10-004i-1690000000-9e0a9ffa58903a191a1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine 40V, Positive-QTOF	splash10-004i-2910000000-c7ea756294a0e4770f8b	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

4090750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

JNJ-7777120

METLIN ID

Not Available

PubChem Compound

4908365

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 1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine (HMDB0253737)

MOL for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

3D MOL for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

3D SDF for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

3D-SDF for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

PDB for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

3D PDB for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

SMILES for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

INCHI for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

Structure for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

3D Structure for HMDB0253737 (1-[(5-Chloro-1H-indol-2-yl)carbonyl]-4-methylpiperazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra