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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:22:47 UTC

Update Date

2021-09-26 23:09:19 UTC

HMDB ID

HMDB0254899

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Mosapride

Description

Mosapride, also known as mosart, belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring. Mosapride is a gastroprokinetic agent that acts as a selective 5HT4 agonist. Mosapride is a very strong basic compound (based on its pKa). The neurogenesis is due to mosapride's effect on the 5-HT4 receptor where it acts as an agonist. It is recommended to be taken on an empty stomach (i.e. at least one hour before food or two hours after food). Mosapride also promotes neurogenesis in the gastrointestinal tract which may prove useful in certain bowel disorders. Unlike some other prokinetic agents, mosapride has little effect on potassium channels, no effect on hERG transfected cells, and no effect on cardiovascular function that could be detected in tests on humans. The major active metabolite of mosapride, known as M1, additionally acts as a 5HT3 antagonist, which accelerates gastric emptying throughout the whole of the gastrointestinal tract in humans, and is used for the treatment of gastritis, gastroesophageal reflux disease, functional dyspepsia and irritable bowel syndrome. In addition to its prokinetic properties, mosapride also exerts anti-inflammatory effects on the gastrointestinal tract which may contribute to some of its therapeutic effects. Due to the pharmacokinetics of mosapride, it would take 1,000–3,000 times the therapeutic dose to elicit cardiovascular effects. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mosapride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mosapride is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652310201622382D          

 29 31  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
  7 28  1  0  0  0  0
  6 29  1  0  0  0  0
M  END

HMDB0254899
     RDKit          3D
Mosapride
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.1533   -2.6945    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930   -1.8221   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3173   -0.5293   -0.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1235    0.4239    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4608    0.0890    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3161    0.9859    1.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6713    0.6713    1.3707 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7961    2.2252    1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8933    3.3779    2.1356 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    2.5663    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    1.6548    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2392    2.0771    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836    3.2715    0.5789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2409    1.3055   -0.3389 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155    1.8583   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.8006   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986    1.3272   -1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    0.8549   -0.8657 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342   -0.4708   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0151   -0.9670   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696   -2.3475   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2378   -2.8976    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1868   -2.0867    0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2321   -2.6368    1.4611 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0388   -0.7148    0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584   -0.1723    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0059    0.7799    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8248   -0.1309    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -0.3066   -0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4080   -3.5312    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851   -2.1733    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -3.1717    0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8346   -2.3045   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5639   -1.7155   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8501   -0.8897    0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1845    0.0547    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1967    1.0111    2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1021    3.5344    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3889    0.3443   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0717    2.7854   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512    2.1568    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3880    0.4592   -2.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4889    1.0159   -2.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.4356   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469   -0.4524   -2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0195   -1.2122   -1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -3.0134   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439   -3.9652    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8115   -0.1033    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8868    0.8907   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7823    1.8195    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8658    0.4511    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2334    0.2209    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -1.1395    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 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  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 18 27  1  0
 27 28  1  0
 28 29  1  0
 11  4  1  0
 29 16  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
M  END


  Mrv1652310201622382D          

 29 31  0  0  0  0            999 V2000
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
  7 28  1  0  0  0  0
  6 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254899

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1

> <INCHI_IDENTIFIER>
InChI=1S/C21H25ClFN3O3/c1-2-28-20-10-19(24)18(22)9-17(20)21(27)25-11-16-13-26(7-8-29-16)12-14-3-5-15(23)6-4-14/h3-6,9-10,16H,2,7-8,11-13,24H2,1H3,(H,25,27)

> <INCHI_KEY>
YPELFRMCRYSPKZ-UHFFFAOYSA-N

> <FORMULA>
C21H25ClFN3O3

> <MOLECULAR_WEIGHT>
421.9

> <EXACT_MASS>
421.1568475

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.7878390205448

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.748903781666667

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.76877099885697

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.464057208049905

> <JCHEM_PKA_STRONGEST_BASIC>
5.978810596487064

> <JCHEM_POLAR_SURFACE_AREA>
76.82

> <JCHEM_REFRACTIVITY>
112.3429

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mosapride

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254899
     RDKit          3D
Mosapride
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.1533   -2.6945    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930   -1.8221   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3173   -0.5293   -0.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1235    0.4239    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4608    0.0890    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3161    0.9859    1.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6713    0.6713    1.3707 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7961    2.2252    1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8933    3.3779    2.1356 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    2.5663    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    1.6548    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2392    2.0771    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836    3.2715    0.5789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2409    1.3055   -0.3389 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155    1.8583   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.8006   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986    1.3272   -1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    0.8549   -0.8657 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342   -0.4708   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0151   -0.9670   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696   -2.3475   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2378   -2.8976    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1868   -2.0867    0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2321   -2.6368    1.4611 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0388   -0.7148    0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584   -0.1723    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0059    0.7799    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8248   -0.1309    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -0.3066   -0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4080   -3.5312    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851   -2.1733    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -3.1717    0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8346   -2.3045   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5639   -1.7155   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8501   -0.8897    0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1845    0.0547    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1967    1.0111    2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1021    3.5344    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3889    0.3443   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0717    2.7854   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512    2.1568    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3880    0.4592   -2.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4889    1.0159   -2.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.4356   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469   -0.4524   -2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0195   -1.2122   -1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -3.0134   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439   -3.9652    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8115   -0.1033    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8868    0.8907   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7823    1.8195    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8658    0.4511    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2334    0.2209    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -1.1395    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 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  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 18 27  1  0
 27 28  1  0
 28 29  1  0
 11  4  1  0
 29 16  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
M  END

HEADER    PROTEIN                                 20-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-OCT-16         0                                  
HETATM    1  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0     -12.003  -0.770   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0     -13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -14.670   2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0     -14.670   3.850   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -12.003   2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -16.004   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -17.338   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -17.338   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -18.672   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -20.005   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.005   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -18.672   4.620   0.000  0.00  0.00           C+0
HETATM   27  F   UNK     0     -21.339   1.540   0.000  0.00  0.00           F+0
HETATM   28 Cl   UNK     0      -9.336  -6.930   0.000  0.00  0.00          Cl+0
HETATM   29  N   UNK     0      -6.668  -5.390   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   16   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24                                                            
CONECT   28    7                                                            
CONECT   29    6                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0254899
HETATM    1  C1  UNL     1      -4.153  -2.695   0.375  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.693  -1.822  -0.752  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.317  -0.529  -0.392  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.123   0.424   0.205  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.461   0.089   0.486  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.316   0.986   1.076  1.00  0.00           C  
HETATM    7  N1  UNL     1      -7.671   0.671   1.371  1.00  0.00           N  
HETATM    8  C6  UNL     1      -5.796   2.225   1.377  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -6.893   3.378   2.136  1.00  0.00          CL  
HETATM   10  C7  UNL     1      -4.495   2.566   1.109  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.607   1.655   0.504  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.239   2.077   0.246  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.884   3.272   0.579  1.00  0.00           O  
HETATM   14  N2  UNL     1      -1.241   1.305  -0.339  1.00  0.00           N  
HETATM   15  C10 UNL     1       0.115   1.858  -0.545  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.966   0.801  -1.189  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.299   1.327  -1.629  1.00  0.00           C  
HETATM   18  N3  UNL     1       3.419   0.855  -0.866  1.00  0.00           N  
HETATM   19  C13 UNL     1       3.834  -0.471  -1.288  1.00  0.00           C  
HETATM   20  C14 UNL     1       5.015  -0.967  -0.545  1.00  0.00           C  
HETATM   21  C15 UNL     1       5.170  -2.348  -0.428  1.00  0.00           C  
HETATM   22  C16 UNL     1       6.238  -2.898   0.238  1.00  0.00           C  
HETATM   23  C17 UNL     1       7.187  -2.087   0.809  1.00  0.00           C  
HETATM   24  F1  UNL     1       8.232  -2.637   1.461  1.00  0.00           F  
HETATM   25  C18 UNL     1       7.039  -0.715   0.697  1.00  0.00           C  
HETATM   26  C19 UNL     1       5.958  -0.172   0.023  1.00  0.00           C  
HETATM   27  C20 UNL     1       3.006   0.780   0.529  1.00  0.00           C  
HETATM   28  C21 UNL     1       1.825  -0.131   0.737  1.00  0.00           C  
HETATM   29  O3  UNL     1       1.030  -0.307  -0.368  1.00  0.00           O  
HETATM   30  H1  UNL     1      -3.408  -3.531   0.488  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.185  -2.173   1.366  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.148  -3.172   0.181  1.00  0.00           H  
HETATM   33  H4  UNL     1      -2.835  -2.304  -1.256  1.00  0.00           H  
HETATM   34  H5  UNL     1      -4.564  -1.715  -1.448  1.00  0.00           H  
HETATM   35  H6  UNL     1      -5.850  -0.890   0.239  1.00  0.00           H  
HETATM   36  H7  UNL     1      -8.184   0.055   0.707  1.00  0.00           H  
HETATM   37  H8  UNL     1      -8.197   1.011   2.204  1.00  0.00           H  
HETATM   38  H9  UNL     1      -4.102   3.534   1.348  1.00  0.00           H  
HETATM   39  H10 UNL     1      -1.389   0.344  -0.648  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.072   2.785  -1.152  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.451   2.157   0.462  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.388   0.459  -2.100  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.489   1.016  -2.696  1.00  0.00           H  
HETATM   44  H15 UNL     1       2.275   2.436  -1.555  1.00  0.00           H  
HETATM   45  H16 UNL     1       4.147  -0.452  -2.371  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.020  -1.212  -1.167  1.00  0.00           H  
HETATM   47  H18 UNL     1       4.424  -3.013  -0.876  1.00  0.00           H  
HETATM   48  H19 UNL     1       6.344  -3.965   0.320  1.00  0.00           H  
HETATM   49  H20 UNL     1       7.812  -0.103   1.162  1.00  0.00           H  
HETATM   50  H21 UNL     1       5.887   0.891  -0.041  1.00  0.00           H  
HETATM   51  H22 UNL     1       2.782   1.819   0.904  1.00  0.00           H  
HETATM   52  H23 UNL     1       3.866   0.451   1.146  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.233   0.221   1.627  1.00  0.00           H  
HETATM   54  H25 UNL     1       2.229  -1.140   1.023  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4
CONECT    4    5    5   11
CONECT    5    6   35
CONECT    6    7    8    8
CONECT    7   36   37
CONECT    8    9   10
CONECT   10   11   11   38
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   39
CONECT   15   16   40   41
CONECT   16   17   29   42
CONECT   17   18   43   44
CONECT   18   19   27
CONECT   19   20   45   46
CONECT   20   21   21   26
CONECT   21   22   47
CONECT   22   23   23   48
CONECT   23   24   25
CONECT   25   26   26   49
CONECT   26   50
CONECT   27   28   51   52
CONECT   28   29   53   54
END

HMDB0254899
     RDKit          3D
Mosapride
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.1533   -2.6945    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6930   -1.8221   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3173   -0.5293   -0.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1235    0.4239    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4608    0.0890    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3161    0.9859    1.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6713    0.6713    1.3707 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7961    2.2252    1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8933    3.3779    2.1356 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    2.5663    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067    1.6548    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2392    2.0771    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8836    3.2715    0.5789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2409    1.3055   -0.3389 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155    1.8583   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.8006   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986    1.3272   -1.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    0.8549   -0.8657 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342   -0.4708   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0151   -0.9670   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696   -2.3475   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2378   -2.8976    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1868   -2.0867    0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2321   -2.6368    1.4611 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0388   -0.7148    0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584   -0.1723    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0059    0.7799    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8248   -0.1309    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -0.3066   -0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4080   -3.5312    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851   -2.1733    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476   -3.1717    0.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8346   -2.3045   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5639   -1.7155   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8501   -0.8897    0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1845    0.0547    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1967    1.0111    2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1021    3.5344    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3889    0.3443   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0717    2.7854   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4512    2.1568    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3880    0.4592   -2.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4889    1.0159   -2.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.4356   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469   -0.4524   -2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0195   -1.2122   -1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -3.0134   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3439   -3.9652    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8115   -0.1033    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8868    0.8907   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7823    1.8195    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8658    0.4511    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2334    0.2209    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -1.1395    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 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  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 18 27  1  0
 27 28  1  0
 28 29  1  0
 11  4  1  0
 29 16  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mosart	Kegg
4-amino-5-chloro-2-Ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide	MeSH
Mosapride citrate	MeSH
Mosapride ui05MSP015CT	MeSH

Chemical Formula

C₂₁H₂₅ClFN₃O₃

Average Molecular Weight

421.9

Monoisotopic Molecular Weight

421.1568475

IUPAC Name

4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamide

Traditional Name

mosapride

CAS Registry Number

Not Available

SMILES

CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1

InChI Identifier

InChI=1S/C21H25ClFN3O3/c1-2-28-20-10-19(24)18(22)9-17(20)21(27)25-11-16-13-26(7-8-29-16)12-14-3-5-15(23)6-4-14/h3-6,9-10,16H,2,7-8,11-13,24H2,1H3,(H,25,27)

InChI Key

YPELFRMCRYSPKZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Aminophenyl ether
Phenoxy compound
Phenylmethylamine
Benzylamine
Aniline or substituted anilines
Alkyl aryl ether
Halobenzene
Fluorobenzene
Chlorobenzene
Aralkylamine
Oxazinane
Aryl chloride
Monocyclic benzene moiety
Aryl halide
Aryl fluoride
Morpholine
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Carboximidic acid
Carboximidic acid derivative
Organoheterocyclic compound
Dialkyl ether
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Primary amine
Organohalogen compound
Organochloride
Organofluoride
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0254899)

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
logP	3.14	ALOGPS
logP	2.75	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	14.46	ChemAxon
pKa (Strongest Basic)	5.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	112.34 m³·mol⁻¹	ChemAxon
Polarizability	43.79 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]+	197.582	30932474
DeepCCS	[M-H]-	195.211	30932474
DeepCCS	[M-2H]-	229.515	30932474
DeepCCS	[M+Na]+	204.743	30932474
AllCCS	[M+H]+	197.6	32859911
AllCCS	[M+H-H2O]+	195.2	32859911
AllCCS	[M+NH4]+	199.7	32859911
AllCCS	[M+Na]+	200.4	32859911
AllCCS	[M-H]-	195.1	32859911
AllCCS	[M+Na-2H]-	195.4	32859911
AllCCS	[M+HCOO]-	195.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.8626 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.75 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1325.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	190.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	343.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	405.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	368.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	824.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	335.6 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	1065.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	309.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	295.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	282.5 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	19.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mosapride	CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	4311.4	Standard polar	33892256
Mosapride	CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3450.4	Standard non polar	33892256
Mosapride	CCOC1=CC(N)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3517.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mosapride,1TMS,isomer #1	CCOC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3538.2	Semi standard non polar	33892256
Mosapride,1TMS,isomer #1	CCOC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3050.7	Standard non polar	33892256
Mosapride,1TMS,isomer #1	CCOC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	4173.9	Standard polar	33892256
Mosapride,1TMS,isomer #2	CCOC1=CC(N)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	3395.1	Semi standard non polar	33892256
Mosapride,1TMS,isomer #2	CCOC1=CC(N)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	2993.5	Standard non polar	33892256
Mosapride,1TMS,isomer #2	CCOC1=CC(N)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	4404.7	Standard polar	33892256
Mosapride,2TMS,isomer #1	CCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3416.4	Semi standard non polar	33892256
Mosapride,2TMS,isomer #1	CCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3081.5	Standard non polar	33892256
Mosapride,2TMS,isomer #1	CCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3964.8	Standard polar	33892256
Mosapride,2TMS,isomer #2	CCOC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	3494.7	Semi standard non polar	33892256
Mosapride,2TMS,isomer #2	CCOC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	2988.3	Standard non polar	33892256
Mosapride,2TMS,isomer #2	CCOC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	3935.8	Standard polar	33892256
Mosapride,3TMS,isomer #1	CCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	3384.3	Semi standard non polar	33892256
Mosapride,3TMS,isomer #1	CCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	2931.0	Standard non polar	33892256
Mosapride,3TMS,isomer #1	CCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C	3691.0	Standard polar	33892256
Mosapride,1TBDMS,isomer #1	CCOC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3729.8	Semi standard non polar	33892256
Mosapride,1TBDMS,isomer #1	CCOC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3254.4	Standard non polar	33892256
Mosapride,1TBDMS,isomer #1	CCOC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	4237.9	Standard polar	33892256
Mosapride,1TBDMS,isomer #2	CCOC1=CC(N)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3589.2	Semi standard non polar	33892256
Mosapride,1TBDMS,isomer #2	CCOC1=CC(N)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3184.8	Standard non polar	33892256
Mosapride,1TBDMS,isomer #2	CCOC1=CC(N)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	4436.3	Standard polar	33892256
Mosapride,2TBDMS,isomer #1	CCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3806.2	Semi standard non polar	33892256
Mosapride,2TBDMS,isomer #1	CCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	3449.0	Standard non polar	33892256
Mosapride,2TBDMS,isomer #1	CCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NCC1CN(CC2=CC=C(F)C=C2)CCO1	4039.0	Standard polar	33892256
Mosapride,2TBDMS,isomer #2	CCOC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3830.9	Semi standard non polar	33892256
Mosapride,2TBDMS,isomer #2	CCOC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3348.3	Standard non polar	33892256
Mosapride,2TBDMS,isomer #2	CCOC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	4065.6	Standard polar	33892256
Mosapride,3TBDMS,isomer #1	CCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3908.5	Semi standard non polar	33892256
Mosapride,3TBDMS,isomer #1	CCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3508.3	Standard non polar	33892256
Mosapride,3TBDMS,isomer #1	CCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(CC1CN(CC2=CC=C(F)C=C2)CCO1)[Si](C)(C)C(C)(C)C	3855.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mosapride GC-MS (Non-derivatized) - 70eV, Positive	splash10-0597-0912000000-b7fb0a6bfad44e4d20a9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mosapride 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 - Mosapride , positive-QTOF	splash10-00dj-0910400000-7b60d0e3ee1a9a5d92c9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mosapride 35V, Positive-QTOF	splash10-0002-0900100000-d72adcdbd3fb3b699ec3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 10V, Positive-QTOF	splash10-00di-0141900000-89277eb9b50d85f049be	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 20V, Positive-QTOF	splash10-00di-0591200000-f1cf3e8e66eaa1853013	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 40V, Positive-QTOF	splash10-0fk9-0920000000-cd3d58dda6a46ffac69f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 10V, Negative-QTOF	splash10-00di-0021900000-dd479d6e085a505fe51c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 20V, Negative-QTOF	splash10-022d-3797600000-1fb32b561ba50adbc102	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 40V, Negative-QTOF	splash10-0006-6952000000-cfe15cc335de41b652bd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 10V, Negative-QTOF	splash10-00di-0103900000-f610cd2b5ce8838638be	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 20V, Negative-QTOF	splash10-0006-0429200000-d9e7c9c901c637622eb5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapride 40V, Negative-QTOF	splash10-001j-1791000000-c48fe484ae22a51681b1	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11675

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

Mosapride

METLIN ID

Not Available

PubChem Compound

119584

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Mosapride (HMDB0254899)

MOL for HMDB0254899 (Mosapride)

3D MOL for HMDB0254899 (Mosapride)

3D SDF for HMDB0254899 (Mosapride)

3D-SDF for HMDB0254899 (Mosapride)

PDB for HMDB0254899 (Mosapride)

3D PDB for HMDB0254899 (Mosapride)

SMILES for HMDB0254899 (Mosapride)

INCHI for HMDB0254899 (Mosapride)

Structure for HMDB0254899 (Mosapride)

3D Structure for HMDB0254899 (Mosapride)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra