KEGG   DRUG: Metoclopramide
Entry
D00726                      Drug                                   

Name
Metoclopramide (JP17/INN);
Elieten (TN);
Terperan (TN)
Formula
C14H22ClN3O2
Exact mass
299.1401
Mol weight
299.7964
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
Gastrointestinal agent
 DG01763  Propulsive
 DG01762  Antiemetic
  DG01783  Benzamide type antiemetic
Other
 DG01489  5-HT3-receptor antagonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Metabolizing enzyme inhibitor
 DG01645  CYP2D6 inhibitor
Remark
Same as: C07868
Therapeutic category: 2399
ATC code: A03FA01
Chemical structure group: DG00055
Product (DG00055): D00726<JP> D02213<JP/US> D05008<US>
Efficacy
Anti-emetic, Prokinetic, Dopamine D2 receptor antagonist
Comment
Benzamide derivative
Target
DRD2 [HSA:1813] [KO:K04145]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
CYP inhibition: CYP2D6 [HSA:1565]
Structure map
map07028  Antipsychotics
map07048  Antimigraines
map07211  Serotonin receptor agonists/antagonists
map07213  Dopamine receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A03 DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
   A03F PROPULSIVES
    A03FA Propulsives
     A03FA01 Metoclopramide
      D00726  Metoclopramide (JP17/INN) <JP>
USP drug classification [BR:br08302]
 Antiemetics
  Antiemetics, Other
   Metoclopramide
    D00726  Metoclopramide (JP17/INN)
 Gastrointestinal Agents
  Gastrointestinal Agents, Other
   Metoclopramide
    D00726  Metoclopramide (JP17/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  23  Digestive organ agents
   239  Miscellaneous
    2399  Others
     D00726  Metoclopramide (JP17/INN)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D00726  Metoclopramide (JP17/INN) <JP>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00726  Metoclopramide
  D00726  Metoclopramide tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00726
Other DBs
CAS: 364-62-5
PubChem: 7847791
ChEBI: 107736
ChEMBL: CHEMBL86
DrugBank: DB01233
LigandBox: D00726
NIKKAJI: J2.037K
LinkDB
KCF data

ATOM        20
            1   C8y C    27.1658  -16.8047
            2   C8y C    27.1658  -15.4044
            3   C8x C    25.9755  -17.5049
            4   C5a C    28.4261  -17.5049
            5   C8x C    25.9755  -14.7043
            6   O2a O    28.4261  -14.7043
            7   C8y C    24.7854  -16.8047
            8   N1b N    29.6164  -16.8047
            9   O5a O    28.4261  -18.9052
            10  C8y C    24.7854  -15.4044
            11  C1a C    29.6164  -15.4044
            12  X   Cl   23.5951  -17.5049
            13  C1b C    30.8766  -17.5049
            14  N1a N    23.5951  -14.7043
            15  C1b C    32.0669  -16.8047
            16  N1c N    33.2572  -17.5049
            17  C1b C    34.5175  -16.8047
            18  C1b C    33.2572  -18.9052
            19  C1a C    35.7077  -17.5049
            20  C1a C    34.5175  -19.6053
BOND        20
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     5  10 1
            10    6  11 1
            11    7  12 1
            12    8  13 1
            13   10  14 1
            14   13  15 1
            15   15  16 1
            16   16  17 1
            17   16  18 1
            18   17  19 1
            19   18  20 1
            20    7  10 2

» Japanese version   » Back

KEGG   DRUG: Metoclopramide hydrochloride
Entry
D02213                      Drug                                   

Name
Metoclopramide hydrochloride (JAN);
Metoclopramide dihydrochloride monohydrate;
Primperan (TN);
Reglan (TN)
Product
  Generic
METOCLOPRAMIDE (ANI Pharmaceuticals), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Cardinal Health), METOCLOPRAMIDE (HF Acquisition Co LLC), METOCLOPRAMIDE (HF Acquisition Co LLC), METOCLOPRAMIDE (Hospira), METOCLOPRAMIDE (Lake Erie Medical DBA Quality Care Products LLC), METOCLOPRAMIDE (Medical Purchasing Solutions), METOCLOPRAMIDE (Medical Purchasing Solutions), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (Preferred Pharmaceuticals), METOCLOPRAMIDE (Proficient Rx LP), METOCLOPRAMIDE (REMEDYREPACK), METOCLOPRAMIDE (RedPharm Drug), METOCLOPRAMIDE (RedPharm Drug), METOCLOPRAMIDE (Teva Parenteral Medicines), METOCLOPRAMIDE (Teva Pharmaceuticals USA), METOCLOPRAMIDE HYDROCHLORIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Cardinal Health), METOCLOPRAMIDE HYDROCHLORIDE (DIRECT RX), METOCLOPRAMIDE (Fresenius Kabi USA), METOCLOPRAMIDE (General Injectables & Vaccines), METOCLOPRAMIDE HYDROCHLORIDE (Lupin Pharmaceuticals), METOCLOPRAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE HYDROCHLORIDE (RedPharm Drug), METOCLOPRAMIDE HYDROCHLORIDE (RedPharm Drug)
Formula
C14H22ClN3O2. 2HCl. H2O
Exact mass
389.104
Mol weight
390.7335
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
Gastrointestinal agent
 DG01763  Propulsive
 DG01762  Antiemetic
  DG01783  Benzamide type antiemetic
Other
 DG01489  5-HT3-receptor antagonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Metabolizing enzyme inhibitor
 DG01645  CYP2D6 inhibitor
Remark
Therapeutic category: 2399
ATC code: A03FA01
Chemical structure group: DG00055
Product (DG00055): D00726<JP> D02213<JP/US> D05008<US>
Efficacy
Anti-emetic, Prokinetic, Dopamine D2 receptor antagonist
Comment
Benzamide derivative
Target
DRD2 [HSA:1813] [KO:K04145]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
CYP inhibition: CYP2D6 [HSA:1565]
Structure map
map07028  Antipsychotics
map07048  Antimigraines
map07211  Serotonin receptor agonists/antagonists
map07213  Dopamine receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A03 DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
   A03F PROPULSIVES
    A03FA Propulsives
     A03FA01 Metoclopramide
      D02213  Metoclopramide hydrochloride (JAN) <JP/US>
USP drug classification [BR:br08302]
 Gastrointestinal Agents
  Gastrointestinal Agents, Other
   Metoclopramide
    D02213  Metoclopramide hydrochloride (JAN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  23  Digestive organ agents
   239  Miscellaneous
    2399  Others
     D02213  Metoclopramide hydrochloride (JAN)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D02213  Metoclopramide hydrochloride (JAN) <JP/US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02213
Other DBs
CAS: 5581-45-3
PubChem: 7849273
ChEBI: 60906
DrugBank: DB01233
LigandBox: D02213
LinkDB
KCF data

ATOM        23
            1   C8y C    26.6059  -16.8048
            2   C8y C    26.6059  -15.4045
            3   C8x C    25.4156  -17.5050
            4   C5a C    27.8662  -17.5050
            5   C8x C    25.4156  -14.7044
            6   O2a O    27.8662  -14.7044
            7   C8y C    24.2255  -16.8048
            8   N1b N    29.0566  -16.8048
            9   O5a O    27.8662  -18.9053
            10  C8y C    24.2255  -15.4045
            11  C1a C    29.0566  -15.4045
            12  X   Cl   23.0352  -17.5050
            13  C1b C    30.3168  -17.5050
            14  N1a N    23.0352  -14.7044
            15  C1b C    31.5071  -16.8048
            16  N1c N    32.6974  -17.5050
            17  C1b C    33.9577  -16.8048
            18  C1b C    32.6974  -18.9053
            19  C1a C    35.1479  -17.5050
            20  C1a C    33.9577  -19.6054
            21  X   Cl   39.5501  -15.7501
            22  O0  O    39.9701  -18.0601
            23  X   Cl   39.5501  -15.7501
BOND        20
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     5  10 1
            10    6  11 1
            11    7  12 1
            12    8  13 1
            13   10  14 1
            14   13  15 1
            15   15  16 1
            16   16  17 1
            17   16  18 1
            18   17  19 1
            19   18  20 1
            20    7  10 2
BRACKET     1    38.0100  -16.7300   38.0100  -14.8400
            1    40.3900  -14.8400   40.3900  -16.7300
            1  2
 ORIGINAL  1   21
 REPEAT    1   23

» Japanese version   » Back

KEGG   DRUG: Metoclopramide hydrochloride
Entry
D05008                      Drug                                   

Name
Metoclopramide hydrochloride (USP);
Metoclopramide hydrochloride monohydrate;
Clopra (TN);
Reglan (TN)
Product
  Generic
METOCLOPRAMIDE (American Health Packaging), METOCLOPRAMIDE (Aphena Pharma Solutions - Tennessee), METOCLOPRAMIDE (AvKARE), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Bryant Ranch Prepack), METOCLOPRAMIDE (Denton Pharma), METOCLOPRAMIDE (Mylan Institutional), METOCLOPRAMIDE (NCS HealthCare of KY), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (Par Pharmaceutical), METOCLOPRAMIDE (Teva Parenteral Medicines), METOCLOPRAMIDE (Teva Parenteral Medicines), METOCLOPRAMIDE (Atlantic Biologicals Corps), METOCLOPRAMIDE HYDROCHLORIDE (Cardinal Health), METOCLOPRAMIDE HYDROCHLORIDE (Cardinal Health), METOCLOPRAMIDE (Heritage Pharmaceuticals), METOCLOPRAMIDE HYDROCHLORIDE (Impax Generics), METOCLOPRAMIDE HYDROCHLORIDE (McKesson Corporation dba SKY Packaging), METOCLOPRAMIDE HYDROCHLORIDE (NCS HealthCare of KY), METOCLOPRAMIDE HYDROCHLORIDE (NuCare Pharmaceuticals), METOCLOPRAMIDE (Pharmaceutical Associates), METOCLOPRAMIDE HYDROCHLORIDE (Preferred Pharmaceuticals), METOCLOPRAMIDE (Unit Dose Services), METOCLOPRAMIDE HYDROCHLORIDE (VistaPharm)
Formula
C14H22ClN3O2. HCl. H2O
Exact mass
353.1273
Mol weight
354.2726
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
Gastrointestinal agent
 DG01763  Propulsive
 DG01762  Antiemetic
  DG01783  Benzamide type antiemetic
Other
 DG01489  5-HT3-receptor antagonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Metabolizing enzyme inhibitor
 DG01645  CYP2D6 inhibitor
Remark
ATC code: A03FA01
Chemical structure group: DG00055
Product (DG00055): D00726<JP> D02213<JP/US> D05008<US>
Efficacy
Anti-emetic, Prokinetic, Dopamine D2 receptor antagonist
  Disease
Gastroesophageal reflux [DS:H01602]
Comment
Benzamide derivative
Target
DRD2 [HSA:1813] [KO:K04145]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
CYP inhibition: CYP2D6 [HSA:1565]
Structure map
map07028  Antipsychotics
map07048  Antimigraines
map07211  Serotonin receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A03 DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
   A03F PROPULSIVES
    A03FA Propulsives
     A03FA01 Metoclopramide
      D05008  Metoclopramide hydrochloride (USP) <US>
USP drug classification [BR:br08302]
 Antiemetics
  Antiemetics, Other
   Metoclopramide
    D05008  Metoclopramide hydrochloride (USP)
 Gastrointestinal Agents
  Gastrointestinal Agents, Other
   Metoclopramide
    D05008  Metoclopramide hydrochloride (USP)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D05008  Metoclopramide hydrochloride (USP) <US>
Animal drugs in Japan [BR:br08331]
 93  Agents affecting digestive organs
  932  Antistomach, antidiarrhoics (including absorptives, antidiarrhoics, antibububble and preparations)
   9329  Other antistomach, antidiarrhoics and preparations
    D05008  Metoclopramide hydrochloride
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D05008
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D05008
Other DBs
CAS: 54143-57-6
PubChem: 47206735
ChEBI: 6899
ChEMBL: CHEMBL1200940
DrugBank: DB01233
LigandBox: D05008
NIKKAJI: J1.592.759C
LinkDB
KCF data

ATOM        22
            1   C8y C    20.4459  -16.5247
            2   C8y C    20.4459  -15.1244
            3   C8x C    19.2556  -17.2249
            4   C5a C    21.7062  -17.2249
            5   C8x C    19.2556  -14.4243
            6   O2a O    21.7062  -14.4243
            7   C8y C    18.0654  -16.5247
            8   N1b N    22.8965  -16.5247
            9   O5a O    21.7062  -18.6252
            10  C8y C    18.0654  -15.1244
            11  C1a C    22.8965  -15.1244
            12  X   Cl   16.8751  -17.2249
            13  C1b C    24.1567  -17.2249
            14  N1a N    16.8751  -14.4243
            15  C1b C    25.3470  -16.5247
            16  N1c N    26.5373  -17.2249
            17  C1b C    27.7976  -16.5247
            18  C1b C    26.5373  -18.6252
            19  C1a C    28.9878  -17.2249
            20  C1a C    27.7976  -19.3254
            21  X   Cl   33.3900  -15.4700
            22  O0  O    33.8100  -17.7800
BOND        20
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     5  10 1
            10    6  11 1
            11    7  12 1
            12    8  13 1
            13   10  14 1
            14   13  15 1
            15   15  16 1
            16   16  17 1
            17   16  18 1
            18   17  19 1
            19   18  20 1
            20    7  10 2

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