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enzymes (5)transporters (1) Show 6 proteins

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

HMDB0015560

Secondary Accession Numbers

HMDB15560

Metabolite Identification

Common Name

Thiothixene

Description

Thiothixene is only found in individuals that have used or taken this drug. It is a thioxanthine used as an antipsychotic agent. Its effects are similar to the phenothiazine antipsychotics. [PubChem]Thiothixene acts as an antagonist (blocking agent) on different postsysnaptic receptors -on dopaminergic-receptors (subtypes D1, D2, D3 and D4 - different antipsychotic properties on productive and unproductive symptoms), on serotonergic-receptors (5-HT1 and 5-HT2, with anxiolytic, antidepressive and antiaggressive properties as well as an attenuation of extrapypramidal side-effects, but also leading to weight gain, fall in blood pressure, sedation and ejaculation difficulties), on histaminergic-receptors (H1-receptors, sedation, antiemesis, vertigo, fall in blood pressure and weight gain), alpha1/alpha2-receptors (antisympathomimetic properties, lowering of blood pressure, reflex tachycardia, vertigo, sedation, hypersalivation and incontinence as well as sexual dysfunction, but may also attenuate pseudoparkinsonism - controversial) and finally on muscarinic (cholinergic) M1/M2-receptors (causing anticholinergic symptoms like dry mouth, blurred vision, obstipation, difficulty/inability to urinate, sinus tachycardia, ECG-changes and loss of memory, but the anticholinergic action may attenuate extrapyramidal side-effects).

Structure

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

1623
  Mrv0541 02231215362D          

 30 33  0  0  0  0            999 V2000
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3466   -0.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1771   -1.7099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073    2.2830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4747   -0.5818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4219    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    0.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1  7  1  0  0  0  0
  1 22  1  0  0  0  0
  2 19  1  0  0  0  0
  2 21  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 14  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 24  2  0  0  0  0
 19 23  1  0  0  0  0
 20 22  2  0  0  0  0
 21 26  2  0  0  0  0
 22 25  1  0  0  0  0
 23 25  2  0  0  0  0
 24 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

HMDB0015560
     RDKit          3D
Thiothixene
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.7590   -3.1686   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336   -1.8345   -0.5146 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0393   -1.5083    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1655   -0.2522    0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.6192    0.3610 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    0.5875    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    0.2518   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    1.6112   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790    2.0435    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    3.5135   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    4.2571   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136    5.6054   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9606    6.2087   -0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    5.4522    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    4.1357    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    3.3041    1.4088 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    1.5858    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    0.7271    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0865   -0.6220    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.0802    1.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6337   -2.7872    1.0946 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.5107   -3.4635    2.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -3.1794    1.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -3.4120   -0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -3.1892   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.7584   -1.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235   -0.2123    0.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    1.1449    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668   -1.2828   -0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4047   -1.2779   -1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0561   -3.6689   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374   -3.7399    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8131   -3.2127   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974   -2.3073    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -1.2729    1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689    0.5015    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479    0.0827    1.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466    1.1632   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303    1.1760    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120   -0.2530    0.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6647   -0.3453   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439    2.3759   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132    3.8813   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    6.1506   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1479    7.2554   -0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7558    5.9413    0.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2562    1.0828    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8400   -1.3146    2.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427   -2.2068   -0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1254   -4.0385   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8539   -3.2451   -1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -1.9062   -1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4687   -2.4796   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -3.4922   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415   -0.6885    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5673   -2.3194   -0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029   -0.7338   -1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -0.2584   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3672   -1.9083   -2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 20 27  1  0
 27 28  2  0
  5 29  1  0
 29 30  1  0
 30  2  1  0
 28  9  1  0
 15 10  1  0
 28 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 18 47  1  0
 19 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
M  END

1623
  Mrv0541 02231215362D          

 30 33  0  0  0  0            999 V2000
    6.7619   -0.9970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -2.6670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3466   -0.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1771   -1.7099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    1.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073    2.2830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4747   -0.5818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4219    2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -1.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350   -2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0490   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975   -2.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    0.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1  7  1  0  0  0  0
  1 22  1  0  0  0  0
  2 19  1  0  0  0  0
  2 21  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 14  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 24  2  0  0  0  0
 19 23  1  0  0  0  0
 20 22  2  0  0  0  0
 21 26  2  0  0  0  0
 22 25  1  0  0  0  0
 23 25  2  0  0  0  0
 24 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015560

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3\C2=C\CCN2CCN(C)CC2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H29N3O2S2/c1-24(2)30(27,28)18-10-11-23-21(17-18)19(20-7-4-5-9-22(20)29-23)8-6-12-26-15-13-25(3)14-16-26/h4-5,7-11,17H,6,12-16H2,1-3H3/b19-8-

> <INCHI_KEY>
GFBKORZTTCHDGY-UWVJOHFNSA-N

> <FORMULA>
C23H29N3O2S2

> <MOLECULAR_WEIGHT>
443.625

> <EXACT_MASS>
443.170118567

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
50.346633294768345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9Z)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.3624241666666657

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.555898492519159

> <JCHEM_POLAR_SURFACE_AREA>
43.86000000000001

> <JCHEM_REFRACTIVITY>
137.8545

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiothixene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015560
     RDKit          3D
Thiothixene
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.7590   -3.1686   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336   -1.8345   -0.5146 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0393   -1.5083    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1655   -0.2522    0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.6192    0.3610 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    0.5875    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    0.2518   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    1.6112   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790    2.0435    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    3.5135   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    4.2571   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136    5.6054   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9606    6.2087   -0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    5.4522    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    4.1357    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    3.3041    1.4088 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    1.5858    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    0.7271    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0865   -0.6220    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.0802    1.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6337   -2.7872    1.0946 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.5107   -3.4635    2.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -3.1794    1.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -3.4120   -0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -3.1892   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.7584   -1.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235   -0.2123    0.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    1.1449    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668   -1.2828   -0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4047   -1.2779   -1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0561   -3.6689   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374   -3.7399    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8131   -3.2127   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974   -2.3073    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -1.2729    1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689    0.5015    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479    0.0827    1.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466    1.1632   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303    1.1760    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120   -0.2530    0.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6647   -0.3453   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439    2.3759   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132    3.8813   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    6.1506   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1479    7.2554   -0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7558    5.9413    0.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2562    1.0828    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8400   -1.3146    2.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427   -2.2068   -0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1254   -4.0385   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8539   -3.2451   -1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -1.9062   -1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4687   -2.4796   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -3.4922   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415   -0.6885    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5673   -2.3194   -0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029   -0.7338   -1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -0.2584   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3672   -1.9083   -2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 20 27  1  0
 27 28  2  0
  5 29  1  0
 29 30  1  0
 30  2  1  0
 28  9  1  0
 15 10  1  0
 28 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 18 47  1  0
 19 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1623                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      12.622  -1.861   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       7.186  -4.978   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      11.847  -0.530   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.397  -3.192   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.853   2.722   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      12.520   4.262   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      13.953  -1.086   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      11.187   1.952   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.853   4.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.520   2.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.187   5.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.519   1.952   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.519   0.412   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.854   5.032   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.186  -0.358   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.186  -1.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.519  -2.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.852  -2.668   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.519  -4.208   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.896  -1.845   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.852  -4.208   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.291  -2.636   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.896  -5.032   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.475  -1.845   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.291  -4.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.475  -5.032   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080  -2.636   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.080  -4.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.289  -1.851   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.947   0.454   0.000  0.00  0.00           C+0
CONECT    1    3    4    7   22                                             
CONECT    2   19   21                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    8    9   12                                                  
CONECT    6   10   11   14                                                  
CONECT    7    1   29   30                                                  
CONECT    8    5   10                                                       
CONECT    9    5   11                                                       
CONECT   10    6    8                                                       
CONECT   11    6    9                                                       
CONECT   12    5   13                                                       
CONECT   13   12   15                                                       
CONECT   14    6                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   19   20                                                  
CONECT   18   16   21   24                                                  
CONECT   19    2   17   23                                                  
CONECT   20   17   22                                                       
CONECT   21    2   18   26                                                  
CONECT   22    1   20   25                                                  
CONECT   23   19   25                                                       
CONECT   24   18   27                                                       
CONECT   25   22   23                                                       
CONECT   26   21   28                                                       
CONECT   27   24   28                                                       
CONECT   28   26   27                                                       
CONECT   29    7                                                            
CONECT   30    7                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0015560
HETATM    1  C1  UNL     1       5.759  -3.169  -0.754  1.00  0.00           C  
HETATM    2  N1  UNL     1       5.334  -1.834  -0.515  1.00  0.00           N  
HETATM    3  C2  UNL     1       5.039  -1.508   0.861  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.165  -0.252   0.864  1.00  0.00           C  
HETATM    5  N2  UNL     1       2.838  -0.619   0.361  1.00  0.00           N  
HETATM    6  C4  UNL     1       2.087   0.587   0.230  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.542   0.252  -0.095  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.016   1.611  -0.194  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.179   2.043   0.141  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.434   3.514  -0.042  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.528   4.257  -0.765  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.814   5.605  -1.027  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.961   6.209  -0.589  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.853   5.452   0.132  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.573   4.136   0.388  1.00  0.00           C  
HETATM   16  S1  UNL     1      -3.766   3.304   1.409  1.00  0.00           S  
HETATM   17  C14 UNL     1      -3.363   1.586   1.311  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.309   0.727   1.760  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.087  -0.622   1.705  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.914  -1.080   1.194  1.00  0.00           C  
HETATM   21  S2  UNL     1      -2.634  -2.787   1.095  1.00  0.00           S  
HETATM   22  O1  UNL     1      -3.511  -3.463   2.120  1.00  0.00           O  
HETATM   23  O2  UNL     1      -1.219  -3.179   1.309  1.00  0.00           O  
HETATM   24  N3  UNL     1      -3.185  -3.412  -0.444  1.00  0.00           N  
HETATM   25  C18 UNL     1      -4.620  -3.189  -0.575  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.516  -2.758  -1.547  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.923  -0.212   0.723  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.132   1.145   0.778  1.00  0.00           C  
HETATM   29  C22 UNL     1       2.967  -1.283  -0.925  1.00  0.00           C  
HETATM   30  C23 UNL     1       4.405  -1.278  -1.435  1.00  0.00           C  
HETATM   31  H1  UNL     1       5.056  -3.669  -1.453  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.737  -3.740   0.215  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.813  -3.213  -1.139  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.497  -2.307   1.387  1.00  0.00           H  
HETATM   35  H5  UNL     1       5.993  -1.273   1.363  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.569   0.501   0.170  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.048   0.083   1.906  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.447   1.163  -0.613  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.130   1.176   1.137  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.412  -0.253   0.910  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.665  -0.345  -0.959  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.744   2.376  -0.611  1.00  0.00           H  
HETATM   43  H13 UNL     1       0.413   3.881  -1.175  1.00  0.00           H  
HETATM   44  H14 UNL     1      -0.053   6.151  -1.609  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.148   7.255  -0.812  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.756   5.941   0.472  1.00  0.00           H  
HETATM   47  H17 UNL     1      -5.256   1.083   2.171  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.840  -1.315   2.068  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.943  -2.207  -0.214  1.00  0.00           H  
HETATM   50  H20 UNL     1      -5.125  -4.038  -0.035  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.854  -3.245  -1.660  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.098  -1.906  -1.966  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.469  -2.480  -1.306  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.439  -3.492  -2.383  1.00  0.00           H  
HETATM   55  H25 UNL     1      -1.141  -0.688   0.269  1.00  0.00           H  
HETATM   56  H26 UNL     1       2.567  -2.319  -0.877  1.00  0.00           H  
HETATM   57  H27 UNL     1       2.403  -0.734  -1.718  1.00  0.00           H  
HETATM   58  H28 UNL     1       4.630  -0.258  -1.783  1.00  0.00           H  
HETATM   59  H29 UNL     1       4.367  -1.908  -2.371  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   30
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   29
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9    9   42
CONECT    9   10   28
CONECT   10   11   11   15
CONECT   11   12   43
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   15   46
CONECT   15   16
CONECT   16   17
CONECT   17   18   18   28
CONECT   18   19   47
CONECT   19   20   20   48
CONECT   20   21   27
CONECT   21   22   22   23   23
CONECT   21   24
CONECT   24   25   26
CONECT   25   49   50   51
CONECT   26   52   53   54
CONECT   27   28   28   55
CONECT   29   30   56   57
CONECT   30   58   59
END

HMDB0015560
     RDKit          3D
Thiothixene
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.7590   -3.1686   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336   -1.8345   -0.5146 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0393   -1.5083    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1655   -0.2522    0.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.6192    0.3610 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    0.5875    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    0.2518   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    1.6112   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790    2.0435    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341    3.5135   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    4.2571   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136    5.6054   -1.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9606    6.2087   -0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    5.4522    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    4.1357    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7658    3.3041    1.4088 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    1.5858    1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    0.7271    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0865   -0.6220    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.0802    1.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6337   -2.7872    1.0946 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.5107   -3.4635    2.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -3.1794    1.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -3.4120   -0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -3.1892   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.7584   -1.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9235   -0.2123    0.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    1.1449    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668   -1.2828   -0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4047   -1.2779   -1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0561   -3.6689   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374   -3.7399    0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8131   -3.2127   -1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974   -2.3073    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -1.2729    1.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689    0.5015    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479    0.0827    1.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466    1.1632   -0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303    1.1760    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120   -0.2530    0.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6647   -0.3453   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439    2.3759   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132    3.8813   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    6.1506   -1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1479    7.2554   -0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7558    5.9413    0.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2562    1.0828    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8400   -1.3146    2.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427   -2.2068   -0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1254   -4.0385   -0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8539   -3.2451   -1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -1.9062   -1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4687   -2.4796   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -3.4922   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415   -0.6885    0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5673   -2.3194   -0.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4029   -0.7338   -1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -0.2584   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3672   -1.9083   -2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 20 27  1  0
 27 28  2  0
  5 29  1  0
 29 30  1  0
 30  2  1  0
 28  9  1  0
 15 10  1  0
 28 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 18 47  1  0
 19 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tiotixene	Kegg
Navane	Kegg
(e)-Thiothixene	HMDB
cis-Thiothixene	HMDB
Thiothixine	HMDB
Pfizer brand OF tiotixene dihydrochloride	HMDB
Pfizer brand OF tiotixene	HMDB
Tiotixene pfizer brand	HMDB

Chemical Formula

C₂₃H₂₉N₃O₂S₂

Average Molecular Weight

443.625

Monoisotopic Molecular Weight

443.170118567

IUPAC Name

(9Z)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide

Traditional Name

thiothixene

CAS Registry Number

5591-45-7

SMILES

CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3\C2=C\CCN2CCN(C)CC2)C=C1

InChI Identifier

InChI=1S/C23H29N3O2S2/c1-24(2)30(27,28)18-10-11-23-21(17-18)19(20-7-4-5-9-22(20)29-23)8-6-12-26-15-13-25(3)14-16-26/h4-5,7-11,17H,6,12-16H2,1-3H3/b19-8-

InChI Key

GFBKORZTTCHDGY-UWVJOHFNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioxanthenes. These are organic polycyclic compounds containing a thioxanthene moiety, which is an aromatic tricycle derived from xanthene by replacing the oxygen atom with a sulfur atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiopyrans

Sub Class

1-benzothiopyrans

Direct Parent

Thioxanthenes

Alternative Parents

Substituents

Thioxanthene
Diarylthioether
Aryl thioether
N-alkylpiperazine
N-methylpiperazine
1,4-diazinane
Piperazine
Organosulfonic acid amide
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Tertiary amine
Tertiary aliphatic amine
Azacycle
Thioether
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0015560)
Membrane (HMDB: HMDB0015560)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.014 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	201.895	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001011

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3.36	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	8.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	137.85 m³·mol⁻¹	ChemAxon
Polarizability	50.35 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	205.9	31661259
DarkChem	[M-H]-	205.945	31661259
DeepCCS	[M+H]+	202.757	30932474
DeepCCS	[M-H]-	200.361	30932474
DeepCCS	[M-2H]-	233.775	30932474
DeepCCS	[M+Na]+	208.993	30932474
AllCCS	[M+H]+	204.2	32859911
AllCCS	[M+H-H2O]+	202.0	32859911
AllCCS	[M+NH4]+	206.3	32859911
AllCCS	[M+Na]+	206.9	32859911
AllCCS	[M-H]-	203.4	32859911
AllCCS	[M+Na-2H]-	204.1	32859911
AllCCS	[M+HCOO]-	205.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thiothixene	CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3\C2=C\CCN2CCN(C)CC2)C=C1	5063.0	Standard polar	33892256
Thiothixene	CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3\C2=C\CCN2CCN(C)CC2)C=C1	3605.0	Standard non polar	33892256
Thiothixene	CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3\C2=C\CCN2CCN(C)CC2)C=C1	3618.3	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 - Thiothixene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p7-9308200000-52b945dc901ba41a91c7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thiothixene 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 - Thiothixene LC-ESI-qTof , Positive-QTOF	splash10-007c-3593200000-8fe6b44b1210ffa933d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene LC-ESI-QTOF , positive-QTOF	splash10-0006-0000900000-6aa6254b49096ef09aad	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene LC-ESI-QTOF , positive-QTOF	splash10-0006-0000900000-5428adb371bd4bdc7b36	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene LC-ESI-QTOF , positive-QTOF	splash10-000f-8389500000-52eb8fcb0fd8490f1c66	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene LC-ESI-QTOF , positive-QTOF	splash10-007a-4191000000-781e4a9b062cbb242a0c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene LC-ESI-QTOF , positive-QTOF	splash10-00ds-2290000000-0fca1120c4649dbf4f61	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene , positive-QTOF	splash10-007c-3593200000-8fe6b44b1210ffa933d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 10V, Positive-QTOF	splash10-0006-0000900000-6aa6254b49096ef09aad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 20V, Positive-QTOF	splash10-0006-0000900000-5428adb371bd4bdc7b36	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 40V, Positive-QTOF	splash10-007a-4191000000-781e4a9b062cbb242a0c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 30V, Positive-QTOF	splash10-000f-8389500000-63b2a4489b14b8d8063f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 40V, Positive-QTOF	splash10-007a-4191000000-825830f5398c2f3fee1d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 50V, Positive-QTOF	splash10-00ds-2290000000-9e03345e3d10c45d2ef2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 50V, Positive-QTOF	splash10-00ds-2290000000-0fca1120c4649dbf4f61	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thiothixene 30V, Positive-QTOF	splash10-000f-8389500000-c86adeec70c79aff407a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 10V, Negative-QTOF	splash10-0006-0000900000-a2afb567b8b4ddb67d36	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 20V, Negative-QTOF	splash10-0005-9207800000-429adb5832ee1e8650c0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 40V, Negative-QTOF	splash10-052g-9200000000-c85846b09b6835e58111	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 10V, Negative-QTOF	splash10-0006-0000900000-1bad68f81d572044bd5e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 20V, Negative-QTOF	splash10-0006-1114900000-912dde4416c17996968c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 40V, Negative-QTOF	splash10-00ei-1196200000-9459aaf2556125118aef	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 10V, Positive-QTOF	splash10-0006-0103900000-bf4826507276fd0fab3d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 20V, Positive-QTOF	splash10-0f6y-0419300000-b640f1110ae72a7103a7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 40V, Positive-QTOF	splash10-059i-9373000000-ad0d17f5724d06ea5fad	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thiothixene 10V, Positive-QTOF	splash10-0006-0001900000-3d16f0559fcef09b79cc	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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 DB01623	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01623	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01623

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

819430

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thiothixene

METLIN ID

Not Available

PubChem Compound

941651

PDB ID

Not Available

ChEBI ID

309829

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. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. 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

Shultz PJ, Sedor JR, Abboud HE: Dopaminergic stimulation of cAMP accumulation in cultured rat mesangial cells. Am J Physiol. 1987 Aug;253(2 Pt 2):H358-64. [PubMed:3039860 ]
Oades RD, Rao ML, Bender S, Sartory G, Muller BW: Neuropsychological and conditioned blocking performance in patients with schizophrenia: assessment of the contribution of neuroleptic dose, serum levels and dopamine D2-receptor occupancy. Behav Pharmacol. 2000 Jun;11(3-4):317-30. [PubMed:11103886 ]
Seeman P: Atypical antipsychotics: mechanism of action. Can J Psychiatry. 2002 Feb;47(1):27-38. [PubMed:11873706 ]
Wu S, Xing Q, Gao R, Li X, Gu N, Feng G, He L: Response to chlorpromazine treatment may be associated with polymorphisms of the DRD2 gene in Chinese schizophrenic patients. Neurosci Lett. 2005 Mar 7;376(1):1-4. Epub 2004 Dec 2. [PubMed:15694263 ]
Wu SN, Gao R, Xing QH, Li HF, Shen YF, Gu NF, Feng GY, He L: Association of DRD2 polymorphisms and chlorpromazine-induced extrapyramidal syndrome in Chinese schizophrenic patients. Acta Pharmacol Sin. 2006 Aug;27(8):966-70. [PubMed:16867246 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Seeman P: Dopamine D2 receptors as treatment targets in schizophrenia. Clin Schizophr Relat Psychoses. 2010 Apr;4(1):56-73. doi: 10.3371/CSRP.4.1.5. [PubMed:20643630 ]

Enzyme Details

4. 5-hydroxytryptamine receptor 2A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:: HTR2A
Uniprot ID:: P28223
Molecular weight:: 52602.6

References

Kusumi I, Takahashi Y, Suzuki K, Kameda K, Koyama T: Differential effects of subchronic treatments with atypical antipsychotic drugs on dopamine D2 and serotonin 5-HT2A receptors in the rat brain. J Neural Transm (Vienna). 2000;107(3):295-302. [PubMed:10821438 ]
Yamada J, Sugimoto Y, Horisaka K: Serotonin2 (5-HT2) receptor agonist 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI) inhibits chlorpromazine- and haloperidol-induced hypothermia in mice. Biol Pharm Bull. 1995 Nov;18(11):1580-3. [PubMed:8593484 ]

Enzyme Details

5. 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

Shultz PJ, Sedor JR, Abboud HE: Dopaminergic stimulation of cAMP accumulation in cultured rat mesangial cells. Am J Physiol. 1987 Aug;253(2 Pt 2):H358-64. [PubMed:3039860 ]
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 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 1

General function:: Involved in ion transmembrane transporter activity
Specific function:: Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:: SLC22A1
Uniprot ID:: O15245
Molecular weight:: 61187.4

References

Bednarczyk D, Ekins S, Wikel JH, Wright SH: Influence of molecular structure on substrate binding to the human organic cation transporter, hOCT1. Mol Pharmacol. 2003 Mar;63(3):489-98. [PubMed:12606755 ]

Showing metabocard for Thiothixene (HMDB0015560)

MOL for HMDB0015560 (Thiothixene)

3D MOL for HMDB0015560 (Thiothixene)

3D SDF for HMDB0015560 (Thiothixene)

3D-SDF for HMDB0015560 (Thiothixene)

PDB for HMDB0015560 (Thiothixene)

3D PDB for HMDB0015560 (Thiothixene)

SMILES for HMDB0015560 (Thiothixene)

INCHI for HMDB0015560 (Thiothixene)

Structure for HMDB0015560 (Thiothixene)

3D Structure for HMDB0015560 (Thiothixene)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

Transporters

References