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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:12:50 UTC

Update Date

2021-09-14 15:45:04 UTC

HMDB ID

HMDB0061018

Secondary Accession Numbers

HMDB61018

Metabolite Identification

Common Name

norcisapride

Description

norcisapride belongs to the class of organic compounds known as diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups. It acts directly as a serotonin 5-HT4 receptor agonist and indirectly as a parasympathomimetic. norcisapride is a very strong basic compound (based on its pKa). norcisapride is a metabolite of cisapride. Cisapride acts through the stimulation of the serotonin 5-HT4 receptors which increases acetylcholine release in the enteric nervous system (specifically the myenteric plexus). Ticalopride is an isomer of the active metabolite of cisapride. It has been sold under the trade names Prepulsid (Janssen-Ortho) and Propulsid (in the U.S.). This results in increased tone and amplitude of gastric (especially antral) contractions, relaxation of the pyloric sphincter and the duodenal bulb, and increased peristalsis of the duodenum and jejunum resulting in accelerated gastric emptying and intestinal transit. Cisapride is a gastroprokinetic agent, a drug which increases motility in the upper gastrointestinal tract. Stimulation of the serotonin receptors increases acetylcholine release in the enteric nervous system. It was discovered by Janssen Pharmaceutica in 1980.

Structure

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

HMDB0061018
     RDKit          3D
norcisapride
 41 42  0  0  0  0  0  0  0  0999 V2000
   -3.0573   -1.5287    2.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901   -1.0820    1.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -0.1705    0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    0.2966    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591    1.2017   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5021    1.6579   -0.6160 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092    1.6338   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7085    2.7884   -2.7157 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113    1.1763   -1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328    0.2570   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723   -0.2284   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -1.1260    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    0.1817   -1.2287 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -0.1956   -1.3106 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1656   -1.6734   -1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1434   -2.2356   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -1.4584   -0.5477 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518   -0.2014    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079    0.5025   -0.2849 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0832    0.8591    0.7802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    2.2129    0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -0.6317    2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728   -2.2907    3.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9531   -1.9398    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912   -0.0825    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7937    2.3038    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1498    1.3682   -1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.5458   -2.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309   -0.9975    1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    0.1650   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989   -2.2077   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -2.0676   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950   -3.3047   -0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7818   -1.9978    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1303   -1.9747   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0866    0.4069   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -0.4166    1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    1.4887   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639    2.3781    1.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    2.7094    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9031    2.6778    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10  3  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  9 28  1  0
 12 29  1  0
 14 30  1  6
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  6
 21 39  1  0
 21 40  1  0
 21 41  1  0
M  END


  Mrv0541 07091309122D          

 21 22  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  3  1  0  0  0  0
 12  6  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17  4  1  0  0  0  0
 17  7  1  0  0  0  0
 11 18  1  1  0  0  0
 18 14  2  0  0  0  0
 14 19  1  4  0  0  0
 20  1  1  0  0  0  0
 20 12  1  0  0  0  0
 21  2  1  0  0  0  0
 13 21  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0061018

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@H]1CNCC[C@H]1N=C(O)C1=C(OC)C=C(N)C(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20ClN3O3/c1-20-12-6-10(16)9(15)5-8(12)14(19)18-11-3-4-17-7-13(11)21-2/h5-6,11,13,17H,3-4,7,16H2,1-2H3,(H,18,19)/t11-,13+/m1/s1

> <INCHI_KEY>
OMLDMGPCWMBPAN-YPMHNXCESA-N

> <FORMULA>
C14H20ClN3O3

> <MOLECULAR_WEIGHT>
313.78

> <EXACT_MASS>
313.119319228

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.447175440679246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxypiperidin-4-yl]benzene-1-carboximidic acid

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
-0.6340962141447278

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
19.129848193874956

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.77130585083562

> <JCHEM_PKA_STRONGEST_BASIC>
9.5349101428129

> <JCHEM_POLAR_SURFACE_AREA>
89.10000000000001

> <JCHEM_REFRACTIVITY>
82.5279

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxypiperidin-4-yl]benzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061018
     RDKit          3D
norcisapride
 41 42  0  0  0  0  0  0  0  0999 V2000
   -3.0573   -1.5287    2.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901   -1.0820    1.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -0.1705    0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    0.2966    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591    1.2017   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5021    1.6579   -0.6160 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092    1.6338   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7085    2.7884   -2.7157 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113    1.1763   -1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328    0.2570   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723   -0.2284   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -1.1260    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    0.1817   -1.2287 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -0.1956   -1.3106 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1656   -1.6734   -1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1434   -2.2356   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -1.4584   -0.5477 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518   -0.2014    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079    0.5025   -0.2849 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0832    0.8591    0.7802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    2.2129    0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -0.6317    2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728   -2.2907    3.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9531   -1.9398    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912   -0.0825    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7937    2.3038    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1498    1.3682   -1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.5458   -2.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309   -0.9975    1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    0.1650   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989   -2.2077   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -2.0676   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950   -3.3047   -0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7818   -1.9978    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1303   -1.9747   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0866    0.4069   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -0.4166    1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    1.4887   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639    2.3781    1.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    2.7094    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9031    2.6778    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10  3  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  9 28  1  0
 12 29  1  0
 14 30  1  6
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  6
 21 39  1  0
 21 40  1  0
 21 41  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -6.668  -5.390   0.000  0.00  0.00          Cl+0
HETATM   16  N   UNK     0      -6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    4   11                                                       
CONECT    4    3   17                                                       
CONECT    5    8    9                                                       
CONECT    6   10   12                                                       
CONECT    7   13   17                                                       
CONECT    8    5   12   14                                                  
CONECT    9    5   10   15                                                  
CONECT   10    6    9   16                                                  
CONECT   11    3   13   18                                                  
CONECT   12    6    8   20                                                  
CONECT   13    7   11   21                                                  
CONECT   14    8   18   19                                                  
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17    4    7                                                       
CONECT   18   11   14                                                       
CONECT   19   14                                                            
CONECT   20    1   12                                                       
CONECT   21    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0061018
HETATM    1  C1  UNL     1      -3.057  -1.529   2.352  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.090  -1.082   1.420  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.497  -0.170   0.457  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.797   0.297   0.392  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.159   1.202  -0.582  1.00  0.00           C  
HETATM    6  N1  UNL     1      -5.502   1.658  -0.616  1.00  0.00           N  
HETATM    7  C5  UNL     1      -3.209   1.634  -1.488  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -3.709   2.788  -2.716  1.00  0.00          CL  
HETATM    9  C6  UNL     1      -1.911   1.176  -1.434  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.533   0.257  -0.450  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.172  -0.228  -0.384  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.184  -1.126   0.587  1.00  0.00           O  
HETATM   13  N2  UNL     1       0.683   0.182  -1.229  1.00  0.00           N  
HETATM   14  C9  UNL     1       2.077  -0.196  -1.311  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.166  -1.673  -1.339  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.143  -2.236  -0.324  1.00  0.00           C  
HETATM   17  N3  UNL     1       4.375  -1.458  -0.548  1.00  0.00           N  
HETATM   18  C12 UNL     1       4.152  -0.201   0.123  1.00  0.00           C  
HETATM   19  C13 UNL     1       2.908   0.503  -0.285  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.083   0.859   0.780  1.00  0.00           O  
HETATM   21  C14 UNL     1       1.934   2.213   0.940  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.434  -0.632   2.912  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.673  -2.291   3.037  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.953  -1.940   1.806  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.491  -0.082   1.133  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.794   2.304   0.152  1.00  0.00           H  
HETATM   27  H6  UNL     1      -6.150   1.368  -1.356  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.213   1.546  -2.165  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.231  -0.998   1.569  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.396   0.165  -2.338  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.199  -2.208  -1.202  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.544  -2.068  -2.331  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.295  -3.305  -0.488  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.782  -1.998   0.694  1.00  0.00           H  
HETATM   35  H14 UNL     1       5.130  -1.975  -0.054  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.087   0.407  -0.038  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.131  -0.417   1.211  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.234   1.489  -0.735  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.264   2.378   1.808  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.444   2.709   0.077  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.903   2.678   1.204  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   25
CONECT    5    6    7    7
CONECT    6   26   27
CONECT    7    8    9
CONECT    9   10   10   28
CONECT   10   11
CONECT   11   12   13   13
CONECT   12   29
CONECT   13   14
CONECT   14   15   19   30
CONECT   15   16   31   32
CONECT   16   17   33   34
CONECT   17   18   35
CONECT   18   19   36   37
CONECT   19   20   38
CONECT   20   21
CONECT   21   39   40   41
END

HMDB0061018
     RDKit          3D
norcisapride
 41 42  0  0  0  0  0  0  0  0999 V2000
   -3.0573   -1.5287    2.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0901   -1.0820    1.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -0.1705    0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    0.2966    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591    1.2017   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5021    1.6579   -0.6160 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092    1.6338   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7085    2.7884   -2.7157 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113    1.1763   -1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328    0.2570   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723   -0.2284   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837   -1.1260    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    0.1817   -1.2287 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -0.1956   -1.3106 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1656   -1.6734   -1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1434   -2.2356   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -1.4584   -0.5477 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518   -0.2014    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079    0.5025   -0.2849 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0832    0.8591    0.7802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    2.2129    0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4343   -0.6317    2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728   -2.2907    3.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9531   -1.9398    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912   -0.0825    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7937    2.3038    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1498    1.3682   -1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.5458   -2.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309   -0.9975    1.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    0.1650   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989   -2.2077   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -2.0676   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950   -3.3047   -0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7818   -1.9978    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1303   -1.9747   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0866    0.4069   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -0.4166    1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342    1.4887   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639    2.3781    1.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    2.7094    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9031    2.6778    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10  3  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  9 28  1  0
 12 29  1  0
 14 30  1  6
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  6
 21 39  1  0
 21 40  1  0
 21 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀ClN₃O₃

Average Molecular Weight

313.78

Monoisotopic Molecular Weight

313.119319228

IUPAC Name

4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxypiperidin-4-yl]benzene-1-carboximidic acid

Traditional Name

4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxypiperidin-4-yl]benzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

CO[C@H]1CNCC[C@H]1N=C(O)C1=C(OC)C=C(N)C(Cl)=C1

InChI Identifier

InChI=1S/C14H20ClN3O3/c1-20-12-6-10(16)9(15)5-8(12)14(19)18-11-3-4-17-7-13(11)21-2/h5-6,11,13,17H,3-4,7,16H2,1-2H3,(H,18,19)/t11-,13+/m1/s1

InChI Key

OMLDMGPCWMBPAN-YPMHNXCESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Diphenylpyrroles

Alternative Parents

Substituents

2,3-diphenylpyrrole
Aromatic anilide
Medium-chain hydroxy acid
Pyrrole-3-carboxamide
Pyrrole-3-carboxylic acid or derivatives
Medium-chain fatty acid
Beta-hydroxy acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fluorobenzene
Halobenzene
Halogenated fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Phenol
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Hydroxy acid
Fatty acyl
Fatty acid
Benzenoid
Vinylogous amide
Heteroaromatic compound
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organofluoride
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061018)
Liver (HMDB: HMDB0061018)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061018)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061018)

Cellular substructure

Cytoplasm (HMDB: HMDB0061018)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	0.86	ALOGPS
logP	-0.63	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.1 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.53 m³·mol⁻¹	ChemAxon
Polarizability	32.45 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	175.972	30932474
DeepCCS	[M-H]-	173.614	30932474
DeepCCS	[M-2H]-	206.892	30932474
DeepCCS	[M+Na]+	182.119	30932474
AllCCS	[M+H]+	172.5	32859911
AllCCS	[M+H-H2O]+	169.3	32859911
AllCCS	[M+NH4]+	175.5	32859911
AllCCS	[M+Na]+	176.3	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	172.2	32859911
AllCCS	[M+HCOO]-	172.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
norcisapride	CO[C@H]1CNCC[C@H]1N=C(O)C1=C(OC)C=C(N)C(Cl)=C1	3439.6	Standard polar	33892256
norcisapride	CO[C@H]1CNCC[C@H]1N=C(O)C1=C(OC)C=C(N)C(Cl)=C1	2809.6	Standard non polar	33892256
norcisapride	CO[C@H]1CNCC[C@H]1N=C(O)C1=C(OC)C=C(N)C(Cl)=C1	2782.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
norcisapride,1TMS,isomer #1	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	2626.0	Semi standard non polar	33892256
norcisapride,1TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	2739.3	Semi standard non polar	33892256
norcisapride,1TMS,isomer #3	COC1=CC(N)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	2674.0	Semi standard non polar	33892256
norcisapride,2TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	2678.2	Semi standard non polar	33892256
norcisapride,2TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	2533.9	Standard non polar	33892256
norcisapride,2TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	3644.0	Standard polar	33892256
norcisapride,2TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	2667.2	Semi standard non polar	33892256
norcisapride,2TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	2621.9	Standard non polar	33892256
norcisapride,2TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	3792.6	Standard polar	33892256
norcisapride,2TMS,isomer #3	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	2614.4	Semi standard non polar	33892256
norcisapride,2TMS,isomer #3	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	2637.5	Standard non polar	33892256
norcisapride,2TMS,isomer #3	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	3657.6	Standard polar	33892256
norcisapride,2TMS,isomer #4	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	2781.0	Semi standard non polar	33892256
norcisapride,2TMS,isomer #4	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	2714.3	Standard non polar	33892256
norcisapride,2TMS,isomer #4	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	3531.3	Standard polar	33892256
norcisapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	2613.1	Semi standard non polar	33892256
norcisapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	2598.0	Standard non polar	33892256
norcisapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C	3383.2	Standard polar	33892256
norcisapride,3TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	2758.7	Semi standard non polar	33892256
norcisapride,3TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	2714.1	Standard non polar	33892256
norcisapride,3TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	3346.4	Standard polar	33892256
norcisapride,3TMS,isomer #3	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	2702.7	Semi standard non polar	33892256
norcisapride,3TMS,isomer #3	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	2793.7	Standard non polar	33892256
norcisapride,3TMS,isomer #3	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC	3368.8	Standard polar	33892256
norcisapride,4TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	2720.3	Semi standard non polar	33892256
norcisapride,4TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	2723.5	Standard non polar	33892256
norcisapride,4TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C)C[C@@H]1OC)O[Si](C)(C)C	3192.1	Standard polar	33892256
norcisapride,1TBDMS,isomer #1	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	2811.2	Semi standard non polar	33892256
norcisapride,1TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	2927.9	Semi standard non polar	33892256
norcisapride,1TBDMS,isomer #3	COC1=CC(N)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	2909.9	Semi standard non polar	33892256
norcisapride,2TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3025.6	Semi standard non polar	33892256
norcisapride,2TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	2926.9	Standard non polar	33892256
norcisapride,2TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3665.6	Standard polar	33892256
norcisapride,2TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3079.1	Semi standard non polar	33892256
norcisapride,2TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3004.0	Standard non polar	33892256
norcisapride,2TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3830.1	Standard polar	33892256
norcisapride,2TBDMS,isomer #3	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	3017.7	Semi standard non polar	33892256
norcisapride,2TBDMS,isomer #3	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	3042.9	Standard non polar	33892256
norcisapride,2TBDMS,isomer #3	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCNC[C@@H]1OC	3685.3	Standard polar	33892256
norcisapride,2TBDMS,isomer #4	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	3174.3	Semi standard non polar	33892256
norcisapride,2TBDMS,isomer #4	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	3128.6	Standard non polar	33892256
norcisapride,2TBDMS,isomer #4	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	3687.6	Standard polar	33892256
norcisapride,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3173.7	Semi standard non polar	33892256
norcisapride,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3142.6	Standard non polar	33892256
norcisapride,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCNC[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3509.9	Standard polar	33892256
norcisapride,3TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3317.3	Semi standard non polar	33892256
norcisapride,3TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3235.1	Standard non polar	33892256
norcisapride,3TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3574.7	Standard polar	33892256
norcisapride,3TBDMS,isomer #3	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	3316.1	Semi standard non polar	33892256
norcisapride,3TBDMS,isomer #3	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	3364.5	Standard non polar	33892256
norcisapride,3TBDMS,isomer #3	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(O)=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC	3585.8	Standard polar	33892256
norcisapride,4TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3492.1	Semi standard non polar	33892256
norcisapride,4TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3412.4	Standard non polar	33892256
norcisapride,4TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=N[C@@H]1CCN([Si](C)(C)C(C)(C)C)C[C@@H]1OC)O[Si](C)(C)C(C)(C)C	3463.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - norcisapride GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dr-7950000000-74b28b56bf109763b643	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norcisapride GC-MS (1 TMS) - 70eV, Positive	splash10-0229-9466000000-b032224f3fe378c427f4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norcisapride 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 - norcisapride 10V, Positive-QTOF	splash10-03di-0379000000-ea7895363ec2230274ee	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 20V, Positive-QTOF	splash10-001i-2971000000-32ede446940570afd05f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 40V, Positive-QTOF	splash10-0frt-5930000000-d47454a494c1c9aefbc0	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 10V, Negative-QTOF	splash10-03di-0259000000-4177c98f339d036c6c66	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 20V, Negative-QTOF	splash10-097j-4592000000-46d112a57b8bcc43fc56	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 40V, Negative-QTOF	splash10-0a4m-4920000000-c68c719657d7a5169cba	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 10V, Negative-QTOF	splash10-03e9-0090000000-90760bc4a19070a49304	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 20V, Negative-QTOF	splash10-001i-1390000000-08d0fb2d63ce70e251cd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 40V, Negative-QTOF	splash10-001i-6390000000-b304522e27e37a8f5a1e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 10V, Positive-QTOF	splash10-03di-0019000000-a65c1fe5e49e8571802e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 20V, Positive-QTOF	splash10-03di-0329000000-a05de99840ece46a8cf2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norcisapride 40V, Positive-QTOF	splash10-001i-2910000000-3c62e14998f63afbd8bc	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06422

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

216236

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 norcisapride (HMDB0061018)

MOL for HMDB0061018 (norcisapride)

3D MOL for HMDB0061018 (norcisapride)

3D SDF for HMDB0061018 (norcisapride)

3D-SDF for HMDB0061018 (norcisapride)

PDB for HMDB0061018 (norcisapride)

3D PDB for HMDB0061018 (norcisapride)

SMILES for HMDB0061018 (norcisapride)

INCHI for HMDB0061018 (norcisapride)

Structure for HMDB0061018 (norcisapride)

3D Structure for HMDB0061018 (norcisapride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra