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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:01 UTC

HMDB ID

HMDB0015546

Secondary Accession Numbers

HMDB15546

Metabolite Identification

Common Name

Propericiazine

Description

Propericiazine, also known as piperocyanomazine or neuleptil, 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. Propericiazine is a drug which is used for use as adjunctive medication in some psychotic patients. propericiazine (pericyazine)is used for the control of residual prevailing hostility, impulsiveness and aggressiveness. . The primary uses of periciazine include in the short-term treatment of severe anxiety or tension and in the maintenance treatment of psychotic disorders such as schizophrenia. Propericiazine is a very strong basic compound (based on its pKa). Periciazine is a rather sedating and anticholinergic antipsychotic, and despite being classed with the typical antipsychotics, its risk of extrapyramidal side effects is comparatively low. It is commonly sold in Canada and Russia under the tradename Neuleptil and in United Kingdom and Australia under the tradename Neulactil. Periciazine is not approved for sale in the United States. It has a relatively high risk of causing hyperprolactinaemia and a moderate risk of causing weight gain and orthostatic hypotension. There is insufficient evidence to determine whether periciazine is more or less effective than other antipsychotics. A 2014 systematic review compared periciazine with typical antipsychotics for schizophrenia:Periciazine has also been studied in the treatment of opioid dependence.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1608
  Mrv0541 02231215352D          

 26 29  0  0  0  0            999 V2000
    5.2216   -2.9223    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    2.4395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    1.2021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.2725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8463   -0.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    2.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    2.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    2.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -0.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -0.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -1.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -1.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -2.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -2.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -2.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -2.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -1.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3 11  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  4 15  1  0  0  0  0
  5 26  3  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 23 25  2  0  0  0  0
M  END

HMDB0015546
     RDKit          3D
Propericiazine
 49 52  0  0  0  0  0  0  0  0999 V2000
    2.1168    5.5658    2.0071 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760    4.5559    1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754    3.2888    1.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825    2.9996    1.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    1.7770    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847    0.8567    0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    1.0877    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3827    2.3475    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.1460   -0.2179 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6274    0.5677   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    0.4723    0.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6211    0.9500    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3093    0.1766   -0.3981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709   -1.1588    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -1.7042   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0628   -0.8929   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0592   -0.7688   -0.9705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    0.4962    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    0.8992   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3877   -1.1566   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795   -2.0253   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053   -3.3045   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0809   -3.7825   -1.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -2.9419   -0.9027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6517   -1.6812   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286   -0.7191    0.2531 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1027    3.7465    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490    1.5230    1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419    2.6030    0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1583   -0.0534   -1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    1.6332   -0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.6331    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069    1.0074    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5615    1.9978    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1834    1.0578    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -1.8326   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5802   -1.1914    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9871   -2.7347   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309   -1.7703   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5363   -1.3711    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6942   -0.3977   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.2191    0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    0.4152    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8909    0.5638   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836    1.9827   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -1.7584   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.9507   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -4.7679   -1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043   -3.3394   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  8  3  1  0
 19 13  1  0
 25 20  1  0
 26  6  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
M  END

1608
  Mrv0541 02231215352D          

 26 29  0  0  0  0            999 V2000
    5.2216   -2.9223    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    2.4395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    1.2021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.2725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8463   -0.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    2.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    2.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    2.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -0.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -0.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -1.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -1.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -2.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -2.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -1.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -2.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -2.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -1.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3 11  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  4 15  1  0  0  0  0
  5 26  3  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015546

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2

> <INCHI_KEY>
LUALIOATIOESLM-UHFFFAOYSA-N

> <FORMULA>
C21H23N3OS

> <MOLECULAR_WEIGHT>
365.492

> <EXACT_MASS>
365.156183063

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.87292028052372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-[3-(4-hydroxypiperidin-1-yl)propyl]-10H-phenothiazine-2-carbonitrile

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
3.1051113470000002

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.179288989266738

> <JCHEM_PKA_STRONGEST_BASIC>
8.37418913324778

> <JCHEM_POLAR_SURFACE_AREA>
50.5

> <JCHEM_REFRACTIVITY>
108.39740000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propericiazine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015546
     RDKit          3D
Propericiazine
 49 52  0  0  0  0  0  0  0  0999 V2000
    2.1168    5.5658    2.0071 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760    4.5559    1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754    3.2888    1.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825    2.9996    1.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    1.7770    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847    0.8567    0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    1.0877    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3827    2.3475    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.1460   -0.2179 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6274    0.5677   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    0.4723    0.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6211    0.9500    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3093    0.1766   -0.3981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709   -1.1588    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -1.7042   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0628   -0.8929   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0592   -0.7688   -0.9705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    0.4962    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    0.8992   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3877   -1.1566   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795   -2.0253   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053   -3.3045   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0809   -3.7825   -1.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -2.9419   -0.9027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6517   -1.6812   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286   -0.7191    0.2531 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1027    3.7465    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490    1.5230    1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419    2.6030    0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1583   -0.0534   -1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    1.6332   -0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.6331    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069    1.0074    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5615    1.9978    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1834    1.0578    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -1.8326   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5802   -1.1914    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9871   -2.7347   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309   -1.7703   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5363   -1.3711    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6942   -0.3977   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.2191    0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    0.4152    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8909    0.5638   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836    1.9827   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -1.7584   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.9507   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -4.7679   -1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043   -3.3394   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  8  3  1  0
 19 13  1  0
 25 20  1  0
 26  6  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1608                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       9.747  -5.455   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       3.080   4.554   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       7.080   2.244   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       9.747  -2.375   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      16.513  -1.563   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.747   1.474   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.080   3.784   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.413   3.784   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.413   2.244   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747   4.554   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.414   1.474   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.414  -0.066   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.747  -0.836   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.081  -3.145   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.414  -3.145   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.081  -4.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.414  -4.685   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.457  -2.322   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.037  -2.322   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.457  -5.508   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.037  -5.508   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.852  -3.113   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.642  -3.113   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.852  -4.717   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.642  -4.717   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.183  -2.338   0.000  0.00  0.00           C+0
CONECT    1   16   17                                                       
CONECT    2    8                                                            
CONECT    3    6    7   11                                                  
CONECT    4   13   14   15                                                  
CONECT    5   26                                                            
CONECT    6    3    9                                                       
CONECT    7    3   10                                                       
CONECT    8    2    9   10                                                  
CONECT    9    6    8                                                       
CONECT   10    7    8                                                       
CONECT   11    3   12                                                       
CONECT   12   11   13                                                       
CONECT   13    4   12                                                       
CONECT   14    4   16   18                                                  
CONECT   15    4   17   19                                                  
CONECT   16    1   14   20                                                  
CONECT   17    1   15   21                                                  
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   24                                                       
CONECT   21   17   25                                                       
CONECT   22   18   24   26                                                  
CONECT   23   19   25                                                       
CONECT   24   20   22                                                       
CONECT   25   21   23                                                       
CONECT   26    5   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0015546
HETATM    1  N1  UNL     1       2.117   5.566   2.007  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.576   4.556   1.726  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.175   3.289   1.386  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.482   3.000   1.641  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.001   1.777   1.295  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.185   0.857   0.693  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.878   1.088   0.415  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.383   2.347   0.781  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.002   0.146  -0.218  1.00  0.00           N  
HETATM   10  C8  UNL     1       0.627   0.568  -0.409  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.198   0.472   0.856  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.621   0.950   0.611  1.00  0.00           C  
HETATM   13  N3  UNL     1      -2.309   0.177  -0.398  1.00  0.00           N  
HETATM   14  C11 UNL     1      -2.571  -1.159   0.042  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.879  -1.704  -0.497  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.063  -0.893  -0.020  1.00  0.00           C  
HETATM   17  O1  UNL     1      -6.059  -0.769  -0.971  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.557   0.496   0.348  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.550   0.899  -0.689  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.388  -1.157  -0.639  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.479  -2.025  -1.235  1.00  0.00           C  
HETATM   22  C18 UNL     1       1.805  -3.304  -1.652  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.081  -3.783  -1.488  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.991  -2.942  -0.903  1.00  0.00           C  
HETATM   25  C21 UNL     1       3.652  -1.681  -0.497  1.00  0.00           C  
HETATM   26  S1  UNL     1       4.929  -0.719   0.253  1.00  0.00           S  
HETATM   27  H1  UNL     1       5.103   3.747   2.117  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.049   1.523   1.491  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.342   2.603   0.578  1.00  0.00           H  
HETATM   30  H4  UNL     1       0.158  -0.053  -1.197  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.551   1.633  -0.757  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.330  -0.633   1.098  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.207   1.007   1.715  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.561   1.998   0.191  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.183   1.058   1.553  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.766  -1.833  -0.294  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.580  -1.191   1.149  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.987  -2.735  -0.117  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.831  -1.770  -1.604  1.00  0.00           H  
HETATM   40  H14 UNL     1      -5.536  -1.371   0.874  1.00  0.00           H  
HETATM   41  H15 UNL     1      -5.694  -0.398  -1.815  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.405   1.219   0.420  1.00  0.00           H  
HETATM   43  H17 UNL     1      -4.104   0.415   1.359  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.891   0.564  -1.706  1.00  0.00           H  
HETATM   45  H19 UNL     1      -3.384   1.983  -0.745  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.456  -1.758  -1.398  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.072  -3.951  -2.111  1.00  0.00           H  
HETATM   48  H22 UNL     1       3.367  -4.768  -1.800  1.00  0.00           H  
HETATM   49  H23 UNL     1       5.004  -3.339  -0.779  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   26
CONECT    7    8    8    9
CONECT    8   29
CONECT    9   10   20
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   19
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   18   40
CONECT   17   41
CONECT   18   19   42   43
CONECT   19   44   45
CONECT   20   21   21   25
CONECT   21   22   46
CONECT   22   23   23   47
CONECT   23   24   48
CONECT   24   25   25   49
CONECT   25   26
END

HMDB0015546
     RDKit          3D
Propericiazine
 49 52  0  0  0  0  0  0  0  0999 V2000
    2.1168    5.5658    2.0071 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760    4.5559    1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754    3.2888    1.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825    2.9996    1.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    1.7770    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847    0.8567    0.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    1.0877    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3827    2.3475    0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.1460   -0.2179 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6274    0.5677   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    0.4723    0.8555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6211    0.9500    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3093    0.1766   -0.3981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709   -1.1588    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -1.7042   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0628   -0.8929   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0592   -0.7688   -0.9705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    0.4962    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    0.8992   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3877   -1.1566   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795   -2.0253   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053   -3.3045   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0809   -3.7825   -1.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -2.9419   -0.9027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6517   -1.6812   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286   -0.7191    0.2531 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1027    3.7465    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490    1.5230    1.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419    2.6030    0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1583   -0.0534   -1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    1.6332   -0.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.6331    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069    1.0074    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5615    1.9978    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1834    1.0578    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -1.8326   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5802   -1.1914    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9871   -2.7347   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309   -1.7703   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5363   -1.3711    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6942   -0.3977   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.2191    0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    0.4152    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8909    0.5638   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836    1.9827   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -1.7584   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.9507   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -4.7679   -1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043   -3.3394   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  8  3  1  0
 19 13  1  0
 25 20  1  0
 26  6  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-(3-(4-Hydroxypiperidino)propyl)phenothiazine-2-carbonitrile	ChEBI
2-Cyano-10-(3-(4-hydroxy-1-piperidyl)propyl)phenothiazine	ChEBI
2-Cyano-10-(3-(4-hydroxypiperidino)propyl)phenothiazine	ChEBI
Cyano-3 ((hydroxy-4 piperidyl-1)-3 propyl)-10 phenothiazine	ChEBI
Periciazina	ChEBI
Periciazinum	ChEBI
Piperocyanomazine	ChEBI
Periciazine	Kegg
Neuleptil	Kegg
Pericyazine	HMDB
Aolept	HMDB
Neuleptyl	HMDB
Propericiazine	ChEBI

Chemical Formula

C₂₁H₂₃N₃OS

Average Molecular Weight

365.492

Monoisotopic Molecular Weight

365.156183063

IUPAC Name

10-[3-(4-hydroxypiperidin-1-yl)propyl]-10H-phenothiazine-2-carbonitrile

Traditional Name

propericiazine

CAS Registry Number

2622-26-6

SMILES

OC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1

InChI Identifier

InChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2

InChI Key

LUALIOATIOESLM-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
Para-thiazine
Piperidine
Benzenoid
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Carbonitrile
Nitrile
Azacycle
Thioether
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:31981 )
nitrile (CHEBI:31981 )
hydroxypiperidine (CHEBI:31981 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015546)

Source

Exogenous

Exogenous (HMDB: HMDB0015546)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116 - 117 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.059 g/L	Not Available
LogP	3.52	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	186.622	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001155

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.059 g/L	ALOGPS
logP	3.78	ALOGPS
logP	3.11	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	15.18	ChemAxon
pKa (Strongest Basic)	8.37	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.5 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.4 m³·mol⁻¹	ChemAxon
Polarizability	40.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	183.715	31661259
DarkChem	[M-H]-	181.458	31661259
DeepCCS	[M+H]+	185.666	30932474
DeepCCS	[M-H]-	183.275	30932474
DeepCCS	[M-2H]-	217.302	30932474
DeepCCS	[M+Na]+	192.729	30932474
AllCCS	[M+H]+	186.3	32859911
AllCCS	[M+H-H2O]+	183.7	32859911
AllCCS	[M+NH4]+	188.6	32859911
AllCCS	[M+Na]+	189.3	32859911
AllCCS	[M-H]-	184.6	32859911
AllCCS	[M+Na-2H]-	184.4	32859911
AllCCS	[M+HCOO]-	184.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.58 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6505 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	105.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1005.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	102.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	332.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	391.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	682.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	814.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	287.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	984.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	220.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	334.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	617.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	489.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	80.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propericiazine	OC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1	4251.2	Standard polar	33892256
Propericiazine	OC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1	3308.8	Standard non polar	33892256
Propericiazine	OC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1	3454.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propericiazine,1TMS,isomer #1	C[Si](C)(C)OC1CCN(CCCN2C3=CC=CC=C3SC3=CC=C(C#N)C=C32)CC1	3307.3	Semi standard non polar	33892256
Propericiazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCN(CCCN2C3=CC=CC=C3SC3=CC=C(C#N)C=C32)CC1	3499.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Propericiazine EI-B (Non-derivatized)	splash10-03xu-7932000000-163720fa7ee8e5adf313	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Propericiazine EI-B (Non-derivatized)	splash10-03di-4931000000-bc6eaf361b17af48a30f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Propericiazine EI-B (Non-derivatized)	splash10-03xu-7932000000-163720fa7ee8e5adf313	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Propericiazine EI-B (Non-derivatized)	splash10-03di-4931000000-bc6eaf361b17af48a30f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propericiazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0btl-9443000000-0bf7e572c89eab0eebe0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propericiazine GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9532200000-0fac63dfe3ca1b1e5d68	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propericiazine 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 - Propericiazine 10V, Positive-QTOF	splash10-00kb-0009000000-ea2a928d0b477b642d28	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 20V, Positive-QTOF	splash10-00kb-1319000000-d734a3c87a7e3896e919	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 40V, Positive-QTOF	splash10-05x0-4941000000-090633fd54a2d8de3a65	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 10V, Negative-QTOF	splash10-03di-0009000000-2c21e3a159ee7e81d892	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 20V, Negative-QTOF	splash10-0nvj-0094000000-6287516a8e31f1411d1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 40V, Negative-QTOF	splash10-00di-4690000000-8c2afe6a37eb44b04235	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 10V, Positive-QTOF	splash10-014i-0009000000-3bd5b70543953e9fd1fa	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 20V, Positive-QTOF	splash10-00xu-0907000000-bed0c5fa41577c9ffdc3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 40V, Positive-QTOF	splash10-00di-7794000000-f64312cc0eaedb856528	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 10V, Negative-QTOF	splash10-03di-0009000000-b9605fed856fbbd87811	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 20V, Negative-QTOF	splash10-03di-0059000000-7912c18269b0b9534e79	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propericiazine 40V, Negative-QTOF	splash10-00di-0292000000-ff380871c3b00965659f	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01608	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01608	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01608

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4585

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Periciazine

METLIN ID

Not Available

PubChem Compound

4747

PDB ID

Not Available

ChEBI ID

31981

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

Not Available

Enzymes

Enzyme Details

1. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

References

Tsukamoto T, Asakura M, Hirata N, Imafuku J, Matsui H, Hasegawa K: Interaction of neuroleptics and antidepressants with rat brain alpha 2-receptors: a possible relationship between alpha 2-receptor antagonism and antidepressant action. Biol Psychiatry. 1984 Sep;19(9):1283-91. [PubMed:6149771 ]

Enzyme Details

2. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. D(1A) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase
Gene Name:: DRD1
Uniprot ID:: P21728
Molecular weight:: 49292.8

References

Kanba S, Suzuki E, Nomura S, Nakaki T, Yagi G, Asai M, Richelson E: Affinity of neuroleptics for D1 receptor of human brain striatum. J Psychiatry Neurosci. 1994 Jul;19(4):265-9. [PubMed:7918347 ]

Showing metabocard for Propericiazine (HMDB0015546)

MOL for HMDB0015546 (Propericiazine)

3D MOL for HMDB0015546 (Propericiazine)

3D SDF for HMDB0015546 (Propericiazine)

3D-SDF for HMDB0015546 (Propericiazine)

PDB for HMDB0015546 (Propericiazine)

3D PDB for HMDB0015546 (Propericiazine)

SMILES for HMDB0015546 (Propericiazine)

INCHI for HMDB0015546 (Propericiazine)

Structure for HMDB0015546 (Propericiazine)

3D Structure for HMDB0015546 (Propericiazine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References