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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014516

Secondary Accession Numbers

HMDB14516

Metabolite Identification

Common Name

Thiethylperazine

Description

Thiethylperazine, also known as tietilperazina or norzine, 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. Thiethylperazine (Torecan) is an antiemetic of the phenothiazine class. Thiethylperazine is a drug which is used for the treatment or relief of nausea and vomiting. Thiethylperazine is a very strong basic compound (based on its pKa). Thiethylperazine activates the transport protein ABCC1 that clears beta-amyloid from brains of mice. Though it was never licensed or used as an antipsychotic, it may have such effects.

Structure

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

372
  Mrv0541 02231214382D          

 27 30  0  0  0  0            999 V2000
    5.2216   -2.6666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -0.9969    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    1.4578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    2.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    2.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -1.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -1.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -0.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -0.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -2.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -2.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -1.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5623   -0.9914    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 21  1  0  0  0  0
  2 26  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  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 22  2  0  0  0  0
 18 21  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 24 25  2  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0014516
     RDKit          3D
Thiethylperazine
 56 59  0  0  0  0  0  0  0  0999 V2000
    6.0883   -3.6336    0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4860   -3.9346   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559   -3.3805   -0.6395 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -1.6068   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -0.8753   -0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8303    0.4945   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    1.1557   -0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4522    0.4704   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159   -0.9183   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    1.0932   -0.5225 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0062    0.2325   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813   -0.4739    0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943   -1.3452    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656   -0.5206   -0.1862 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2488    0.3169    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548    0.8977    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4746   -0.1580    0.0551 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3119   -0.5268    1.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653   -1.2669   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -1.1347   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9464    2.5033   -0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    2.9964   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    4.3688   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3970    5.2920   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6741    4.7722   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    3.4349   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6426    2.9538   -0.3013 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4026   -2.9588    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0608   -3.1212    0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838   -4.5834    1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -3.4341   -1.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5354   -5.0231   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8183   -1.3818   -0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7396    1.0709   -0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891   -1.5107   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -0.5308   -1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    0.6945   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    0.2457    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.0517    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -2.0544   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.9468    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -0.2369    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5791    1.1602    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    1.5624    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443    1.4390   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8153   -0.4746    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6200   -1.5972    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2769    0.0482    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5919   -1.3664   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0954   -2.2469   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064   -0.6543   -2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1601   -2.1795   -1.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112    2.3675   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444    4.7173   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479    6.3389   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807    5.5010   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 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
 17 18  1  0
 17 19  1  0
 19 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
  9  4  1  0
 20 14  1  0
 26 21  1  0
 27  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
M  END

372
  Mrv0541 02231214382D          

 27 30  0  0  0  0            999 V2000
    5.2216   -2.6666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -0.9969    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    1.4578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    2.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    2.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0786    2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -1.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -1.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -0.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -0.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7699   -2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209   -2.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -2.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -1.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5623   -0.9914    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 21  1  0  0  0  0
  2 26  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  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 22  2  0  0  0  0
 18 21  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  2  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 24 25  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014516

> <DATABASE_NAME>
hmdb

> <SMILES>
CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3

> <INCHI_KEY>
XCTYLCDETUVOIP-UHFFFAOYSA-N

> <FORMULA>
C22H29N3S2

> <MOLECULAR_WEIGHT>
399.616

> <EXACT_MASS>
399.180289323

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
46.52630828989337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
4.659322273666666

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.395003084839797

> <JCHEM_POLAR_SURFACE_AREA>
9.72

> <JCHEM_REFRACTIVITY>
122.55830000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiethylperazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014516
     RDKit          3D
Thiethylperazine
 56 59  0  0  0  0  0  0  0  0999 V2000
    6.0883   -3.6336    0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4860   -3.9346   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559   -3.3805   -0.6395 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -1.6068   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -0.8753   -0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8303    0.4945   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    1.1557   -0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4522    0.4704   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159   -0.9183   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    1.0932   -0.5225 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0062    0.2325   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813   -0.4739    0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943   -1.3452    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656   -0.5206   -0.1862 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2488    0.3169    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548    0.8977    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4746   -0.1580    0.0551 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3119   -0.5268    1.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653   -1.2669   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -1.1347   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9464    2.5033   -0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    2.9964   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    4.3688   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3970    5.2920   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6741    4.7722   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    3.4349   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6426    2.9538   -0.3013 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4026   -2.9588    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0608   -3.1212    0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838   -4.5834    1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -3.4341   -1.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5354   -5.0231   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8183   -1.3818   -0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7396    1.0709   -0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891   -1.5107   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -0.5308   -1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    0.6945   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    0.2457    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.0517    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -2.0544   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.9468    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -0.2369    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5791    1.1602    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    1.5624    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443    1.4390   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8153   -0.4746    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6200   -1.5972    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2769    0.0482    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5919   -1.3664   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0954   -2.2469   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064   -0.6543   -2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1601   -2.1795   -1.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112    2.3675   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444    4.7173   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479    6.3389   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807    5.5010   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 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
 17 18  1  0
 17 19  1  0
 19 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
  9  4  1  0
 20 14  1  0
 26 21  1  0
 27  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 372                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       9.747  -4.978   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      15.183  -1.861   0.000  0.00  0.00           S+0
HETATM    3  N   UNK     0       7.080   2.721   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       4.413   4.261   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       9.747  -1.898   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.747   1.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.080   4.261   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.414   1.951   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.413   2.721   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747   5.031   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.414   0.412   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.747  -0.358   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080   5.031   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.081  -2.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.414  -2.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.081  -4.208   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.414  -4.208   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.457  -1.845   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.037  -1.845   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.457  -5.031   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.852  -2.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.037  -5.031   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.852  -4.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.642  -2.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.642  -4.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.519  -2.626   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.850  -1.851   0.000  0.00  0.00           C+0
CONECT    1   16   17                                                       
CONECT    2   21   26                                                       
CONECT    3    6    7    8                                                  
CONECT    4    9   10   13                                                  
CONECT    5   12   14   15                                                  
CONECT    6    3    9                                                       
CONECT    7    3   10                                                       
CONECT    8    3   11                                                       
CONECT    9    4    6                                                       
CONECT   10    4    7                                                       
CONECT   11    8   12                                                       
CONECT   12    5   11                                                       
CONECT   13    4                                                            
CONECT   14    5   16   18                                                  
CONECT   15    5   17   19                                                  
CONECT   16    1   14   20                                                  
CONECT   17    1   15   22                                                  
CONECT   18   14   21                                                       
CONECT   19   15   24                                                       
CONECT   20   16   23                                                       
CONECT   21    2   18   23                                                  
CONECT   22   17   25                                                       
CONECT   23   20   21                                                       
CONECT   24   19   25                                                       
CONECT   25   22   24                                                       
CONECT   26    2   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0014516
HETATM    1  C1  UNL     1       6.088  -3.634   0.780  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.486  -3.935  -0.568  1.00  0.00           C  
HETATM    3  S1  UNL     1       3.756  -3.381  -0.640  1.00  0.00           S  
HETATM    4  C3  UNL     1       3.711  -1.607  -0.543  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.869  -0.875  -0.441  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.830   0.494  -0.365  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.631   1.156  -0.390  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.452   0.470  -0.490  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.516  -0.918  -0.566  1.00  0.00           C  
HETATM   10  N1  UNL     1       1.150   1.093  -0.522  1.00  0.00           N  
HETATM   11  C9  UNL     1       0.006   0.232  -0.612  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.381  -0.474   0.636  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.594  -1.345   0.282  1.00  0.00           C  
HETATM   14  N2  UNL     1      -2.666  -0.521  -0.186  1.00  0.00           N  
HETATM   15  C12 UNL     1      -3.249   0.317   0.803  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.555   0.898   0.311  1.00  0.00           C  
HETATM   17  N3  UNL     1      -5.475  -0.158   0.055  1.00  0.00           N  
HETATM   18  C14 UNL     1      -6.312  -0.527   1.157  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.965  -1.267  -0.674  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.549  -1.135  -1.117  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.946   2.503  -0.453  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.350   2.996  -0.475  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.615   4.369  -0.397  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.397   5.292  -0.296  1.00  0.00           C  
HETATM   25  C21 UNL     1       1.674   4.772  -0.276  1.00  0.00           C  
HETATM   26  C22 UNL     1       1.937   3.435  -0.351  1.00  0.00           C  
HETATM   27  S2  UNL     1       3.643   2.954  -0.301  1.00  0.00           S  
HETATM   28  H1  UNL     1       5.403  -2.959   1.331  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.061  -3.121   0.668  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.184  -4.583   1.349  1.00  0.00           H  
HETATM   31  H4  UNL     1       6.106  -3.434  -1.339  1.00  0.00           H  
HETATM   32  H5  UNL     1       5.535  -5.023  -0.815  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.818  -1.382  -0.421  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.740   1.071  -0.285  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.589  -1.511  -0.657  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.237  -0.531  -1.421  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.917   0.694  -1.025  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.802   0.246   1.406  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.350  -1.052   1.170  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.312  -2.054  -0.510  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.844  -1.947   1.177  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.377  -0.237   1.759  1.00  0.00           H  
HETATM   43  H16 UNL     1      -2.579   1.160   1.014  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.938   1.562   1.106  1.00  0.00           H  
HETATM   45  H18 UNL     1      -4.344   1.439  -0.628  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.815  -0.475   2.129  1.00  0.00           H  
HETATM   47  H20 UNL     1      -6.620  -1.597   0.990  1.00  0.00           H  
HETATM   48  H21 UNL     1      -7.277   0.048   1.158  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.592  -1.366  -1.609  1.00  0.00           H  
HETATM   50  H23 UNL     1      -5.095  -2.247  -0.154  1.00  0.00           H  
HETATM   51  H24 UNL     1      -3.506  -0.654  -2.138  1.00  0.00           H  
HETATM   52  H25 UNL     1      -3.160  -2.180  -1.306  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.211   2.368  -0.539  1.00  0.00           H  
HETATM   54  H27 UNL     1      -1.644   4.717  -0.417  1.00  0.00           H  
HETATM   55  H28 UNL     1       0.148   6.339  -0.239  1.00  0.00           H  
HETATM   56  H29 UNL     1       2.481   5.501  -0.196  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   33
CONECT    6    7    7   34
CONECT    7    8   27
CONECT    8    9    9   10
CONECT    9   35
CONECT   10   11   21
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   20
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   19
CONECT   18   46   47   48
CONECT   19   20   49   50
CONECT   20   51   52
CONECT   21   22   22   26
CONECT   22   23   53
CONECT   23   24   24   54
CONECT   24   25   55
CONECT   25   26   26   56
CONECT   26   27
END

HMDB0014516
     RDKit          3D
Thiethylperazine
 56 59  0  0  0  0  0  0  0  0999 V2000
    6.0883   -3.6336    0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4860   -3.9346   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559   -3.3805   -0.6395 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -1.6068   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -0.8753   -0.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8303    0.4945   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    1.1557   -0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4522    0.4704   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159   -0.9183   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    1.0932   -0.5225 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0062    0.2325   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813   -0.4739    0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5943   -1.3452    0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6656   -0.5206   -0.1862 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2488    0.3169    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548    0.8977    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4746   -0.1580    0.0551 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3119   -0.5268    1.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653   -1.2669   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -1.1347   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9464    2.5033   -0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    2.9964   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    4.3688   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3970    5.2920   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6741    4.7722   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    3.4349   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6426    2.9538   -0.3013 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4026   -2.9588    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0608   -3.1212    0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838   -4.5834    1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -3.4341   -1.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5354   -5.0231   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8183   -1.3818   -0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7396    1.0709   -0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891   -1.5107   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2370   -0.5308   -1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    0.6945   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    0.2457    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.0517    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -2.0544   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.9468    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -0.2369    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5791    1.1602    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    1.5624    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3443    1.4390   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8153   -0.4746    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6200   -1.5972    0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2769    0.0482    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5919   -1.3664   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0954   -2.2469   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064   -0.6543   -2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1601   -2.1795   -1.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112    2.3675   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444    4.7173   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479    6.3389   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807    5.5010   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 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
 17 18  1  0
 17 19  1  0
 19 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
  9  4  1  0
 20 14  1  0
 26 21  1  0
 27  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine	ChEBI
3-Ethylmercapto-10-(1'-methylpiperazinyl-4'-propyl)phenothiazine	ChEBI
Ethylthioperazine	ChEBI
Thiethylperazinum	ChEBI
Tietilperazina	ChEBI
Theithylperazine	HMDB
Norzine	HMDB
Thiethlperazine novartis brand	HMDB
Novartis brand OF thiethlperazine	HMDB
Novartis brand OF thiethlperazine maleate	HMDB
Torecan	HMDB
Purdue frederick brand OF thiethlperazine	HMDB
Thiethylperazine maleate (2:1)	HMDB
Thiethylperazine malate	HMDB
Roxane brand OF thiethlperazine maleate	HMDB

Chemical Formula

C₂₂H₂₉N₃S₂

Average Molecular Weight

399.616

Monoisotopic Molecular Weight

399.180289323

IUPAC Name

2-(ethylsulfanyl)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine

Traditional Name

thiethylperazine

CAS Registry Number

1420-55-9

SMILES

CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1

InChI Identifier

InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3

InChI Key

XCTYLCDETUVOIP-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
Thiophenol ether
Alkylarylthioether
N-alkylpiperazine
N-methylpiperazine
1,4-diazinane
Piperazine
Para-thiazine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Sulfenyl compound
Azacycle
Thioether
Organopnictogen compound
Organic nitrogen compound
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:9544 )
N-methylpiperazine (CHEBI:9544 )

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: HMDB0014516)

Source

Exogenous

Exogenous (HMDB: HMDB0014516)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	62 - 64 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0049 g/L	Not Available
LogP	5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0049 g/L	ALOGPS
logP	5.12	ALOGPS
logP	4.66	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	8.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.56 m³·mol⁻¹	ChemAxon
Polarizability	46.53 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.104	31661259
DarkChem	[M-H]-	191.085	31661259
DeepCCS	[M+H]+	197.513	30932474
DeepCCS	[M-H]-	195.155	30932474
DeepCCS	[M-2H]-	229.374	30932474
DeepCCS	[M+Na]+	204.6	30932474
AllCCS	[M+H]+	196.8	32859911
AllCCS	[M+H-H2O]+	194.5	32859911
AllCCS	[M+NH4]+	198.9	32859911
AllCCS	[M+Na]+	199.5	32859911
AllCCS	[M-H]-	187.9	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	187.7	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.	4.24 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3425 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.73 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	53.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1297.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	196.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	183.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	103.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	450.7 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	506.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	454.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1134.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	368.1 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	1060.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	390.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	400.0 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	44.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thiethylperazine	CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1	4376.8	Standard polar	33892256
Thiethylperazine	CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1	3246.8	Standard non polar	33892256
Thiethylperazine	CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1	3198.6	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 - Thiethylperazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-8497000000-f74869de3204be504dbd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiethylperazine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine LC-ESI-QTOF , positive-QTOF	splash10-0udi-0000900000-66239882c220302aee87	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine LC-ESI-QTOF , positive-QTOF	splash10-0udi-0400900000-67c33b4bb0599ec5f25e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine LC-ESI-QTOF , positive-QTOF	splash10-01ox-1920000000-8306550db4ba65e81586	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine LC-ESI-QTOF , positive-QTOF	splash10-03kc-6960000000-91d197f5c5cc7ac38c4d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine LC-ESI-QTOF , positive-QTOF	splash10-0229-9560000000-c669a4875fb62a347fb8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine 40V, Positive-QTOF	splash10-03kc-6960000000-ba218ca641621272975f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine 40V, Positive-QTOF	splash10-03kc-6960000000-91d197f5c5cc7ac38c4d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine 50V, Positive-QTOF	splash10-0229-9560000000-c669a4875fb62a347fb8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine 10V, Positive-QTOF	splash10-0udi-0000900000-66239882c220302aee87	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine 30V, Positive-QTOF	splash10-01ox-1920000000-8306550db4ba65e81586	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiethylperazine 20V, Positive-QTOF	splash10-0udi-0400900000-67c33b4bb0599ec5f25e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 10V, Positive-QTOF	splash10-0udi-2215900000-ffc07dcb1f848c67b2b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 20V, Positive-QTOF	splash10-0ikc-9635300000-38c5898c5d89ce67fff5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 40V, Positive-QTOF	splash10-0btm-9811000000-ed022855ffaf130a53ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 10V, Negative-QTOF	splash10-00ds-1009000000-e8c4718debea1fbf8c96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 20V, Negative-QTOF	splash10-01zi-2196000000-47bccb0c653426fe5a15	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 40V, Negative-QTOF	splash10-03e9-9110000000-d488161115936197120f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 10V, Positive-QTOF	splash10-0udi-0000900000-22f8c85c679f2cb0cec8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 20V, Positive-QTOF	splash10-0udi-0602900000-2ce311ad52ed4f19efc7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 40V, Positive-QTOF	splash10-03dj-8900000000-319d6d5b42e0e8cf8a51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 10V, Negative-QTOF	splash10-0002-0009000000-6b7375ca4853bed38f1f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 20V, Negative-QTOF	splash10-0002-1019000000-544a1cdfca76fee600aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiethylperazine 40V, Negative-QTOF	splash10-0a59-0194000000-fffb2236b37f622bed09	2021-09-23	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 DB00372	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00372	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00372

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5245

KEGG Compound ID

C07132

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thiethylperazine

METLIN ID

Not Available

PubChem Compound

5440

PDB ID

Not Available

ChEBI ID

9544

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

Maurer H, Pfleger K: Identification of phenothiazine antihistamines and their metabolites in urine. Arch Toxicol. 1988;62(2-3):185-91. [PubMed:2904251 ]

Enzymes

Enzyme Details

1. D(2) 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 inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

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 ]
Briani C, Cagnin A, Chierichetti F, Tiberio M, Battistin L, Pizzolato G: Thiethylperazine-induced parkinsonism: in vivo demonstration of dopamine D2 receptors blockade. Eur J Neurol. 2004 Oct;11(10):709-10. [PubMed:15469457 ]

Enzyme Details

2. D(4) 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 inhibit adenylyl cyclase
Gene Name:: DRD4
Uniprot ID:: P21917
Molecular weight:: 48359.9

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 ]

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

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 ]

Showing metabocard for Thiethylperazine (HMDB0014516)

MOL for HMDB0014516 (Thiethylperazine)

3D MOL for HMDB0014516 (Thiethylperazine)

3D SDF for HMDB0014516 (Thiethylperazine)

3D-SDF for HMDB0014516 (Thiethylperazine)

PDB for HMDB0014516 (Thiethylperazine)

3D PDB for HMDB0014516 (Thiethylperazine)

SMILES for HMDB0014516 (Thiethylperazine)

INCHI for HMDB0014516 (Thiethylperazine)

Structure for HMDB0014516 (Thiethylperazine)

3D Structure for HMDB0014516 (Thiethylperazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References