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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:41:11 UTC

Update Date

2021-09-26 23:00:52 UTC

HMDB ID

HMDB0249801

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Centhaquine

Description

2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline 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 very few articles have been published on 2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Centhaquine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Centhaquine 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

HMDB0249801
     RDKit          3D
Centhaquine
 50 53  0  0  0  0  0  0  0  0999 V2000
    6.8360    0.9025    1.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210    0.8810    0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    1.7568   -0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2534    1.7015   -1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    0.7876   -1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9793   -0.0997   -0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -1.0370   -0.4223 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1767   -1.4097   -1.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7556   -0.8978   -1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -1.6026   -0.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941   -1.3678   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5236    0.0569    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9925    0.2149    0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947   -0.0223    1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778    0.1160    1.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7714    0.4955    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1258    0.6329    0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8882    1.0136   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    1.2456   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9103    1.1046   -1.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1271    0.7236   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7919    0.5839   -0.5739 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.5359    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265   -1.7303    0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626   -0.0358    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6211    0.0381    2.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8903    0.8695    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6319    1.8714    2.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9568    2.4436   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4118    2.3875   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5302    0.7768   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5425   -0.9216   -2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813   -2.5214   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    0.1733   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -1.1426   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -1.5307   -1.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -2.0983    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761    0.3322    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371    0.7041   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -0.3247    2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -0.0690    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6344    0.4572    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9429    1.1317   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600    1.5457   -2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781    1.3003   -2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5935   -2.3447    1.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -0.5909    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205   -1.4458    1.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -2.8121    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455   -0.7076    1.4900 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  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
 10 23  1  0
 23 24  1  0
  6 25  2  0
 25  2  1  0
 24  7  1  0
 22 13  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
M  END


  Mrv1652309112108412D          

 25 28  0  0  0  0            999 V2000
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 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
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249801

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=CC=C1)N1CCN(CCC2=NC3=CC=CC=C3C=C2)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3/c1-18-5-4-7-21(17-18)25-15-13-24(14-16-25)12-11-20-10-9-19-6-2-3-8-22(19)23-20/h2-10,17H,11-16H2,1H3

> <INCHI_KEY>
UJNWGFBJUHIJKK-UHFFFAOYSA-N

> <FORMULA>
C22H25N3

> <MOLECULAR_WEIGHT>
331.463

> <EXACT_MASS>
331.204847817

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.70365635863722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline

> <ALOGPS_LOGP>
4.68

> <JCHEM_LOGP>
4.642443042333334

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.148345159695255

> <JCHEM_POLAR_SURFACE_AREA>
19.37

> <JCHEM_REFRACTIVITY>
104.28900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249801
     RDKit          3D
Centhaquine
 50 53  0  0  0  0  0  0  0  0999 V2000
    6.8360    0.9025    1.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210    0.8810    0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    1.7568   -0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2534    1.7015   -1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    0.7876   -1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9793   -0.0997   -0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -1.0370   -0.4223 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1767   -1.4097   -1.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7556   -0.8978   -1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -1.6026   -0.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941   -1.3678   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5236    0.0569    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9925    0.2149    0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947   -0.0223    1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778    0.1160    1.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7714    0.4955    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1258    0.6329    0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8882    1.0136   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    1.2456   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9103    1.1046   -1.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1271    0.7236   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7919    0.5839   -0.5739 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.5359    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265   -1.7303    0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626   -0.0358    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6211    0.0381    2.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8903    0.8695    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6319    1.8714    2.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9568    2.4436   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4118    2.3875   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5302    0.7768   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5425   -0.9216   -2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813   -2.5214   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    0.1733   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -1.1426   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -1.5307   -1.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -2.0983    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761    0.3322    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371    0.7041   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -0.3247    2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -0.0690    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6344    0.4572    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9429    1.1317   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600    1.5457   -2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781    1.3003   -2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5935   -2.3447    1.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -0.5909    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205   -1.4458    1.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -2.8121    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455   -0.7076    1.4900 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  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
 10 23  1  0
 23 24  1  0
  6 25  2  0
 25  2  1  0
 24  7  1  0
 22 13  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  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      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -5.335   1.540   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    4    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   16                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0249801
HETATM    1  C1  UNL     1       6.836   0.902   1.827  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.921   0.881   0.665  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.129   1.757  -0.368  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.253   1.701  -1.426  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.202   0.788  -1.434  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.979  -0.100  -0.404  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.916  -1.037  -0.422  1.00  0.00           N  
HETATM    8  C7  UNL     1       2.177  -1.410  -1.627  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.756  -0.898  -1.375  1.00  0.00           C  
HETATM   10  N2  UNL     1       0.191  -1.603  -0.248  1.00  0.00           N  
HETATM   11  C9  UNL     1      -1.194  -1.368  -0.097  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.524   0.057   0.309  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.993   0.215   0.446  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.595  -0.022   1.666  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.978   0.116   1.831  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.771   0.496   0.767  1.00  0.00           C  
HETATM   17  C15 UNL     1      -7.126   0.633   0.920  1.00  0.00           C  
HETATM   18  C16 UNL     1      -7.888   1.014  -0.164  1.00  0.00           C  
HETATM   19  C17 UNL     1      -7.274   1.246  -1.369  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.910   1.105  -1.513  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.127   0.724  -0.438  1.00  0.00           C  
HETATM   22  N3  UNL     1      -3.792   0.584  -0.574  1.00  0.00           N  
HETATM   23  C20 UNL     1       0.943  -1.536   0.952  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.426  -1.730   0.770  1.00  0.00           C  
HETATM   25  C22 UNL     1       4.863  -0.036   0.651  1.00  0.00           C  
HETATM   26  H1  UNL     1       6.621   0.038   2.492  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.890   0.869   1.503  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.632   1.871   2.358  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.957   2.444  -0.313  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.412   2.387  -2.241  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.530   0.777  -2.283  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.543  -0.922  -2.528  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.181  -2.521  -1.694  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.854   0.173  -1.171  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.155  -1.143  -2.261  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.701  -1.531  -1.074  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.652  -2.098   0.603  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.976   0.332   1.239  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.137   0.704  -0.508  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.036  -0.325   2.549  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.456  -0.069   2.788  1.00  0.00           H  
HETATM   42  H17 UNL     1      -7.634   0.457   1.856  1.00  0.00           H  
HETATM   43  H18 UNL     1      -8.943   1.132  -0.086  1.00  0.00           H  
HETATM   44  H19 UNL     1      -7.860   1.546  -2.232  1.00  0.00           H  
HETATM   45  H20 UNL     1      -5.478   1.300  -2.486  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.593  -2.345   1.629  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.816  -0.591   1.522  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.920  -1.446   1.692  1.00  0.00           H  
HETATM   49  H24 UNL     1       2.602  -2.812   0.600  1.00  0.00           H  
HETATM   50  H25 UNL     1       4.746  -0.708   1.490  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   25
CONECT    3    4   29
CONECT    4    5    5   30
CONECT    5    6   31
CONECT    6    7   25   25
CONECT    7    8   24
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   23
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   14   22
CONECT   14   15   40
CONECT   15   16   16   41
CONECT   16   17   21
CONECT   17   18   18   42
CONECT   18   19   43
CONECT   19   20   20   44
CONECT   20   21   45
CONECT   21   22   22
CONECT   23   24   46   47
CONECT   24   48   49
CONECT   25   50
END

HMDB0249801
     RDKit          3D
Centhaquine
 50 53  0  0  0  0  0  0  0  0999 V2000
    6.8360    0.9025    1.8273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210    0.8810    0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    1.7568   -0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2534    1.7015   -1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    0.7876   -1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9793   -0.0997   -0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -1.0370   -0.4223 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1767   -1.4097   -1.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7556   -0.8978   -1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -1.6026   -0.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941   -1.3678   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5236    0.0569    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9925    0.2149    0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947   -0.0223    1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9778    0.1160    1.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7714    0.4955    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1258    0.6329    0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8882    1.0136   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2744    1.2456   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9103    1.1046   -1.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1271    0.7236   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7919    0.5839   -0.5739 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -1.5359    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265   -1.7303    0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626   -0.0358    0.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6211    0.0381    2.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8903    0.8695    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6319    1.8714    2.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9568    2.4436   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4118    2.3875   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5302    0.7768   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5425   -0.9216   -2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813   -2.5214   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    0.1733   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -1.1426   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -1.5307   -1.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -2.0983    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761    0.3322    1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371    0.7041   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -0.3247    2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -0.0690    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6344    0.4572    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9429    1.1317   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600    1.5457   -2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781    1.3003   -2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5935   -2.3447    1.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164   -0.5909    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205   -1.4458    1.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -2.8121    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455   -0.7076    1.4900 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  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
 10 23  1  0
 23 24  1  0
  6 25  2  0
 25  2  1  0
 24  7  1  0
 22 13  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(Bis(2-quinolyl)ethyl)-4-m-tolylpiperazine	MeSH
Centhaquin	MeSH

Chemical Formula

C₂₂H₂₅N₃

Average Molecular Weight

331.463

Monoisotopic Molecular Weight

331.204847817

IUPAC Name

2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline

Traditional Name

2-{2-[4-(3-methylphenyl)piperazin-1-yl]ethyl}quinoline

CAS Registry Number

Not Available

SMILES

CC1=CC(=CC=C1)N1CCN(CCC2=NC3=CC=CC=C3C=C2)CC1

InChI Identifier

InChI=1S/C22H25N3/c1-18-5-4-7-21(17-18)25-15-13-24(14-16-25)12-11-20-10-9-19-6-2-3-8-22(19)23-20/h2-10,17H,11-16H2,1H3

InChI Key

UJNWGFBJUHIJKK-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
Quinoline
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aminotoluene
Aniline or substituted anilines
Toluene
N-alkylpiperazine
Aralkylamine
Pyridine
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organonitrogen 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	4.68	ALOGPS
logP	4.64	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	8.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	19.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.29 m³·mol⁻¹	ChemAxon
Polarizability	39.7 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]+	181.692	30932474
DeepCCS	[M-H]-	179.334	30932474
DeepCCS	[M-2H]-	213.117	30932474
DeepCCS	[M+Na]+	188.344	30932474
AllCCS	[M+H]+	184.4	32859911
AllCCS	[M+H-H2O]+	181.3	32859911
AllCCS	[M+NH4]+	187.3	32859911
AllCCS	[M+Na]+	188.2	32859911
AllCCS	[M-H]-	189.1	32859911
AllCCS	[M+Na-2H]-	188.5	32859911
AllCCS	[M+HCOO]-	188.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Centhaquine	CC1=CC(=CC=C1)N1CCN(CCC2=NC3=CC=CC=C3C=C2)CC1	3926.8	Standard polar	33892256
Centhaquine	CC1=CC(=CC=C1)N1CCN(CCC2=NC3=CC=CC=C3C=C2)CC1	2831.3	Standard non polar	33892256
Centhaquine	CC1=CC(=CC=C1)N1CCN(CCC2=NC3=CC=CC=C3C=C2)CC1	3130.6	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 - Centhaquine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00nr-1902000000-52d895e7eea4002775ae	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Centhaquine 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 - Centhaquine 10V, Positive-QTOF	splash10-001i-0009000000-d31173665c5409fa2551	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Centhaquine 20V, Positive-QTOF	splash10-001i-0109000000-4384b1566f5f7e01aeae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Centhaquine 40V, Positive-QTOF	splash10-0a59-0900000000-041ed0de06eaf048fbf6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Centhaquine 10V, Negative-QTOF	splash10-001i-0009000000-126e3a00b3a6631d123e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Centhaquine 20V, Negative-QTOF	splash10-0f89-0109000000-c7019a299052ebdf19aa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Centhaquine 40V, Negative-QTOF	splash10-004j-0901000000-d2a60527c4c53e835efb	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

142413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Centhaquine (HMDB0249801)

MOL for HMDB0249801 (Centhaquine)

3D MOL for HMDB0249801 (Centhaquine)

3D SDF for HMDB0249801 (Centhaquine)

3D-SDF for HMDB0249801 (Centhaquine)

PDB for HMDB0249801 (Centhaquine)

3D PDB for HMDB0249801 (Centhaquine)

SMILES for HMDB0249801 (Centhaquine)

INCHI for HMDB0249801 (Centhaquine)

Structure for HMDB0249801 (Centhaquine)

3D Structure for HMDB0249801 (Centhaquine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra