Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:09:26 UTC

Update Date

2021-09-26 23:02:45 UTC

HMDB ID

HMDB0250993

Secondary Accession Numbers

None

Metabolite Identification

Common Name

10-Piperazinylpropylphenothiazine

Description

10-[3-(piperazin-1-yl)propyl]-10H-phenothiazine belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. Based on a literature review very few articles have been published on 10-[3-(piperazin-1-yl)propyl]-10H-phenothiazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 10-piperazinylpropylphenothiazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 10-Piperazinylpropylphenothiazine 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

HMDB0250993
     RDKit          3D
10-Piperazinylpropylphenothiazine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.7103    3.9453   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    3.5106   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146    2.1473   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    1.2162   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3732    1.7111   -0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    3.0259   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6875    0.5841    0.1364 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915   -1.0346    0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -2.0808    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392   -3.3678    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -3.6032    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1853   -2.5208   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6564   -1.2091   -0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349   -0.1568   -0.4024 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.5537   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.8583    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122   -1.2988    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5998   -0.3584    0.0200 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.8212    0.7998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    1.7899    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004    1.1625   -0.6517 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541   -0.1238   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -1.0552   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531    5.0013   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066    4.1984   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.9047   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7061    3.3564   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -1.9259    0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0461   -4.1866    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -4.6154    0.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639   -2.7835   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2936    0.2187   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -1.4605   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2606   -1.5613    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209    0.0949    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861   -1.4434    1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477   -2.2838    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775    0.5816    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.3643    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    2.3775   -0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412    2.5511    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    1.0382   -1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903   -0.6174   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4400   -0.0391    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.7567    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -1.7066   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6  1  1  0
 13  8  1  0
 23 18  1  0
 14  4  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
M  END


  Mrv1652309112110092D          

 23 26  0  0  0  0            999 V2000
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    4.2868   -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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    0.0000    0.8250    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
    1.4289    0.8250    0.0000 C   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
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  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
 10 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250993

> <DATABASE_NAME>
hmdb

> <SMILES>
C(CN1CCNCC1)CN1C2=CC=CC=C2SC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H23N3S/c1-3-8-18-16(6-1)22(17-7-2-4-9-19(17)23-18)13-5-12-21-14-10-20-11-15-21/h1-4,6-9,20H,5,10-15H2

> <INCHI_KEY>
YWSUKAVVJWNXMP-UHFFFAOYSA-N

> <FORMULA>
C19H23N3S

> <MOLECULAR_WEIGHT>
325.47

> <EXACT_MASS>
325.161268927

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.266885109620624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-[3-(piperazin-1-yl)propyl]-10H-phenothiazine

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.3950272076666663

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.232669159486024

> <JCHEM_POLAR_SURFACE_AREA>
18.509999999999998

> <JCHEM_REFRACTIVITY>
99.70690000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-[3-(piperazin-1-yl)propyl]phenothiazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250993
     RDKit          3D
10-Piperazinylpropylphenothiazine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.7103    3.9453   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    3.5106   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146    2.1473   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    1.2162   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3732    1.7111   -0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    3.0259   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6875    0.5841    0.1364 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915   -1.0346    0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -2.0808    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392   -3.3678    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -3.6032    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1853   -2.5208   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6564   -1.2091   -0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349   -0.1568   -0.4024 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.5537   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.8583    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122   -1.2988    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5998   -0.3584    0.0200 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.8212    0.7998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    1.7899    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004    1.1625   -0.6517 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541   -0.1238   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -1.0552   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531    5.0013   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066    4.1984   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.9047   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7061    3.3564   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -1.9259    0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0461   -4.1866    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -4.6154    0.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639   -2.7835   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2936    0.2187   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -1.4605   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2606   -1.5613    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209    0.0949    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861   -1.4434    1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477   -2.2838    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775    0.5816    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.3643    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    2.3775   -0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412    2.5511    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    1.0382   -1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903   -0.6174   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4400   -0.0391    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.7567    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -1.7066   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6  1  1  0
 13  8  1  0
 23 18  1  0
 14  4  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334   6.930   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.334   8.470   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       4.001  -0.770   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
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   10                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0250993
HETATM    1  C1  UNL     1      -2.710   3.945  -0.593  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.424   3.511  -0.812  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.115   2.147  -0.746  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.104   1.216  -0.459  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.373   1.711  -0.250  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.696   3.026  -0.308  1.00  0.00           C  
HETATM    7  S1  UNL     1      -4.688   0.584   0.136  1.00  0.00           S  
HETATM    8  C7  UNL     1      -3.992  -1.035   0.142  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.797  -2.081   0.393  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.339  -3.368   0.409  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.033  -3.603   0.164  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.185  -2.521  -0.100  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.656  -1.209  -0.114  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.735  -0.157  -0.402  1.00  0.00           N  
HETATM   15  C13 UNL     1      -0.338  -0.554  -0.601  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.296  -0.858   0.750  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.712  -1.299   0.630  1.00  0.00           C  
HETATM   18  N2  UNL     1       2.600  -0.358   0.020  1.00  0.00           N  
HETATM   19  C16 UNL     1       2.842   0.821   0.800  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.697   1.790   0.018  1.00  0.00           C  
HETATM   21  N3  UNL     1       4.800   1.163  -0.652  1.00  0.00           N  
HETATM   22  C18 UNL     1       5.054  -0.124  -0.072  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.887  -1.055  -0.130  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.953   5.001  -0.643  1.00  0.00           H  
HETATM   25  H2  UNL     1      -0.607   4.198  -1.039  1.00  0.00           H  
HETATM   26  H3  UNL     1      -0.076   1.905  -0.925  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.706   3.356  -0.136  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.871  -1.926   0.598  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.046  -4.187   0.621  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.630  -4.615   0.166  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.164  -2.783  -0.300  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.294   0.219  -1.039  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.280  -1.460  -1.288  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.261  -1.561   1.372  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.321   0.095   1.368  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.086  -1.443   1.687  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.848  -2.284   0.151  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.377   0.582   1.744  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.904   1.364   1.051  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.127   2.377  -0.729  1.00  0.00           H  
HETATM   41  H18 UNL     1       4.141   2.551   0.723  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.610   1.038  -1.659  1.00  0.00           H  
HETATM   43  H20 UNL     1       5.890  -0.617  -0.648  1.00  0.00           H  
HETATM   44  H21 UNL     1       5.440  -0.039   0.983  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.987  -1.757   0.749  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.866  -1.707  -1.027  1.00  0.00           H  
CONECT    1    2    2    6   24
CONECT    2    3   25
CONECT    3    4    4   26
CONECT    4    5   14
CONECT    5    6    6    7
CONECT    6   27
CONECT    7    8
CONECT    8    9    9   13
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14
CONECT   14   15
CONECT   15   16   32   33
CONECT   16   17   34   35
CONECT   17   18   36   37
CONECT   18   19   23
CONECT   19   20   38   39
CONECT   20   21   40   41
CONECT   21   22   42
CONECT   22   23   43   44
CONECT   23   45   46
END

HMDB0250993
     RDKit          3D
10-Piperazinylpropylphenothiazine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.7103    3.9453   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    3.5106   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146    2.1473   -0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    1.2162   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3732    1.7111   -0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    3.0259   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6875    0.5841    0.1364 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915   -1.0346    0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -2.0808    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392   -3.3678    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -3.6032    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1853   -2.5208   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6564   -1.2091   -0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349   -0.1568   -0.4024 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.5537   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.8583    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122   -1.2988    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5998   -0.3584    0.0200 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.8212    0.7998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    1.7899    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004    1.1625   -0.6517 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541   -0.1238   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -1.0552   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531    5.0013   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066    4.1984   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.9047   -0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7061    3.3564   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -1.9259    0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0461   -4.1866    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -4.6154    0.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639   -2.7835   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2936    0.2187   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -1.4605   -1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2606   -1.5613    1.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209    0.0949    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861   -1.4434    1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477   -2.2838    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775    0.5816    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    1.3643    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    2.3775   -0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412    2.5511    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096    1.0382   -1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903   -0.6174   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4400   -0.0391    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -1.7567    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -1.7066   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6  1  1  0
 13  8  1  0
 23 18  1  0
 14  4  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Demethylperazine	MeSH

Chemical Formula

C₁₉H₂₃N₃S

Average Molecular Weight

325.47

Monoisotopic Molecular Weight

325.161268927

IUPAC Name

10-[3-(piperazin-1-yl)propyl]-10H-phenothiazine

Traditional Name

10-[3-(piperazin-1-yl)propyl]phenothiazine

CAS Registry Number

Not Available

SMILES

C(CN1CCNCC1)CN1C2=CC=CC=C2SC2=CC=CC=C12

InChI Identifier

InChI=1S/C19H23N3S/c1-3-8-18-16(6-1)22(17-7-2-4-9-19(17)23-18)13-5-12-21-14-10-20-11-15-21/h1-4,6-9,20H,5,10-15H2

InChI Key

YWSUKAVVJWNXMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
N-alkylpiperazine
Para-thiazine
1,4-diazinane
Piperazine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Secondary aliphatic amine
Azacycle
Secondary amine
Thioether
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
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	3.42	ALOGPS
logP	3.4	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	18.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	99.71 m³·mol⁻¹	ChemAxon
Polarizability	37.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	195.372	30932474
DeepCCS	[M+Na]+	170.938	30932474
AllCCS	[M+H]+	178.0	32859911
AllCCS	[M+H-H2O]+	175.1	32859911
AllCCS	[M+NH4]+	180.8	32859911
AllCCS	[M+Na]+	181.5	32859911
AllCCS	[M-H]-	176.6	32859911
AllCCS	[M+Na-2H]-	176.1	32859911
AllCCS	[M+HCOO]-	175.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10-Piperazinylpropylphenothiazine	C(CN1CCNCC1)CN1C2=CC=CC=C2SC2=CC=CC=C12	3843.1	Standard polar	33892256
10-Piperazinylpropylphenothiazine	C(CN1CCNCC1)CN1C2=CC=CC=C2SC2=CC=CC=C12	2777.0	Standard non polar	33892256
10-Piperazinylpropylphenothiazine	C(CN1CCNCC1)CN1C2=CC=CC=C2SC2=CC=CC=C12	2761.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
10-Piperazinylpropylphenothiazine,1TMS,isomer #1	C[Si](C)(C)N1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C32)CC1	2986.4	Semi standard non polar	33892256
10-Piperazinylpropylphenothiazine,1TMS,isomer #1	C[Si](C)(C)N1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C32)CC1	3089.5	Standard non polar	33892256
10-Piperazinylpropylphenothiazine,1TMS,isomer #1	C[Si](C)(C)N1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C32)CC1	3947.0	Standard polar	33892256
10-Piperazinylpropylphenothiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C32)CC1	3195.0	Semi standard non polar	33892256
10-Piperazinylpropylphenothiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C32)CC1	3299.9	Standard non polar	33892256
10-Piperazinylpropylphenothiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C32)CC1	4087.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Piperazinylpropylphenothiazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ds-9250000000-bb77eae93f7b2d13c099	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Piperazinylpropylphenothiazine 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 - 10-Piperazinylpropylphenothiazine 10V, Negative-QTOF	splash10-00di-0009000000-55bd54e2ad4a078016ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Piperazinylpropylphenothiazine 20V, Negative-QTOF	splash10-00di-0109000000-08c123d7fb797d6801e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Piperazinylpropylphenothiazine 40V, Negative-QTOF	splash10-0002-0912000000-2cc84ee11a05e6266a54	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Piperazinylpropylphenothiazine 10V, Positive-QTOF	splash10-004i-0009000000-5380d9bda77334bbb9df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Piperazinylpropylphenothiazine 20V, Positive-QTOF	splash10-004i-0709000000-fbd8535a1f64937d2d09	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Piperazinylpropylphenothiazine 40V, Positive-QTOF	splash10-004i-9760000000-a1afcc287f674f91864d	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

133171

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 10-Piperazinylpropylphenothiazine (HMDB0250993)

MOL for HMDB0250993 (10-Piperazinylpropylphenothiazine)

3D MOL for HMDB0250993 (10-Piperazinylpropylphenothiazine)

3D SDF for HMDB0250993 (10-Piperazinylpropylphenothiazine)

3D-SDF for HMDB0250993 (10-Piperazinylpropylphenothiazine)

PDB for HMDB0250993 (10-Piperazinylpropylphenothiazine)

3D PDB for HMDB0250993 (10-Piperazinylpropylphenothiazine)

SMILES for HMDB0250993 (10-Piperazinylpropylphenothiazine)

INCHI for HMDB0250993 (10-Piperazinylpropylphenothiazine)

Structure for HMDB0250993 (10-Piperazinylpropylphenothiazine)

3D Structure for HMDB0250993 (10-Piperazinylpropylphenothiazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra