Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (14) Show 14 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014742

Secondary Accession Numbers

HMDB14742

Metabolite Identification

Common Name

Cisapride

Description

Cisapride, also known as (+-)-cisapride or cisapridum, belongs to the class of organic compounds known as aminobenzamides. These are organic compounds containing a benzamide moiety with an amine group attached to the benzene ring. Cisapride is a drug which is used for the symptomatic treatment of adult patients with nocturnal heartburn due to gastroesophageal reflux disease. Cisapride is a very strong basic compound (based on its pKa). Cisapride is a potentially toxic compound.

Structure

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


  Mrv0541 04191212132D          

 32 34  0  0  1  0            999 V2000
    7.7581   -7.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4726   -6.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -6.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1789   -7.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7581   -8.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -7.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1781   -8.1108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0436   -8.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8922   -8.5240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3292   -8.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1766   -9.7608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8914   -9.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4633   -8.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4726   -6.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4625   -9.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6147   -8.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -9.3532    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -6.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4634   -9.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6071   -8.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0337  -10.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1783   -9.3532    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7493   -9.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4626  -10.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0345   -9.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7477  -11.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1758  -10.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8899  -10.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3188  -11.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6047  -10.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -5.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3211   -8.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  1  2  0  0  0  0
  4  2  1  0  0  0  0
 14  2  2  0  0  0  0
  6  3  2  0  0  0  0
 18  3  1  0  0  0  0
  7  4  1  1  0  0  0
  8  5  1  0  0  0  0
 10  6  1  0  0  0  0
  9  7  1  0  0  0  0
 13  7  1  0  0  0  0
 10  8  2  0  0  0  0
 17  8  1  0  0  0  0
 12  9  1  0  0  0  0
  9 20  1  1  0  0  0
 16 10  1  0  0  0  0
 15 11  1  0  0  0  0
 27 11  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 31 18  1  0  0  0  0
 24 19  1  0  0  0  0
 22 19  1  0  0  0  0
 23 19  2  0  0  0  0
 32 20  1  0  0  0  0
 29 21  1  0  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  2  0  0  0  0
 28 27  1  0  0  0  0
 30 28  1  0  0  0  0
 30 29  1  0  0  0  0
M  END

HMDB0014742
     RDKit          3D
Cisapride
 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.6573    1.5891   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    0.8186   -0.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2927   -0.0330    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6660   -0.1819    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1783   -1.0155    2.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5627   -1.1967    2.3369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2847   -1.7402    2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8819   -2.8360    4.1137 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -1.6009    2.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -0.7464    1.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -0.6460    1.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -1.3941    2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    0.1808    0.6535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    0.1392    0.6705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2297    1.4907    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373    2.0588   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    1.1646   -0.3706 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    1.6982   -1.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9352    1.2790   -1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505   -0.1682   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242   -0.4959   -1.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4431   -0.3850   -0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1553   -0.0002    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653    0.1013    1.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4656   -0.1784    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4828   -0.0952    1.8856 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7754   -0.5743   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -0.6643   -1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -0.1226   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -0.1836   -0.7075 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8222    0.7022   -1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303    0.1195   -2.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0706    1.9438   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    1.0319   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9745    2.5476   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3305    0.3884    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0060   -0.9107    3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1525   -1.6257    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2322   -2.1625    3.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102    0.8135   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4831   -0.6101    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    2.1811    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4266    1.3793    1.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516    2.5501   -0.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851    2.9215    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    2.8390   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    1.4428   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520    1.7826   -2.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    1.7280   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -0.7314   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529   -0.5395   -2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1382    0.2071    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    0.4070    2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8001   -0.7907   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0243   -0.9733   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.8280    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034   -0.4474   -1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972   -1.2466   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0144    0.9460   -3.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -0.4301   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368   -0.5451   -3.2086 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  2  0
 11 13  1  0
 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
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 10  3  1  0
 30 14  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 13 40  1  0
 14 41  1  1
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  6
 32 59  1  0
 32 60  1  0
 32 61  1  0
M  END


  Mrv0541 04191212132D          

 32 34  0  0  1  0            999 V2000
    7.7581   -7.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4726   -6.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -6.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1789   -7.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7581   -8.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -7.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1781   -8.1108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0436   -8.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8922   -8.5240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3292   -8.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1766   -9.7608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8914   -9.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4633   -8.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4726   -6.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4625   -9.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6147   -8.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -9.3532    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -6.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4634   -9.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6071   -8.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0337  -10.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1783   -9.3532    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7493   -9.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4626  -10.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0345   -9.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7477  -11.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1758  -10.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8899  -10.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3188  -11.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6047  -10.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -5.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3211   -8.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  1  2  0  0  0  0
  4  2  1  0  0  0  0
 14  2  2  0  0  0  0
  6  3  2  0  0  0  0
 18  3  1  0  0  0  0
  7  4  1  1  0  0  0
  8  5  1  0  0  0  0
 10  6  1  0  0  0  0
  9  7  1  0  0  0  0
 13  7  1  0  0  0  0
 10  8  2  0  0  0  0
 17  8  1  0  0  0  0
 12  9  1  0  0  0  0
  9 20  1  1  0  0  0
 16 10  1  0  0  0  0
 15 11  1  0  0  0  0
 27 11  1  0  0  0  0
 12 11  1  0  0  0  0
 15 13  1  0  0  0  0
 31 18  1  0  0  0  0
 24 19  1  0  0  0  0
 22 19  1  0  0  0  0
 23 19  2  0  0  0  0
 32 20  1  0  0  0  0
 29 21  1  0  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  2  0  0  0  0
 28 27  1  0  0  0  0
 30 28  1  0  0  0  0
 30 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014742

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H29ClFN3O4/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29)/t20-,22+/m1/s1

> <INCHI_KEY>
DCSUBABJRXZOMT-IRLDBZIGSA-N

> <FORMULA>
C23H29ClFN3O4

> <MOLECULAR_WEIGHT>
465.945

> <EXACT_MASS>
465.183062343

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
49.11181362713439

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
2.491358864666666

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.768892546739217

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.575677583907808

> <JCHEM_PKA_STRONGEST_BASIC>
8.239418549799563

> <JCHEM_POLAR_SURFACE_AREA>
86.05000000000001

> <JCHEM_REFRACTIVITY>
122.9349

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-cisapride

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014742
     RDKit          3D
Cisapride
 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.6573    1.5891   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    0.8186   -0.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2927   -0.0330    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6660   -0.1819    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1783   -1.0155    2.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5627   -1.1967    2.3369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2847   -1.7402    2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8819   -2.8360    4.1137 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -1.6009    2.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -0.7464    1.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -0.6460    1.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -1.3941    2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    0.1808    0.6535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    0.1392    0.6705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2297    1.4907    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373    2.0588   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    1.1646   -0.3706 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    1.6982   -1.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9352    1.2790   -1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505   -0.1682   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242   -0.4959   -1.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4431   -0.3850   -0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1553   -0.0002    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653    0.1013    1.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4656   -0.1784    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4828   -0.0952    1.8856 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7754   -0.5743   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -0.6643   -1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -0.1226   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -0.1836   -0.7075 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8222    0.7022   -1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303    0.1195   -2.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0706    1.9438   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    1.0319   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9745    2.5476   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3305    0.3884    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0060   -0.9107    3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1525   -1.6257    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2322   -2.1625    3.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102    0.8135   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4831   -0.6101    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    2.1811    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4266    1.3793    1.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516    2.5501   -0.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851    2.9215    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    2.8390   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    1.4428   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520    1.7826   -2.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    1.7280   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -0.7314   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529   -0.5395   -2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1382    0.2071    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    0.4070    2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8001   -0.7907   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0243   -0.9733   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.8280    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034   -0.4474   -1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972   -1.2466   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0144    0.9460   -3.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -0.4301   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368   -0.5451   -3.2086 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  2  0
 11 13  1  0
 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
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 10  3  1  0
 30 14  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 13 40  1  0
 14 41  1  1
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  6
 32 59  1  0
 32 60  1  0
 32 61  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      14.482 -13.609   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.816 -12.839   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.148 -12.839   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      17.134 -13.600   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      14.482 -15.149   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.815 -13.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.132 -15.140   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.148 -15.919   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.465 -15.911   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.815 -15.149   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      17.130 -18.220   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      18.464 -17.451   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.798 -15.909   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      15.816 -11.299   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      15.797 -17.449   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      10.481 -15.919   0.000  0.00  0.00           N+0
HETATM   17 Cl   UNK     0      13.148 -17.459   0.000  0.00  0.00          Cl+0
HETATM   18  O   UNK     0      13.148 -11.299   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      25.132 -18.228   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      19.800 -15.143   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      22.463 -19.765   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0      26.466 -17.459   0.000  0.00  0.00           F+0
HETATM   23  C   UNK     0      23.799 -17.457   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.130 -19.768   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.464 -18.225   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.796 -20.537   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.128 -19.760   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.461 -20.531   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      21.128 -20.534   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      19.795 -19.763   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.815 -10.529   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.133 -15.914   0.000  0.00  0.00           C+0
CONECT    1    2    3    5                                                  
CONECT    2    1    4   14                                                  
CONECT    3    1    6   18                                                  
CONECT    4    2    7                                                       
CONECT    5    1    8                                                       
CONECT    6    3   10                                                       
CONECT    7    4    9   13                                                  
CONECT    8    5   10   17                                                  
CONECT    9    7   12   20                                                  
CONECT   10    6    8   16                                                  
CONECT   11   15   27   12                                                  
CONECT   12    9   11                                                       
CONECT   13    7   15                                                       
CONECT   14    2                                                            
CONECT   15   11   13                                                       
CONECT   16   10                                                            
CONECT   17    8                                                            
CONECT   18    3   31                                                       
CONECT   19   24   22   23                                                  
CONECT   20    9   32                                                       
CONECT   21   29   25   26                                                  
CONECT   22   19                                                            
CONECT   23   19   25                                                       
CONECT   24   19   26                                                       
CONECT   25   21   23                                                       
CONECT   26   21   24                                                       
CONECT   27   11   28                                                       
CONECT   28   27   30                                                       
CONECT   29   21   30                                                       
CONECT   30   28   29                                                       
CONECT   31   18                                                            
CONECT   32   20                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0014742
HETATM    1  C1  UNL     1      -5.657   1.589  -0.891  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.836   0.819  -0.052  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.293  -0.033   0.921  1.00  0.00           C  
HETATM    4  C3  UNL     1      -6.666  -0.182   1.133  1.00  0.00           C  
HETATM    5  C4  UNL     1      -7.178  -1.016   2.083  1.00  0.00           C  
HETATM    6  N1  UNL     1      -8.563  -1.197   2.337  1.00  0.00           N  
HETATM    7  C5  UNL     1      -6.285  -1.740   2.866  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -6.882  -2.836   4.114  1.00  0.00          CL  
HETATM    9  C6  UNL     1      -4.937  -1.601   2.667  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.398  -0.746   1.692  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.957  -0.646   1.557  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.269  -1.394   2.349  1.00  0.00           O  
HETATM   13  N2  UNL     1      -2.255   0.181   0.654  1.00  0.00           N  
HETATM   14  C9  UNL     1      -0.791   0.139   0.670  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.230   1.491   1.050  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.637   2.059  -0.026  1.00  0.00           C  
HETATM   17  N3  UNL     1       1.742   1.165  -0.371  1.00  0.00           N  
HETATM   18  C12 UNL     1       2.524   1.698  -1.435  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.935   1.279  -1.589  1.00  0.00           C  
HETATM   20  C14 UNL     1       4.150  -0.168  -1.803  1.00  0.00           C  
HETATM   21  O3  UNL     1       5.524  -0.496  -1.938  1.00  0.00           O  
HETATM   22  C15 UNL     1       6.443  -0.385  -0.949  1.00  0.00           C  
HETATM   23  C16 UNL     1       6.155  -0.000   0.335  1.00  0.00           C  
HETATM   24  C17 UNL     1       7.165   0.101   1.296  1.00  0.00           C  
HETATM   25  C18 UNL     1       8.466  -0.178   0.994  1.00  0.00           C  
HETATM   26  F1  UNL     1       9.483  -0.095   1.886  1.00  0.00           F  
HETATM   27  C19 UNL     1       8.775  -0.574  -0.313  1.00  0.00           C  
HETATM   28  C20 UNL     1       7.768  -0.664  -1.232  1.00  0.00           C  
HETATM   29  C21 UNL     1       1.233  -0.123  -0.692  1.00  0.00           C  
HETATM   30  C22 UNL     1      -0.265  -0.184  -0.707  1.00  0.00           C  
HETATM   31  O4  UNL     1      -0.822   0.702  -1.596  1.00  0.00           O  
HETATM   32  C23 UNL     1      -1.630   0.119  -2.550  1.00  0.00           C  
HETATM   33  H1  UNL     1      -5.071   1.944  -1.794  1.00  0.00           H  
HETATM   34  H2  UNL     1      -6.547   1.032  -1.230  1.00  0.00           H  
HETATM   35  H3  UNL     1      -5.975   2.548  -0.402  1.00  0.00           H  
HETATM   36  H4  UNL     1      -7.331   0.388   0.517  1.00  0.00           H  
HETATM   37  H5  UNL     1      -9.006  -0.911   3.233  1.00  0.00           H  
HETATM   38  H6  UNL     1      -9.152  -1.626   1.609  1.00  0.00           H  
HETATM   39  H7  UNL     1      -4.232  -2.163   3.272  1.00  0.00           H  
HETATM   40  H8  UNL     1      -2.710   0.814  -0.015  1.00  0.00           H  
HETATM   41  H9  UNL     1      -0.483  -0.610   1.406  1.00  0.00           H  
HETATM   42  H10 UNL     1      -1.047   2.181   1.261  1.00  0.00           H  
HETATM   43  H11 UNL     1       0.427   1.379   1.955  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.152   2.550  -0.862  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.185   2.921   0.497  1.00  0.00           H  
HETATM   46  H14 UNL     1       2.449   2.839  -1.462  1.00  0.00           H  
HETATM   47  H15 UNL     1       2.031   1.443  -2.437  1.00  0.00           H  
HETATM   48  H16 UNL     1       4.252   1.783  -2.601  1.00  0.00           H  
HETATM   49  H17 UNL     1       4.609   1.728  -0.824  1.00  0.00           H  
HETATM   50  H18 UNL     1       3.752  -0.731  -0.929  1.00  0.00           H  
HETATM   51  H19 UNL     1       3.653  -0.540  -2.716  1.00  0.00           H  
HETATM   52  H20 UNL     1       5.138   0.207   0.668  1.00  0.00           H  
HETATM   53  H21 UNL     1       6.889   0.407   2.284  1.00  0.00           H  
HETATM   54  H22 UNL     1       9.800  -0.791  -0.540  1.00  0.00           H  
HETATM   55  H23 UNL     1       8.024  -0.973  -2.246  1.00  0.00           H  
HETATM   56  H24 UNL     1       1.634  -0.828   0.102  1.00  0.00           H  
HETATM   57  H25 UNL     1       1.603  -0.447  -1.701  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.597  -1.247  -0.982  1.00  0.00           H  
HETATM   59  H27 UNL     1      -2.014   0.946  -3.201  1.00  0.00           H  
HETATM   60  H28 UNL     1      -2.485  -0.430  -2.114  1.00  0.00           H  
HETATM   61  H29 UNL     1      -1.037  -0.545  -3.209  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   36
CONECT    5    6    7    7
CONECT    6   37   38
CONECT    7    8    9
CONECT    9   10   10   39
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   40
CONECT   14   15   30   41
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   29
CONECT   18   19   46   47
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22
CONECT   22   23   23   28
CONECT   23   24   52
CONECT   24   25   25   53
CONECT   25   26   27
CONECT   27   28   28   54
CONECT   28   55
CONECT   29   30   56   57
CONECT   30   31   58
CONECT   31   32
CONECT   32   59   60   61
END

HMDB0014742
     RDKit          3D
Cisapride
 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.6573    1.5891   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    0.8186   -0.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2927   -0.0330    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6660   -0.1819    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1783   -1.0155    2.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5627   -1.1967    2.3369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2847   -1.7402    2.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8819   -2.8360    4.1137 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -1.6009    2.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -0.7464    1.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -0.6460    1.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687   -1.3941    2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2550    0.1808    0.6535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    0.1392    0.6705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2297    1.4907    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373    2.0588   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    1.1646   -0.3706 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    1.6982   -1.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9352    1.2790   -1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505   -0.1682   -1.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242   -0.4959   -1.9378 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4431   -0.3850   -0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1553   -0.0002    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653    0.1013    1.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4656   -0.1784    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4828   -0.0952    1.8856 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7754   -0.5743   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -0.6643   -1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -0.1226   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -0.1836   -0.7075 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8222    0.7022   -1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303    0.1195   -2.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0706    1.9438   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    1.0319   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9745    2.5476   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3305    0.3884    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0060   -0.9107    3.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1525   -1.6257    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2322   -2.1625    3.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102    0.8135   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4831   -0.6101    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    2.1811    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4266    1.3793    1.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516    2.5501   -0.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851    2.9215    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    2.8390   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    1.4428   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520    1.7826   -2.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    1.7280   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -0.7314   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529   -0.5395   -2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1382    0.2071    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890    0.4070    2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8001   -0.7907   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0243   -0.9733   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.8280    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034   -0.4474   -1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972   -1.2466   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0144    0.9460   -3.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -0.4301   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368   -0.5451   -3.2086 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  2  0
 11 13  1  0
 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
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 10  3  1  0
 30 14  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 13 40  1  0
 14 41  1  1
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  6
 32 59  1  0
 32 60  1  0
 32 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Cisapride	ChEBI
4-Amino-5-chloro-N-(1-(3-(4-fluorophenoxy)propyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide	ChEBI
4-Amino-5-chloro-N-{1-[3-(4-fluoro-phenoxy)-propyl]-3-methoxy-piperidin-4-yl}-2-methoxy-benzamide	ChEBI
cis-4-Amino-5-chloro-N-(1-(3-(p-fluorophenoxy)propyl)-3-methoxy-4-piperidyl)-O-anisamide	ChEBI
cis-4-Amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide	ChEBI
cis-4-Amino-5-chloro-N-{1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-O-anisamide	ChEBI
Cisaprida	ChEBI
Cisapridum	ChEBI
Propulsid	HMDB

Chemical Formula

C₂₃H₂₉ClFN₃O₄

Average Molecular Weight

465.945

Monoisotopic Molecular Weight

465.183062343

IUPAC Name

4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide

Traditional Name

(+-)-cisapride

CAS Registry Number

81098-60-4

SMILES

CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC

InChI Identifier

InChI=1S/C23H29ClFN3O4/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29)/t20-,22+/m1/s1

InChI Key

DCSUBABJRXZOMT-IRLDBZIGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzamides. These are organic compounds containing a benzamide moiety with an amine group attached to the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzamides

Alternative Parents

Substituents

Aminobenzamide
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Aminophenyl ether
Methoxyaniline
Benzamide
Phenoxy compound
Anisole
Methoxybenzene
Aniline or substituted anilines
Benzoyl
Phenol ether
Alkyl aryl ether
Halobenzene
Fluorobenzene
Chlorobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Piperidine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxamide group
Tertiary amine
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Ether
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organofluoride
Organopnictogen compound
Organic oxide
Organochloride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:3720 )
organofluorine compound (CHEBI:3720 )
aromatic ether (CHEBI:3720 )
substituted aniline (CHEBI:3720 )
benzamides (CHEBI:3720 )
monochlorobenzenes (CHEBI:3720 )

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: HMDB0014742)

Source

Exogenous

Exogenous (HMDB: HMDB0014742)

Process

Not Available

Role

Industrial application

Serotonergic agonist (HMDB: HMDB0014742)

Pharmaceutical industry

Gastrointestinal drug (HMDB: HMDB0014742)
Anti-ulcer drug (HMDB: HMDB0014742)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	110 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 g/L	Not Available
LogP	3.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	2.95	ALOGPS
logP	2.49	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	8.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.05 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	122.93 m³·mol⁻¹	ChemAxon
Polarizability	49.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	204.55	30932474
DeepCCS	[M-H]-	202.192	30932474
DeepCCS	[M-2H]-	235.088	30932474
DeepCCS	[M+Na]+	210.644	30932474
AllCCS	[M+H]+	208.9	32859911
AllCCS	[M+H-H2O]+	206.9	32859911
AllCCS	[M+NH4]+	210.7	32859911
AllCCS	[M+Na]+	211.2	32859911
AllCCS	[M-H]-	203.3	32859911
AllCCS	[M+Na-2H]-	204.3	32859911
AllCCS	[M+HCOO]-	205.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.96 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0057 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	58.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1375.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	190.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	100.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	333.0 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	396.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	544.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	871.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	364.7 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	972.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	374.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	336.8 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cisapride	CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC	4809.0	Standard polar	33892256
Cisapride	CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC	3864.1	Standard non polar	33892256
Cisapride	CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC	3835.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cisapride,1TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	3830.1	Semi standard non polar	33892256
Cisapride,1TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	3389.2	Standard non polar	33892256
Cisapride,1TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	4660.8	Standard polar	33892256
Cisapride,1TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	3612.0	Semi standard non polar	33892256
Cisapride,1TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	3312.2	Standard non polar	33892256
Cisapride,1TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	4933.3	Standard polar	33892256
Cisapride,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	3670.1	Semi standard non polar	33892256
Cisapride,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	3358.0	Standard non polar	33892256
Cisapride,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	4417.8	Standard polar	33892256
Cisapride,2TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	3696.5	Semi standard non polar	33892256
Cisapride,2TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	3334.5	Standard non polar	33892256
Cisapride,2TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	4380.2	Standard polar	33892256
Cisapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	3576.3	Semi standard non polar	33892256
Cisapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	3250.5	Standard non polar	33892256
Cisapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C	4109.0	Standard polar	33892256
Cisapride,1TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	4014.2	Semi standard non polar	33892256
Cisapride,1TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	3592.3	Standard non polar	33892256
Cisapride,1TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N[C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	4698.1	Standard polar	33892256
Cisapride,1TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	3805.0	Semi standard non polar	33892256
Cisapride,1TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	3517.0	Standard non polar	33892256
Cisapride,1TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	4905.2	Standard polar	33892256
Cisapride,2TBDMS,isomer #1	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(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	4101.4	Semi standard non polar	33892256
Cisapride,2TBDMS,isomer #1	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(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	3768.1	Standard non polar	33892256
Cisapride,2TBDMS,isomer #1	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(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC	4464.3	Standard polar	33892256
Cisapride,2TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	4039.9	Semi standard non polar	33892256
Cisapride,2TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	3696.4	Standard non polar	33892256
Cisapride,2TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N([C@@H]1CCN(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	4463.5	Standard polar	33892256
Cisapride,3TBDMS,isomer #1	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(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	4155.2	Semi standard non polar	33892256
Cisapride,3TBDMS,isomer #1	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(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	3833.8	Standard non polar	33892256
Cisapride,3TBDMS,isomer #1	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(CCCOC2=CC=C(F)C=C2)C[C@@H]1OC)[Si](C)(C)C(C)(C)C	4220.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cisapride GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-2922000000-0772f474daac82b426ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cisapride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cisapride 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 - Cisapride LC-ESI-qTof , Positive-QTOF	splash10-001i-0980000000-a0df861122e90da3494b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cisapride , positive-QTOF	splash10-001i-0980000000-a0df861122e90da3494b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cisapride , positive-QTOF	splash10-0159-0710900000-262b97df953edaab4cfa	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 10V, Positive-QTOF	splash10-0159-0111900000-61265dea2a01bd8e8378	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 20V, Positive-QTOF	splash10-001i-0943300000-cdcfabdf19797140d795	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 40V, Positive-QTOF	splash10-0006-9861100000-46b94051a1f1227c9363	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 10V, Negative-QTOF	splash10-03di-0400900000-c6cda5b55f88160e99de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 20V, Negative-QTOF	splash10-03di-0921500000-6011948830548e90b8dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 40V, Negative-QTOF	splash10-03di-2910000000-5144f15cb7a70d64b8a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 10V, Positive-QTOF	splash10-014i-0001900000-8df7d19bd80f8e92fe73	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 20V, Positive-QTOF	splash10-0gb9-0439600000-d40cbd486ff327890e07	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 40V, Positive-QTOF	splash10-03ea-4902100000-c20a14020bf3f34d23dd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 10V, Negative-QTOF	splash10-03di-0100900000-10eb08fa13f12fb9bc9d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 20V, Negative-QTOF	splash10-03di-5915600000-de23551ac41099e763f9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cisapride 40V, Negative-QTOF	splash10-0il0-9411000000-a20e7213ffcaf2d0f91f	2021-10-11	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 DB00604	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00604	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00604

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5292927

KEGG Compound ID

C06910

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cisapride

METLIN ID

Not Available

PubChem Compound

6917698

PDB ID

Not Available

ChEBI ID

3720

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

Pearce RE, Gotschall RR, Kearns GL, Leeder JS: Cytochrome P450 Involvement in the biotransformation of cisapride and racemic norcisapride in vitro: differential activity of individual human CYP3A isoforms. Drug Metab Dispos. 2001 Dec;29(12):1548-54. [PubMed:11717173 ]

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Enzyme Details

4. 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

Enzyme Details

5. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Enzyme Details

6. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Enzyme Details

7. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

References

Enzyme Details

8. Cytochrome P450 1A2

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

References

Enzyme Details

9. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Enzyme Details

10. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

References

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Showing metabocard for Cisapride (HMDB0014742)

MOL for HMDB0014742 (Cisapride)

3D MOL for HMDB0014742 (Cisapride)

3D SDF for HMDB0014742 (Cisapride)

3D-SDF for HMDB0014742 (Cisapride)

PDB for HMDB0014742 (Cisapride)

3D PDB for HMDB0014742 (Cisapride)

SMILES for HMDB0014742 (Cisapride)

INCHI for HMDB0014742 (Cisapride)

Structure for HMDB0014742 (Cisapride)

3D Structure for HMDB0014742 (Cisapride)

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

References

References

References

References