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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9)transporters (1) Show 10 proteins XML

enzymes (9)transporters (1) Show 10 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:56 UTC

HMDB ID

HMDB0015315

Secondary Accession Numbers

HMDB15315

Metabolite Identification

Common Name

Domperidone

Description

Domperidone is only found in individuals that have used or taken this drug. It is a specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms. [PubChem]Domperidone acts as a gastrointestinal emptying (delayed) adjunct and peristaltic stimulant. The gastroprokinetic properties of domperidone are related to its peripheral dopamine receptor blocking properties. Domperidone facilitates gastric emptying and decreases small bowel transit time by increasing esophageal and gastric peristalsis and by lowering esophageal sphincter pressure. Antiemetic: The antiemetic properties of domperidone are related to its dopamine receptor blocking activity at both the chemoreceptor trigger zone and at the gastric level. It has strong affinities for the D2 and D3 dopamine receptors, which are found in the chemoreceptor trigger zone, located just outside the blood brain barrier, which - among others - regulates nausea and vomiting

Structure

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

1184
  Mrv0541 02231215182D          

 30 34  0  0  0  0            999 V2000
    1.6500   -3.7973    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8806   -2.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892    0.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    0.0442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -2.3084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -3.6362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4702    1.9529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7903    1.8095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305   -1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2795   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6378   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -0.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940   -0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5993    0.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4067    0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556   -2.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629    1.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8044    2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0782    1.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6247    2.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    3.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1119    3.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9587    4.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7789    4.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 17  2  0  0  0  0
  3 24  2  0  0  0  0
  4 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  9  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 17  1  0  0  0  0
  6 19  1  0  0  0  0
  7 18  1  0  0  0  0
  7 22  1  0  0  0  0
  7 24  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  2  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 23  2  0  0  0  0
 21 26  2  0  0  0  0
 22 25  1  0  0  0  0
 22 27  2  0  0  0  0
 23 26  1  0  0  0  0
 25 28  2  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

HMDB0015315
     RDKit          3D
Domperidone
 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.4018    2.9464    1.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029    1.9770    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1161    1.7433    0.9079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326    0.6407    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3153   -0.0566   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0894   -1.1690   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8078   -1.5935   -1.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.9004   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9450    0.2248   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0662    1.0442    0.5056 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996    0.9670    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.1094    1.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6457   -0.0475    1.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0921   -0.5770    0.7148 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969    0.2100   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.4127   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077   -0.8767   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045   -0.8262   -0.3153 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3188   -1.7168    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750   -2.7890    1.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738   -1.3189    0.9168 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8060   -0.1738    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9112    0.6943    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9335    1.8426   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119    2.9259   -0.5262 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8192    2.1143   -1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6963    1.2979   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    0.1620   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783   -1.9802   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669   -1.4476    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9024    2.2975    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3184    0.2984   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9131   -1.7222   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879   -2.4551   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -1.2135   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300    1.9960    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3475    0.6235   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399   -0.8786    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5590    0.5420    2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.9415    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5059   -0.7695    2.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    1.2263   -0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189   -0.2073   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.7736   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    1.0864   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761   -1.1865   -1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2403   -1.7770    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727    0.4287    0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012    3.0039   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    1.4935   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7512   -2.1487   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194   -2.9331   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -2.3319    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216   -0.9272    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 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  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 10  2  1  0
 30 14  1  0
  9  4  1  0
 28 18  1  0
 28 22  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 21 47  1  0
 23 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

1184
  Mrv0541 02231215182D          

 30 34  0  0  0  0            999 V2000
    1.6500   -3.7973    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8806   -2.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892    0.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3431    0.0442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -2.3084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -3.6362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4702    1.9529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7903    1.8095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305   -1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2795   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6378   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -0.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8940   -0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5993    0.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4067    0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556   -2.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6629    1.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8044    2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0782    1.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6247    2.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4715    3.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1119    3.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9587    4.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7789    4.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 17  2  0  0  0  0
  3 24  2  0  0  0  0
  4 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  9  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 17  1  0  0  0  0
  6 19  1  0  0  0  0
  7 18  1  0  0  0  0
  7 22  1  0  0  0  0
  7 24  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  2  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 23  2  0  0  0  0
 21 26  2  0  0  0  0
 22 25  1  0  0  0  0
 22 27  2  0  0  0  0
 23 26  1  0  0  0  0
 25 28  2  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015315

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2

> <INCHI_IDENTIFIER>
InChI=1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)

> <INCHI_KEY>
FGXWKSZFVQUSTL-UHFFFAOYSA-N

> <FORMULA>
C22H24ClN5O2

> <MOLECULAR_WEIGHT>
425.911

> <EXACT_MASS>
425.161852744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.6114064047827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-1-yl)propyl]piperidin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
2.900103093

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.142072329278523

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.524702280602334

> <JCHEM_PKA_STRONGEST_BASIC>
7.0286370818592845

> <JCHEM_POLAR_SURFACE_AREA>
67.92

> <JCHEM_REFRACTIVITY>
119.37370000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
motilium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015315
     RDKit          3D
Domperidone
 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.4018    2.9464    1.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029    1.9770    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1161    1.7433    0.9079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326    0.6407    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3153   -0.0566   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0894   -1.1690   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8078   -1.5935   -1.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.9004   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9450    0.2248   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0662    1.0442    0.5056 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996    0.9670    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.1094    1.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6457   -0.0475    1.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0921   -0.5770    0.7148 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969    0.2100   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.4127   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077   -0.8767   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045   -0.8262   -0.3153 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3188   -1.7168    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750   -2.7890    1.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738   -1.3189    0.9168 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8060   -0.1738    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9112    0.6943    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9335    1.8426   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119    2.9259   -0.5262 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8192    2.1143   -1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6963    1.2979   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    0.1620   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783   -1.9802   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669   -1.4476    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9024    2.2975    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3184    0.2984   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9131   -1.7222   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879   -2.4551   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -1.2135   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300    1.9960    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3475    0.6235   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399   -0.8786    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5590    0.5420    2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.9415    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5059   -0.7695    2.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    1.2263   -0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189   -0.2073   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.7736   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    1.0864   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761   -1.1865   -1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2403   -1.7770    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727    0.4287    0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012    3.0039   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    1.4935   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7512   -2.1487   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194   -2.9331   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -2.3319    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216   -0.9272    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 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  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 10  2  1  0
 30 14  1  0
  9  4  1  0
 28 18  1  0
 28 22  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 21 47  1  0
 23 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1184                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       3.080  -7.088   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0      10.977  -5.548   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      14.913   1.087   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.974   0.083   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       8.538  -4.309   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       8.538  -6.788   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      13.944   3.645   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      16.409   3.378   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.017  -2.845   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.988  -1.699   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.524  -2.527   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.467  -0.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.002  -1.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.452   1.546   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.959   1.864   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -4.778   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.437  -5.548   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.437   3.328   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081  -6.318   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748  -4.008   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.748  -7.088   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.568   5.043   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414  -4.778   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.079   2.618   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.099   4.877   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.414  -6.318   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.947   6.453   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.009   6.120   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.856   7.695   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.387   7.529   0.000  0.00  0.00           C+0
CONECT    1   26                                                            
CONECT    2   17                                                            
CONECT    3   24                                                            
CONECT    4   12   13   14                                                  
CONECT    5    9   16   17                                                  
CONECT    6   17   19                                                       
CONECT    7   18   22   24                                                  
CONECT    8   24   25                                                       
CONECT    9    5   10   11                                                  
CONECT   10    9   12                                                       
CONECT   11    9   13                                                       
CONECT   12    4   10                                                       
CONECT   13    4   11                                                       
CONECT   14    4   15                                                       
CONECT   15   14   18                                                       
CONECT   16    5   19   20                                                  
CONECT   17    2    5    6                                                  
CONECT   18    7   15                                                       
CONECT   19    6   16   21                                                  
CONECT   20   16   23                                                       
CONECT   21   19   26                                                       
CONECT   22    7   25   27                                                  
CONECT   23   20   26                                                       
CONECT   24    3    7    8                                                  
CONECT   25    8   22   28                                                  
CONECT   26    1   21   23                                                  
CONECT   27   22   29                                                       
CONECT   28   25   30                                                       
CONECT   29   27   30                                                       
CONECT   30   28   29                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0015315
HETATM    1  O1  UNL     1      -4.402   2.946   1.814  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.803   1.977   1.124  1.00  0.00           C  
HETATM    3  N1  UNL     1      -6.116   1.743   0.908  1.00  0.00           N  
HETATM    4  C2  UNL     1      -6.233   0.641   0.136  1.00  0.00           C  
HETATM    5  C3  UNL     1      -7.315  -0.057  -0.389  1.00  0.00           C  
HETATM    6  C4  UNL     1      -7.089  -1.169  -1.149  1.00  0.00           C  
HETATM    7  C5  UNL     1      -5.808  -1.593  -1.391  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.718  -0.900  -0.869  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.945   0.225  -0.100  1.00  0.00           C  
HETATM   10  N2  UNL     1      -4.066   1.044   0.506  1.00  0.00           N  
HETATM   11  C8  UNL     1      -2.600   0.967   0.497  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.097   0.109   1.600  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.646  -0.048   1.784  1.00  0.00           C  
HETATM   14  N3  UNL     1       0.092  -0.577   0.715  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.297   0.210  -0.412  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.732   0.413  -0.888  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.508  -0.877  -0.938  1.00  0.00           C  
HETATM   18  N4  UNL     1       3.804  -0.826  -0.315  1.00  0.00           N  
HETATM   19  C14 UNL     1       4.319  -1.717   0.541  1.00  0.00           C  
HETATM   20  O2  UNL     1       3.875  -2.789   1.028  1.00  0.00           O  
HETATM   21  N5  UNL     1       5.574  -1.319   0.917  1.00  0.00           N  
HETATM   22  C15 UNL     1       5.806  -0.174   0.272  1.00  0.00           C  
HETATM   23  C16 UNL     1       6.911   0.694   0.255  1.00  0.00           C  
HETATM   24  C17 UNL     1       6.933   1.843  -0.504  1.00  0.00           C  
HETATM   25 CL1  UNL     1       8.312   2.926  -0.526  1.00  0.00          CL  
HETATM   26  C18 UNL     1       5.819   2.114  -1.256  1.00  0.00           C  
HETATM   27  C19 UNL     1       4.696   1.298  -1.282  1.00  0.00           C  
HETATM   28  C20 UNL     1       4.734   0.162  -0.500  1.00  0.00           C  
HETATM   29  C21 UNL     1       1.678  -1.980  -0.309  1.00  0.00           C  
HETATM   30  C22 UNL     1       1.167  -1.448   1.033  1.00  0.00           C  
HETATM   31  H1  UNL     1      -6.902   2.298   1.259  1.00  0.00           H  
HETATM   32  H2  UNL     1      -8.318   0.298  -0.185  1.00  0.00           H  
HETATM   33  H3  UNL     1      -7.913  -1.722  -1.563  1.00  0.00           H  
HETATM   34  H4  UNL     1      -5.588  -2.455  -1.976  1.00  0.00           H  
HETATM   35  H5  UNL     1      -3.714  -1.213  -1.046  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.230   1.996   0.617  1.00  0.00           H  
HETATM   37  H7  UNL     1      -2.347   0.623  -0.531  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.640  -0.879   1.520  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.559   0.542   2.550  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.206   0.942   2.120  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.506  -0.770   2.663  1.00  0.00           H  
HETATM   42  H12 UNL     1      -0.135   1.226  -0.232  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.319  -0.207  -1.261  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.617   0.774  -1.922  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.220   1.086  -0.177  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.676  -1.186  -1.999  1.00  0.00           H  
HETATM   47  H17 UNL     1       6.240  -1.777   1.563  1.00  0.00           H  
HETATM   48  H18 UNL     1       7.773   0.429   0.875  1.00  0.00           H  
HETATM   49  H19 UNL     1       5.801   3.004  -1.860  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.837   1.493  -1.860  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.751  -2.149  -0.938  1.00  0.00           H  
HETATM   52  H22 UNL     1       2.119  -2.933  -0.175  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.901  -2.332   1.628  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.022  -0.927   1.519  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4   31
CONECT    4    5    5    9
CONECT    5    6   32
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9    9   35
CONECT    9   10
CONECT   10   11
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   30
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   29   46
CONECT   18   19   28
CONECT   19   20   20   21
CONECT   21   22   47
CONECT   22   23   23   28
CONECT   23   24   48
CONECT   24   25   26   26
CONECT   26   27   49
CONECT   27   28   28   50
CONECT   29   30   51   52
CONECT   30   53   54
END

HMDB0015315
     RDKit          3D
Domperidone
 54 58  0  0  0  0  0  0  0  0999 V2000
   -4.4018    2.9464    1.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8029    1.9770    1.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1161    1.7433    0.9079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326    0.6407    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3153   -0.0566   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0894   -1.1690   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8078   -1.5935   -1.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.9004   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9450    0.2248   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0662    1.0442    0.5056 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996    0.9670    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.1094    1.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6457   -0.0475    1.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0921   -0.5770    0.7148 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969    0.2100   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7319    0.4127   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077   -0.8767   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045   -0.8262   -0.3153 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3188   -1.7168    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750   -2.7890    1.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738   -1.3189    0.9168 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8060   -0.1738    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9112    0.6943    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9335    1.8426   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119    2.9259   -0.5262 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8192    2.1143   -1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6963    1.2979   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    0.1620   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783   -1.9802   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669   -1.4476    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9024    2.2975    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3184    0.2984   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9131   -1.7222   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879   -2.4551   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -1.2135   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2300    1.9960    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3475    0.6235   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399   -0.8786    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5590    0.5420    2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    0.9415    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5059   -0.7695    2.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    1.2263   -0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189   -0.2073   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6171    0.7736   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198    1.0864   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761   -1.1865   -1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2403   -1.7770    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727    0.4287    0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012    3.0039   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    1.4935   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7512   -2.1487   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194   -2.9331   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011   -2.3319    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216   -0.9272    1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 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  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 10  2  1  0
 30 14  1  0
  9  4  1  0
 28 18  1  0
 28 22  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 21 47  1  0
 23 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3-(4-(5-Chloro-2-oxo-2,3-dihydrobenzo[D]imidazol-1-yl)piperidin-1-yl)propyl)-1H-benzo[D]imidazol-2(3H)-one	ChEBI
5-Chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone	ChEBI
5-Chloro-1-(1-(3-(2-oxo-2,3-dihydrobenzo[D]imidazol-1-yl)propyl)piperidin-4-yl)-1H-benzo[D]imidazol-2(3H)-one	ChEBI
5-Chloro-1-{1-[3-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-propyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-one	ChEBI
Domperidona	ChEBI
Domperidonum	ChEBI
Motilium	Kegg
Domperidon hexal	HMDB
Domperidon teva	HMDB
Domperidon-teva	HMDB
Domperidone monohydrochloride	HMDB
Gastrocure	HMDB
Novopharm brand OF domperidone maleate	HMDB
PMS-Domperidone	HMDB
Ratiopharm brand OF domperidone maleate	HMDB
Apo domperidone	HMDB
Domperidon	HMDB
Domperidon al	HMDB
Domperidon stada	HMDB
Domperidona gamir	HMDB
Domperidone maleate	HMDB
Gry brand OF domperidone maleate	HMDB
Nauzelin	HMDB
Nu-pharm brand OF domperidone maleate	HMDB
Rottapharm brand OF domperidone	HMDB
Stadapharm brand OF domperidone maleate	HMDB
Taxandria brand OF domperidone maleate	HMDB
Ratio domperidone	HMDB
Domidon	HMDB
Domperidone maleate (1:1)	HMDB
Hexal, domperidon	HMDB
Monohydrochloride, domperidone	HMDB
Novo domperidone	HMDB
Nu pharm brand OF domperidone maleate	HMDB
PMS Domperidone	HMDB
Pharmascience brand OF domperidone maleate	HMDB
Pierre fabre brand OF domperidone	HMDB
Teva brand OF domperidone maleate	HMDB
Ratio-domperidone	HMDB
Aliud brand OF domperidone maleate	HMDB
Apo-domperidone	HMDB
Apotex brand OF domperidone maleate	HMDB
Gamir, domperidona	HMDB
Hexal brand OF domperidone maleate	HMDB
Janssen brand OF domperidone	HMDB
Maleate, domperidone	HMDB
Novo-domperidone	HMDB
Nu domperidone	HMDB
Nu-domperidone	HMDB
Péridys	HMDB
Stada, domperidon	HMDB

Chemical Formula

C₂₂H₂₄ClN₅O₂

Average Molecular Weight

425.911

Monoisotopic Molecular Weight

425.161852744

IUPAC Name

5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-1-yl)propyl]piperidin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one

Traditional Name

motilium

CAS Registry Number

57808-66-9

SMILES

ClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2

InChI Identifier

InChI=1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)

InChI Key

FGXWKSZFVQUSTL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzimidazole
Aryl chloride
Aryl halide
N-substituted imidazole
Piperidine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Urea
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzimidazoles (CHEBI:31515 )
heteroarylpiperidine (CHEBI:31515 )

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: HMDB0015315)

Source

Exogenous

Exogenous (HMDB: HMDB0015315)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	242.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.092 g/L	Not Available
LogP	2.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.092 g/L	ALOGPS
logP	3.7	ALOGPS
logP	2.9	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	12.52	ChemAxon
pKa (Strongest Basic)	7.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.37 m³·mol⁻¹	ChemAxon
Polarizability	45.61 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	228.314	30932474
DeepCCS	[M+Na]+	203.542	30932474
AllCCS	[M+H]+	197.5	32859911
AllCCS	[M+H-H2O]+	195.4	32859911
AllCCS	[M+NH4]+	199.5	32859911
AllCCS	[M+Na]+	200.1	32859911
AllCCS	[M-H]-	194.5	32859911
AllCCS	[M+Na-2H]-	194.4	32859911
AllCCS	[M+HCOO]-	194.5	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.	5.91 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0465 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	43.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1473.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	189.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	169.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	394.3 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	384.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	151.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	830.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	432.5 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	1110.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	288.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	303.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	492.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	141.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Domperidone	ClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2	4847.5	Standard polar	33892256
Domperidone	ClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2	3716.1	Standard non polar	33892256
Domperidone	ClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2	4335.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Domperidone,1TMS,isomer #1	C[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)[NH]C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3769.4	Semi standard non polar	33892256
Domperidone,1TMS,isomer #1	C[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)[NH]C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3386.1	Standard non polar	33892256
Domperidone,1TMS,isomer #1	C[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)[NH]C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	4930.1	Standard polar	33892256
Domperidone,1TMS,isomer #2	C[Si](C)(C)N1C(=O)N(C2CCN(CCCN3C(=O)[NH]C4=CC=CC=C43)CC2)C2=CC=C(Cl)C=C21	3756.8	Semi standard non polar	33892256
Domperidone,1TMS,isomer #2	C[Si](C)(C)N1C(=O)N(C2CCN(CCCN3C(=O)[NH]C4=CC=CC=C43)CC2)C2=CC=C(Cl)C=C21	3416.5	Standard non polar	33892256
Domperidone,1TMS,isomer #2	C[Si](C)(C)N1C(=O)N(C2CCN(CCCN3C(=O)[NH]C4=CC=CC=C43)CC2)C2=CC=C(Cl)C=C21	4971.0	Standard polar	33892256
Domperidone,2TMS,isomer #1	C[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)N([Si](C)(C)C)C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3792.6	Semi standard non polar	33892256
Domperidone,2TMS,isomer #1	C[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)N([Si](C)(C)C)C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3403.0	Standard non polar	33892256
Domperidone,2TMS,isomer #1	C[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)N([Si](C)(C)C)C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	4536.6	Standard polar	33892256
Domperidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)[NH]C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3897.6	Semi standard non polar	33892256
Domperidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)[NH]C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3570.7	Standard non polar	33892256
Domperidone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)[NH]C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	4917.2	Standard polar	33892256
Domperidone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N(C2CCN(CCCN3C(=O)[NH]C4=CC=CC=C43)CC2)C2=CC=C(Cl)C=C21	3894.1	Semi standard non polar	33892256
Domperidone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N(C2CCN(CCCN3C(=O)[NH]C4=CC=CC=C43)CC2)C2=CC=C(Cl)C=C21	3600.9	Standard non polar	33892256
Domperidone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)N(C2CCN(CCCN3C(=O)[NH]C4=CC=CC=C43)CC2)C2=CC=C(Cl)C=C21	4963.7	Standard polar	33892256
Domperidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)N([Si](C)(C)C(C)(C)C)C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	4074.6	Semi standard non polar	33892256
Domperidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)N([Si](C)(C)C(C)(C)C)C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	3740.7	Standard non polar	33892256
Domperidone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(CCCN2CCC(N3C(=O)N([Si](C)(C)C(C)(C)C)C4=CC(Cl)=CC=C43)CC2)C2=CC=CC=C21	4543.0	Standard polar	33892256

Spectra

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 DB01184	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01184	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01184

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3039

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Domperidone

METLIN ID

Not Available

PubChem Compound

3151

PDB ID

Not Available

ChEBI ID

31515

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)

Download (PDF)

General References

Silvers D, Kipnes M, Broadstone V, Patterson D, Quigley EM, McCallum R, Leidy NK, Farup C, Liu Y, Joslyn A: Domperidone in the management of symptoms of diabetic gastroparesis: efficacy, tolerability, and quality-of-life outcomes in a multicenter controlled trial. DOM-USA-5 Study Group. Clin Ther. 1998 May-Jun;20(3):438-53. [PubMed:9663360 ]

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

Chang SY, Fancher RM, Zhang H, Gan J: Mechanism-based inhibition of human cytochrome P4503A4 by domperidone. Xenobiotica. 2010 Feb;40(2):138-45. doi: 10.3109/00498250903406762. [PubMed:20082577 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Simard C, Michaud V, Gibbs B, Masse R, Lessard E, Turgeon J: Identification of the cytochrome P450 enzymes involved in the metabolism of domperidone. Xenobiotica. 2004 Nov-Dec;34(11-12):1013-23. [PubMed:15801545 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. 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

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. 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

Enzyme Details

5. 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

Enzyme Details

6. 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

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

7. 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

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Cavallotti C, Nuti F, Bruzzone P, Mancone M: Age-related changes in dopamine D2 receptors in rat heart and coronary vessels. Clin Exp Pharmacol Physiol. 2002 May-Jun;29(5-6):412-8. [PubMed:12010185 ]
Osinski MA, Uchic ME, Seifert T, Shaughnessy TK, Miller LN, Nakane M, Cox BF, Brioni JD, Moreland RB: Dopamine D2, but not D4, receptor agonists are emetogenic in ferrets. Pharmacol Biochem Behav. 2005 May;81(1):211-9. [PubMed:15894081 ]
de Mey C, Enterling D, Meineke I, Yeulet S: Interactions between domperidone and ropinirole, a novel dopamine D2-receptor agonist. Br J Clin Pharmacol. 1991 Oct;32(4):483-8. [PubMed:1683559 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Ali I, Gupta VK, Singh P, Pant HV: Screening of domperidone in wastewater by high performance liquid chromatography and solid phase extraction methods. Talanta. 2006 Jan 15;68(3):928-31. doi: 10.1016/j.talanta.2005.06.027. Epub 2005 Jul 22. [PubMed:18970411 ]

Enzyme Details

9. D(3) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase. Promotes cell proliferation
Gene Name:: DRD3
Uniprot ID:: P35462
Molecular weight:: 44224.3

References

Freedman SB, Patel S, Marwood R, Emms F, Seabrook GR, Knowles MR, McAllister G: Expression and pharmacological characterization of the human D3 dopamine receptor. J Pharmacol Exp Ther. 1994 Jan;268(1):417-26. [PubMed:8301582 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Faassen F, Vogel G, Spanings H, Vromans H: Caco-2 permeability, P-glycoprotein transport ratios and brain penetration of heterocyclic drugs. Int J Pharm. 2003 Sep 16;263(1-2):113-22. [PubMed:12954186 ]
Schinkel AH, Wagenaar E, Mol CA, van Deemter L: P-glycoprotein in the blood-brain barrier of mice influences the brain penetration and pharmacological activity of many drugs. J Clin Invest. 1996 Jun 1;97(11):2517-24. [PubMed:8647944 ]

Showing metabocard for Domperidone (HMDB0015315)

MOL for HMDB0015315 (Domperidone)

3D MOL for HMDB0015315 (Domperidone)

3D SDF for HMDB0015315 (Domperidone)

3D-SDF for HMDB0015315 (Domperidone)

PDB for HMDB0015315 (Domperidone)

3D PDB for HMDB0015315 (Domperidone)

SMILES for HMDB0015315 (Domperidone)

INCHI for HMDB0015315 (Domperidone)

Structure for HMDB0015315 (Domperidone)

3D Structure for HMDB0015315 (Domperidone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

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Transporters

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