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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 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

HMDB0014553

Secondary Accession Numbers

HMDB14553

Metabolite Identification

Common Name

Remoxipride

Description

Remoxipride is only found in individuals that have used or taken this drug. It is an antipsychotic agent that is specific for dopamine D2 receptors. It has been shown to be effective in the treatment of schizophrenia. [PubChem]Remoxipride acts as an antagonist at the D2 dopamine receptor. It is believed that overactivity of dopamine systems in the mesolimbic pathway may contribute to the "positive symptoms" of schizophrenia (such as delusions and hallucinations), whereas problems with dopamine function in the mesocortical pathway may be responsible for the "negative symptoms", such as avolition, flat emotional response and alogia. Therefore, by decreasing the levels of dopamine in these pathways, it is thought that remoxipride is able to reduce the symptoms of schizophrenia, particularily the "positive symptoms".

Structure

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

HMDB0014553
     RDKit          3D
Remoxipride
 45 46  0  0  0  0  0  0  0  0999 V2000
    5.4013   -1.8402   -1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1356   -1.8104   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4191   -0.5534   -0.5159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.5359    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    1.1994    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594    0.0374    1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -0.6225    0.0693 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0820    0.1443   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    0.0479   -0.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659    0.6793   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1451    1.3351   -1.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    0.6876   -0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0849    0.0399    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -0.6628    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5947   -1.3086    2.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.0889    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3786    0.7634    0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184    1.4120   -0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3168    2.3762   -1.4706 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7163    1.3698   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    2.0365   -2.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4454    1.3597   -3.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464   -1.7899   -2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -1.0638   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8995   -2.8116   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026   -2.6525   -0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -1.9465    0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9889    0.1979    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    1.2612   -0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286    1.9996    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    1.6068    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    0.3499    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -0.6362    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026   -1.6863    0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    1.2232   -0.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -0.2597   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -0.4967    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -0.5585    3.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -1.8647    3.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -2.0240    2.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609   -0.4383    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934    0.7705    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.4949   -3.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868    0.2829   -3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6789    1.7265   -3.9857 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  7  3  1  0
 20 12  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
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  8 36  1  0
  9 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
M  END

409
  Mrv0541 02231214392D          

 22 23  0  0  1  0            999 V2000
    2.3645   -2.5585    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9762    1.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.3290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.5665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3087    2.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    2.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    1.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1477    0.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9323    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 14  2  0  0  0  0
  3 16  1  0  0  0  0
  3 21  1  0  0  0  0
  4 17  1  0  0  0  0
  4 22  1  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 12  1  0  0  0  0
  6 11  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  2  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014553

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1CCC[C@H]1CNC(=O)C1=C(OC)C=CC(Br)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C16H23BrN2O3/c1-4-19-9-5-6-11(19)10-18-16(20)14-13(21-2)8-7-12(17)15(14)22-3/h7-8,11H,4-6,9-10H2,1-3H3,(H,18,20)/t11-/m0/s1

> <INCHI_KEY>
GUJRSXAPGDDABA-NSHDSACASA-N

> <FORMULA>
C16H23BrN2O3

> <MOLECULAR_WEIGHT>
371.269

> <EXACT_MASS>
370.089205259

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.246314685981304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-bromo-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dimethoxybenzamide

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.341989283666666

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.061706116917048

> <JCHEM_PKA_STRONGEST_BASIC>
8.399395861757496

> <JCHEM_POLAR_SURFACE_AREA>
50.800000000000004

> <JCHEM_REFRACTIVITY>
90.56120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
remoxipride

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014553
     RDKit          3D
Remoxipride
 45 46  0  0  0  0  0  0  0  0999 V2000
    5.4013   -1.8402   -1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1356   -1.8104   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4191   -0.5534   -0.5159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.5359    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    1.1994    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594    0.0374    1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -0.6225    0.0693 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0820    0.1443   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    0.0479   -0.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659    0.6793   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1451    1.3351   -1.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    0.6876   -0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0849    0.0399    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -0.6628    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5947   -1.3086    2.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.0889    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3786    0.7634    0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184    1.4120   -0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3168    2.3762   -1.4706 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7163    1.3698   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    2.0365   -2.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4454    1.3597   -3.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464   -1.7899   -2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -1.0638   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8995   -2.8116   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026   -2.6525   -0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -1.9465    0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9889    0.1979    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    1.2612   -0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286    1.9996    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    1.6068    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    0.3499    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -0.6362    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026   -1.6863    0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    1.2232   -0.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -0.2597   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -0.4967    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -0.5585    3.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -1.8647    3.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -2.0240    2.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609   -0.4383    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934    0.7705    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.4949   -3.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868    0.2829   -3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6789    1.7265   -3.9857 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  7  3  1  0
 20 12  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
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  8 36  1  0
  9 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 409                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Br   UNK     0       4.414  -4.776   0.000  0.00  0.00          Br+0
HETATM    2  O   UNK     0       5.748   0.614   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.414  -1.696   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.748  -1.696   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      11.156   2.298   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       8.415   0.614   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.748   2.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.910   4.456   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.416   4.776   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.186   3.442   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   2.154   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.476   0.791   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.940   0.315   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -0.156   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -1.696   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -2.466   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.415  -2.466   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748  -4.006   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.415  -4.006   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081  -4.776   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080  -2.466   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.082  -2.466   0.000  0.00  0.00           C+0
CONECT    1   18                                                            
CONECT    2   14                                                            
CONECT    3   16   21                                                       
CONECT    4   17   22                                                       
CONECT    5    7   10   12                                                  
CONECT    6   11   14                                                       
CONECT    7    5    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    5    9                                                       
CONECT   11    6    7                                                       
CONECT   12    5   13                                                       
CONECT   13   12                                                            
CONECT   14    2    6   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16    3   15   18                                                  
CONECT   17    4   15   19                                                  
CONECT   18    1   16   20                                                  
CONECT   19   17   20                                                       
CONECT   20   18   19                                                       
CONECT   21    3                                                            
CONECT   22    4                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0014553
HETATM    1  C1  UNL     1       5.401  -1.840  -1.180  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.136  -1.810  -0.393  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.419  -0.553  -0.516  1.00  0.00           N  
HETATM    4  C3  UNL     1       4.116   0.536   0.105  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.158   1.199   1.067  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.259   0.037   1.422  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.107  -0.623   0.069  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.082   0.144  -0.729  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.242   0.048  -0.091  1.00  0.00           N  
HETATM   10  C8  UNL     1      -1.366   0.679  -0.646  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.145   1.335  -1.736  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.716   0.688  -0.157  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.085   0.040   0.999  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.184  -0.663   1.769  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.595  -1.309   2.938  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.410   0.089   1.416  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.379   0.763   0.715  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.018   1.412  -0.440  1.00  0.00           C  
HETATM   19 BR1  UNL     1      -6.317   2.376  -1.471  1.00  0.00          BR  
HETATM   20  C15 UNL     1      -3.716   1.370  -0.858  1.00  0.00           C  
HETATM   21  O3  UNL     1      -3.375   2.037  -2.035  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.445   1.360  -3.262  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.246  -1.790  -2.276  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.138  -1.064  -0.832  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.900  -2.812  -0.983  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.503  -2.653  -0.694  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.415  -1.947   0.685  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.989   0.198   0.733  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.525   1.261  -0.634  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.629   2.000   0.501  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.680   1.607   1.958  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.292   0.350   1.852  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.841  -0.636   2.083  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.803  -1.686   0.163  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.297   1.223  -0.811  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.985  -0.260  -1.769  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.283  -0.497   0.759  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.024  -0.558   3.630  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.760  -1.865   3.412  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.405  -2.024   2.654  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.661  -0.438   2.340  1.00  0.00           H  
HETATM   42  H20 UNL     1      -6.393   0.771   1.082  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.436   1.495  -3.751  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.287   0.283  -3.103  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.679   1.726  -3.986  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    7
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34
CONECT    8    9   35   36
CONECT    9   10   37
CONECT   10   11   11   12
CONECT   12   13   13   20
CONECT   13   14   16
CONECT   14   15
CONECT   15   38   39   40
CONECT   16   17   17   41
CONECT   17   18   42
CONECT   18   19   20   20
CONECT   20   21
CONECT   21   22
CONECT   22   43   44   45
END

HMDB0014553
     RDKit          3D
Remoxipride
 45 46  0  0  0  0  0  0  0  0999 V2000
    5.4013   -1.8402   -1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1356   -1.8104   -0.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4191   -0.5534   -0.5159 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.5359    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    1.1994    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594    0.0374    1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -0.6225    0.0693 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0820    0.1443   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    0.0479   -0.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659    0.6793   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1451    1.3351   -1.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    0.6876   -0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0849    0.0399    0.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838   -0.6628    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5947   -1.3086    2.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.0889    1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3786    0.7634    0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184    1.4120   -0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3168    2.3762   -1.4706 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7163    1.3698   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752    2.0365   -2.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4454    1.3597   -3.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2464   -1.7899   -2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1384   -1.0638   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8995   -2.8116   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5026   -2.6525   -0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4153   -1.9465    0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9889    0.1979    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    1.2612   -0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286    1.9996    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804    1.6068    1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    0.3499    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8408   -0.6362    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026   -1.6863    0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    1.2232   -0.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -0.2597   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -0.4967    0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -0.5585    3.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -1.8647    3.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -2.0240    2.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609   -0.4383    2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934    0.7705    1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.4949   -3.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868    0.2829   -3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6789    1.7265   -3.9857 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  7  3  1  0
 20 12  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
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  8 36  1  0
  9 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
FLA-731Roxiam	HMDB
a-33547REmoxipride	HMDB
Romoxipride	HMDB
FLA-731	HMDB
Monohydrochloride, remoxipride	HMDB
Remoxipride hydrochloride	HMDB
Remoxipride monohydrochloride monohydrate	HMDB
(S)-3-Bromo-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dimethoxybenzamide	HMDB
Hydrochloride anhydrous, remoxipride	HMDB
Remoxipride monohydrochloride	HMDB
Remoxipride monohydrochloride, (R)-isomer	HMDB
Remoxipride, (R)-isomer	HMDB
Remoxipride hydrochloride anhydrous	HMDB
Anhydrous, remoxipride hydrochloride	HMDB
Hydrochloride, remoxipride	HMDB
Monohydrochloride monohydrate, remoxipride	HMDB

Chemical Formula

C₁₆H₂₃BrN₂O₃

Average Molecular Weight

371.269

Monoisotopic Molecular Weight

370.089205259

IUPAC Name

3-bromo-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dimethoxybenzamide

Traditional Name

remoxipride

CAS Registry Number

80125-14-0

SMILES

CCN1CCC[C@H]1CNC(=O)C1=C(OC)C=CC(Br)=C1OC

InChI Identifier

InChI=1S/C16H23BrN2O3/c1-4-19-9-5-6-11(19)10-18-16(20)14-13(21-2)8-7-12(17)15(14)22-3/h7-8,11H,4-6,9-10H2,1-3H3,(H,18,20)/t11-/m0/s1

InChI Key

GUJRSXAPGDDABA-NSHDSACASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Phenoxy compound
Anisole
Benzoyl
Phenol ether
Alkyl aryl ether
Halobenzene
Bromobenzene
Aryl bromide
Aryl halide
N-alkylpyrrolidine
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organobromide
Organic oxygen compound
Organopnictogen compound
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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: HMDB0014553)

Source

Exogenous

Exogenous (HMDB: HMDB0014553)

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	0.13 g/L	Not Available
LogP	2.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	2.94	ALOGPS
logP	2.34	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.06	ChemAxon
pKa (Strongest Basic)	8.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.8 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.56 m³·mol⁻¹	ChemAxon
Polarizability	36.25 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	169.537	30932474
DeepCCS	[M-H]-	167.179	30932474
DeepCCS	[M-2H]-	200.065	30932474
DeepCCS	[M+Na]+	175.63	30932474
AllCCS	[M+H]+	181.5	32859911
AllCCS	[M+H-H2O]+	178.6	32859911
AllCCS	[M+NH4]+	184.2	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	180.4	32859911
AllCCS	[M+Na-2H]-	181.1	32859911
AllCCS	[M+HCOO]-	182.0	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.	5.66 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3279 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.33 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	156.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1032.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	217.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	147.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	303.3 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	353.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	547.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	690.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.8 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	940.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	271.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	518.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	310.1 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	65.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Remoxipride	CCN1CCC[C@H]1CNC(=O)C1=C(OC)C=CC(Br)=C1OC	3376.3	Standard polar	33892256
Remoxipride	CCN1CCC[C@H]1CNC(=O)C1=C(OC)C=CC(Br)=C1OC	2619.5	Standard non polar	33892256
Remoxipride	CCN1CCC[C@H]1CNC(=O)C1=C(OC)C=CC(Br)=C1OC	2515.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Remoxipride,1TMS,isomer #1	CCN1CCC[C@H]1CN(C(=O)C1=C(OC)C=CC(Br)=C1OC)[Si](C)(C)C	2639.4	Semi standard non polar	33892256
Remoxipride,1TMS,isomer #1	CCN1CCC[C@H]1CN(C(=O)C1=C(OC)C=CC(Br)=C1OC)[Si](C)(C)C	2523.8	Standard non polar	33892256
Remoxipride,1TMS,isomer #1	CCN1CCC[C@H]1CN(C(=O)C1=C(OC)C=CC(Br)=C1OC)[Si](C)(C)C	3423.2	Standard polar	33892256
Remoxipride,1TBDMS,isomer #1	CCN1CCC[C@H]1CN(C(=O)C1=C(OC)C=CC(Br)=C1OC)[Si](C)(C)C(C)(C)C	2867.1	Semi standard non polar	33892256
Remoxipride,1TBDMS,isomer #1	CCN1CCC[C@H]1CN(C(=O)C1=C(OC)C=CC(Br)=C1OC)[Si](C)(C)C(C)(C)C	2718.8	Standard non polar	33892256
Remoxipride,1TBDMS,isomer #1	CCN1CCC[C@H]1CN(C(=O)C1=C(OC)C=CC(Br)=C1OC)[Si](C)(C)C(C)(C)C	3492.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Remoxipride GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9021000000-9daaecbf42f2128e1ad4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Remoxipride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 10V, Positive-QTOF	splash10-00di-0519000000-3d2acd15eff0b46d38f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 20V, Positive-QTOF	splash10-03di-3912000000-e22b0c0384636903281f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 40V, Positive-QTOF	splash10-01qc-9110000000-0ddfc4805450139713b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 10V, Negative-QTOF	splash10-014i-0029000000-cd8c03d7ed0101f27c5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 20V, Negative-QTOF	splash10-03di-0294000000-26c857c4f2362cbb3231	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 40V, Negative-QTOF	splash10-06r6-9671000000-9edffc6cb1f1ba0b83f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 10V, Positive-QTOF	splash10-00di-0019000000-1785aaf5dd85924ca1a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 20V, Positive-QTOF	splash10-00di-1329000000-f2461d27117d29c1a137	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 40V, Positive-QTOF	splash10-01oy-5790000000-c002f172028926a46b44	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 10V, Negative-QTOF	splash10-014i-0029000000-b9eb29b968cffb6427c7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 20V, Negative-QTOF	splash10-014i-3189000000-e1209bfcec679b882747	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Remoxipride 40V, Negative-QTOF	splash10-0fbc-9072000000-004d419109fc829dd6cb	2021-09-24	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 DB00409	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00409	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00409

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

49195

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Remoxipride

METLIN ID

Not Available

PubChem Compound

54477

PDB ID

Not Available

ChEBI ID

127616

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. 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

Seeman P: Atypical antipsychotics: mechanism of action. Can J Psychiatry. 2002 Feb;47(1):27-38. [PubMed:11873706 ]
Lang AE, Sandor P, Duff J: Remoxipride in Parkinson's disease: differential response in patients with dyskinesias fluctuations versus psychosis. Clin Neuropharmacol. 1995 Feb;18(1):39-45. [PubMed:8665533 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. D(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

Seeman P, Corbett R, Van Tol HH: Atypical neuroleptics have low affinity for dopamine D2 receptors or are selective for D4 receptors. Neuropsychopharmacology. 1997 Feb;16(2):93-110; discussion 111-35. [PubMed:9015795 ]

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

Seeman P, Corbett R, Van Tol HH: Atypical neuroleptics have low affinity for dopamine D2 receptors or are selective for D4 receptors. Neuropsychopharmacology. 1997 Feb;16(2):93-110; discussion 111-35. [PubMed:9015795 ]

Enzyme Details

5. Sigma non-opioid intracellular receptor 1

General function:: Involved in C-8 sterol isomerase activity
Specific function:: Functions in lipid transport from the endoplasmic reticulum and is involved in a wide array of cellular functions probably through regulation of the biogenesis of lipid microdomains at the plasma membrane. Involved in the regulation of different receptors it plays a role in BDNF signaling and EGF signaling. Also regulates ion channels like the potassium channel and could modulate neurotransmitter release. Plays a role in calcium signaling through modulation together with ANK2 of the ITP3R-dependent calcium efflux at the endoplasmic reticulum. Plays a role in several other cell functions including proliferation, survival and death. Originally identified for its ability to bind various psychoactive drugs it is involved in learning processes, memory and mood alteration
Gene Name:: SIGMAR1
Uniprot ID:: Q99720
Molecular weight:: 25127.5

References

Lang A, Soosaar A, Koks S, Volke V, Bourin M, Bradwejn J, Vasar E: Pharmacological comparison of antipsychotic drugs and sigma-antagonists in rodents. Pharmacol Toxicol. 1994 Sep-Oct;75(3-4):222-7. [PubMed:7800667 ]
Okuyama S: [Atypical antipsychotic profiles of sigma receptor ligands]. Nihon Yakurigaku Zasshi. 1999 Jul;114(1):13-23. [PubMed:10562961 ]

Enzyme Details

6. D(3) 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. Promotes cell proliferation
Gene Name:: DRD3
Uniprot ID:: P35462
Molecular weight:: 44224.3

References

Christian AJ, Goodwin AK, Baker LE: Antagonism of the discriminative stimulus effects of (+)-7-OH-DPAT by remoxipride but not PNU-99194A. Pharmacol Biochem Behav. 2001 Mar;68(3):371-7. [PubMed:11325388 ]

Showing metabocard for Remoxipride (HMDB0014553)

MOL for HMDB0014553 (Remoxipride)

3D MOL for HMDB0014553 (Remoxipride)

3D SDF for HMDB0014553 (Remoxipride)

3D-SDF for HMDB0014553 (Remoxipride)

PDB for HMDB0014553 (Remoxipride)

3D PDB for HMDB0014553 (Remoxipride)

SMILES for HMDB0014553 (Remoxipride)

INCHI for HMDB0014553 (Remoxipride)

Structure for HMDB0014553 (Remoxipride)

3D Structure for HMDB0014553 (Remoxipride)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References