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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:55:27 UTC

Update Date

2022-03-07 02:57:15 UTC

HMDB ID

HMDB0042039

Secondary Accession Numbers

HMDB42039

Metabolite Identification

Common Name

Tiapride

Description

Tiapride, also known as tiapridal or equilium, belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group. Based on a literature review a significant number of articles have been published on Tiapride.

Structure

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

HMDB0042039
     RDKit          3D
Tiapride
 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.5207    0.9527   -1.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1696    0.6205    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6894   -0.7050    0.0712 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -1.7317   -0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6769   -1.8912    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -1.0138    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -0.3400    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.5476    0.8183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -0.5830    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452   -1.4064    2.3450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    0.1532    0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696    0.0053    1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990    0.6547    0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    0.4143    1.6113 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9167   -0.8484    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8719    1.6690    1.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709   -0.0139    3.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    1.4862   -0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1117    1.6338   -0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818    0.9812   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7568    1.1582   -1.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6559    2.0201   -2.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4960    0.5274   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    0.5587   -2.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6171    2.0706   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.3900    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    0.6160    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1648   -1.4911   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -2.7051   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0341   -2.9363    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -1.6220    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5470   -1.2355    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6859   -0.5379    1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803   -2.0721    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294   -0.8331   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    0.7215    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.2847    2.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -0.6494    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2385   -1.6523    0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7368   -1.2418    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4172   -0.4028   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2274    2.0212   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    2.2875   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    1.6293   -3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    2.1460   -2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1136    3.0278   -1.9492 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 19 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END

  Mrv0541 09131211552D          

 22 22  0  0  0  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3046    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1296    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  4  0  0  0
 16 15  2  0  0  0  0
 17  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 10  1  0  0  0  0
 18 15  1  0  0  0  0
 21  3  1  0  0  0  0
 21 14  1  0  0  0  0
 22  4  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  2  0  0  0  0
 22 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0042039

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24N2O4S/c1-5-17(6-2)10-9-16-15(18)13-11-12(22(4,19)20)7-8-14(13)21-3/h7-8,11H,5-6,9-10H2,1-4H3,(H,16,18)

> <INCHI_KEY>
JTVPZMFULRWINT-UHFFFAOYSA-N

> <FORMULA>
C15H24N2O4S

> <MOLECULAR_WEIGHT>
328.427

> <EXACT_MASS>
328.145677956

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.68566830844157

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(diethylamino)ethyl]-5-methanesulfonyl-2-methoxybenzene-1-carboximidic acid

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
0.6824839422474915

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.726480383564382

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.4586436144885635

> <JCHEM_PKA_STRONGEST_BASIC>
8.17184688686104

> <JCHEM_POLAR_SURFACE_AREA>
79.2

> <JCHEM_REFRACTIVITY>
88.5379

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tiapride

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0042039
     RDKit          3D
Tiapride
 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.5207    0.9527   -1.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1696    0.6205    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6894   -0.7050    0.0712 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -1.7317   -0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6769   -1.8912    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -1.0138    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -0.3400    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.5476    0.8183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -0.5830    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452   -1.4064    2.3450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    0.1532    0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696    0.0053    1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990    0.6547    0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    0.4143    1.6113 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9167   -0.8484    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8719    1.6690    1.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709   -0.0139    3.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    1.4862   -0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1117    1.6338   -0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818    0.9812   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7568    1.1582   -1.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6559    2.0201   -2.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4960    0.5274   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    0.5587   -2.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6171    2.0706   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.3900    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    0.6160    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1648   -1.4911   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -2.7051   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0341   -2.9363    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -1.6220    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5470   -1.2355    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6859   -0.5379    1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803   -2.0721    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294   -0.8331   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    0.7215    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.2847    2.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -0.6494    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2385   -1.6523    0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7368   -1.2418    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4172   -0.4028   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2274    2.0212   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    2.2875   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    1.6293   -3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    2.1460   -2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1136    3.0278   -1.9492 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 19 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.339   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.338   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      13.337   3.080   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      14.671   0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      19.235   0.976   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      20.775   3.644   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.671   5.390   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0      20.005   2.310   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5    1   17                                                       
CONECT    6    2   17                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9   10   16                                                       
CONECT   10    9   17                                                       
CONECT   11   12   13                                                       
CONECT   12    7   11   22                                                  
CONECT   13   11   14   15                                                  
CONECT   14    8   13   21                                                  
CONECT   15   13   16   18                                                  
CONECT   16    9   15                                                       
CONECT   17    5    6   10                                                  
CONECT   18   15                                                            
CONECT   19   22                                                            
CONECT   20   22                                                            
CONECT   21    3   14                                                       
CONECT   22    4   12   19   20                                             
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0042039
HETATM    1  C1  UNL     1      -4.521   0.953  -1.418  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.170   0.620   0.039  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.689  -0.705   0.071  1.00  0.00           N  
HETATM    4  C3  UNL     1      -4.625  -1.732  -0.198  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.677  -1.891   0.872  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.561  -1.014   0.851  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.332  -0.340   0.186  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.168  -0.548   0.818  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.955  -0.583   1.222  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.245  -1.406   2.345  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.114   0.153   0.671  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.370   0.005   1.269  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.499   0.655   0.823  1.00  0.00           C  
HETATM   14  S1  UNL     1       6.055   0.414   1.611  1.00  0.00           S  
HETATM   15  C11 UNL     1       6.917  -0.848   0.701  1.00  0.00           C  
HETATM   16  O2  UNL     1       6.872   1.669   1.613  1.00  0.00           O  
HETATM   17  O3  UNL     1       5.871  -0.014   3.037  1.00  0.00           O  
HETATM   18  C12 UNL     1       4.355   1.486  -0.271  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.112   1.634  -0.866  1.00  0.00           C  
HETATM   20  C14 UNL     1       1.982   0.981  -0.416  1.00  0.00           C  
HETATM   21  O4  UNL     1       0.757   1.158  -1.044  1.00  0.00           O  
HETATM   22  C15 UNL     1       0.656   2.020  -2.168  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.496   0.527  -1.699  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.755   0.559  -2.117  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.617   2.071  -1.536  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.538   1.390   0.484  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.187   0.616   0.547  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.165  -1.491  -1.141  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.093  -2.705  -0.399  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.034  -2.936   0.899  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.283  -1.622   1.882  1.00  0.00           H  
HETATM   32  H10 UNL     1      -6.547  -1.235   0.692  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.686  -0.538   1.868  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.380  -2.072   1.041  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.329  -0.833  -0.837  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.691   0.722   0.068  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.752  -2.285   2.377  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.484  -0.649   2.133  1.00  0.00           H  
HETATM   39  H17 UNL     1       6.238  -1.652   0.354  1.00  0.00           H  
HETATM   40  H18 UNL     1       7.737  -1.242   1.331  1.00  0.00           H  
HETATM   41  H19 UNL     1       7.417  -0.403  -0.207  1.00  0.00           H  
HETATM   42  H20 UNL     1       5.227   2.021  -0.657  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.997   2.287  -1.726  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.225   1.629  -3.046  1.00  0.00           H  
HETATM   45  H23 UNL     1      -0.406   2.146  -2.420  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.114   3.028  -1.949  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    6
CONECT    4    5   28   29
CONECT    5   30   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9    9
CONECT    9   10   11
CONECT   10   37
CONECT   11   12   12   20
CONECT   12   13   38
CONECT   13   14   18   18
CONECT   14   15   16   16   17
CONECT   14   17
CONECT   15   39   40   41
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21
CONECT   21   22
CONECT   22   44   45   46
END

HMDB0042039
     RDKit          3D
Tiapride
 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.5207    0.9527   -1.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1696    0.6205    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6894   -0.7050    0.0712 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -1.7317   -0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6769   -1.8912    0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -1.0138    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -0.3400    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.5476    0.8183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -0.5830    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452   -1.4064    2.3450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    0.1532    0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696    0.0053    1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990    0.6547    0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    0.4143    1.6113 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9167   -0.8484    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8719    1.6690    1.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709   -0.0139    3.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3554    1.4862   -0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1117    1.6338   -0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818    0.9812   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7568    1.1582   -1.0438 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6559    2.0201   -2.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4960    0.5274   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    0.5587   -2.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6171    2.0706   -1.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5383    1.3900    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    0.6160    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1648   -1.4911   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926   -2.7051   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0341   -2.9363    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -1.6220    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5470   -1.2355    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6859   -0.5379    1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803   -2.0721    1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294   -0.8331   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6913    0.7215    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7519   -2.2847    2.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -0.6494    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2385   -1.6523    0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7368   -1.2418    1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4172   -0.4028   -0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2274    2.0212   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    2.2875   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    1.6293   -3.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    2.1460   -2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1136    3.0278   -1.9492 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 19 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tiapridal	Kegg
Tiapride hydrochloride	HMDB
Equilium	HMDB
Hydrochloride, tiapride	HMDB
Monohydrochloride, tiapride	HMDB
Tiapridex	HMDB
Tiapride monohydrochloride	HMDB
Tiaprizal	HMDB

Chemical Formula

C₁₅H₂₄N₂O₄S

Average Molecular Weight

328.427

Monoisotopic Molecular Weight

328.145677956

IUPAC Name

N-[2-(diethylamino)ethyl]-5-methanesulfonyl-2-methoxybenzene-1-carboximidic acid

Traditional Name

tiapride

CAS Registry Number

51012-32-9

SMILES

CCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O

InChI Identifier

InChI=1S/C15H24N2O4S/c1-5-17(6-2)10-9-16-15(18)13-11-12(22(4,19)20)7-8-14(13)21-3/h7-8,11H,5-6,9-10H2,1-4H3,(H,16,18)

InChI Key

JTVPZMFULRWINT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonyl compounds

Direct Parent

Benzenesulfonyl compounds

Alternative Parents

Substituents

Benzenesulfonyl group
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Sulfone
Sulfonyl
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid
Carboximidic acid derivative
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0042039)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	124 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	0.90	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	181.639	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000854

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.55	ALOGPS
logP	0.68	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.46	ChemAxon
pKa (Strongest Basic)	8.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.2 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	88.54 m³·mol⁻¹	ChemAxon
Polarizability	35.69 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.876	31661259
DarkChem	[M-H]-	173.232	31661259
DeepCCS	[M+H]+	178.497	30932474
DeepCCS	[M-H]-	176.139	30932474
DeepCCS	[M-2H]-	209.025	30932474
DeepCCS	[M+Na]+	184.59	30932474
AllCCS	[M+H]+	177.1	32859911
AllCCS	[M+H-H2O]+	174.2	32859911
AllCCS	[M+NH4]+	179.8	32859911
AllCCS	[M+Na]+	180.6	32859911
AllCCS	[M-H]-	176.2	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tiapride	CCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O	4258.4	Standard polar	33892256
Tiapride	CCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O	2679.0	Standard non polar	33892256
Tiapride	CCN(CC)CCN=C(O)C1=C(OC)C=CC(=C1)S(C)(=O)=O	2676.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tiapride,1TMS,isomer #1	CCN(CC)CCN=C(O[Si](C)(C)C)C1=CC(S(C)(=O)=O)=CC=C1OC	2607.5	Semi standard non polar	33892256
Tiapride,1TBDMS,isomer #1	CCN(CC)CCN=C(O[Si](C)(C)C(C)(C)C)C1=CC(S(C)(=O)=O)=CC=C1OC	2828.9	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 - Tiapride GC-MS (Non-derivatized) - 70eV, Positive	splash10-000j-8292000000-edf72e41d8713a9c720f	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiapride GC-MS (1 TMS) - 70eV, Positive	splash10-000i-7019000000-899f716f2da558cdf38f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiapride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tiapride 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 - Tiapride LC-ESI-QFT , negative-QTOF	splash10-0a4r-2900000000-ce7cf18c3df7664007c3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOF	splash10-0a4i-2900000000-f2c792ada2d697b7a343	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOF	splash10-0a4i-5900000000-660415070e12bcbe4376	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOF	splash10-0a6r-9700000000-2ce26990c6212c2ed171	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOF	splash10-01t9-9200000000-8d71048d6039798257dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , negative-QTOF	splash10-01t9-9000000000-128e0b213532d5c3e6b0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOF	splash10-004i-0009000000-da514094cabb39732203	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOF	splash10-0a4i-0091000000-c4544a176e5242fdbb7f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOF	splash10-0a4i-0090000000-fb4e4eea413d32fc6219	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOF	splash10-08fr-0190000000-90bc8da6d92687ec2d7c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOF	splash10-03di-0690000000-37fc0504835723e81e17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride LC-ESI-QFT , positive-QTOF	splash10-03e9-1930000000-612cdc3e15572ae24953	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 30V, Positive-QTOF	splash10-0a4i-0090000000-e1205e76a53e501aeed7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 40V, Positive-QTOF	splash10-08fr-0190000000-796adf2d960d09f7dfd1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 20V, Positive-QTOF	splash10-0a4i-0094000000-eb63cd5ac2b0c8f6379c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 10V, Positive-QTOF	splash10-004i-0009000000-567dc8a4e9e1e9d504e9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 50V, Positive-QTOF	splash10-03di-0590000000-e110ec459b5211a263db	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 30V, Negative-QTOF	splash10-0a4i-2900000000-f2c792ada2d697b7a343	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tiapride 15V, Negative-QTOF	splash10-0a4r-2900000000-ce7cf18c3df7664007c3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiapride 10V, Positive-QTOF	splash10-004i-1439000000-e604f143418a5e26ed28	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiapride 20V, Positive-QTOF	splash10-0pvi-5891000000-97a02f864c0501ccc501	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiapride 40V, Positive-QTOF	splash10-0fk9-9410000000-a2bf0c23a9484bd3dde1	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiapride 10V, Negative-QTOF	splash10-004i-1019000000-73c774e3942279a08485	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiapride 20V, Negative-QTOF	splash10-004i-9345000000-820f6d565d65c6e470ac	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tiapride 40V, Negative-QTOF	splash10-004i-9100000000-4861c4710a8a5e9fb445	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13025

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5268

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tiapride

METLIN ID

Not Available

PubChem Compound

5467

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Tiapride (HMDB0042039)

MOL for HMDB0042039 (Tiapride)

3D MOL for HMDB0042039 (Tiapride)

3D SDF for HMDB0042039 (Tiapride)

3D-SDF for HMDB0042039 (Tiapride)

PDB for HMDB0042039 (Tiapride)

3D PDB for HMDB0042039 (Tiapride)

SMILES for HMDB0042039 (Tiapride)

INCHI for HMDB0042039 (Tiapride)

Structure for HMDB0042039 (Tiapride)

3D Structure for HMDB0042039 (Tiapride)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra