KEGG   DRUG: Haloperidol
Entry
D00136                      Drug                                   
Name
Haloperidol (JP18/USP/INN);
Haldol (TN)
Product
  Generic
HALOPERIDOL (A-S Medication Solutions), HALOPERIDOL (Advagen Pharma), HALOPERIDOL (American Health Packaging), HALOPERIDOL (American Health Packaging), HALOPERIDOL (American Health Packaging), HALOPERIDOL (Amici Pharmaceuticals), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Bryant Ranch Prepack), HALOPERIDOL (Burel Pharmaceuticals), HALOPERIDOL (Burel Pharmaceuticals), HALOPERIDOL (Burel Pharmaceuticals), HALOPERIDOL (Cardinal Health 107), HALOPERIDOL (Cardinal Health 107), HALOPERIDOL (Innogenix), HALOPERIDOL (Major Pharmaceuticals), HALOPERIDOL (Major Pharmaceuticals), HALOPERIDOL (Major Pharmaceuticals), HALOPERIDOL (Marlex Pharmaceuticals), HALOPERIDOL (Method Pharmaceuticals), HALOPERIDOL (Mylan Institutional), HALOPERIDOL (Mylan Pharmaceuticals), HALOPERIDOL (NCS HealthCare of KY), HALOPERIDOL (Novadoz Pharmaceuticals LLC), HALOPERIDOL (Proficient Rx LP), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (REMEDYREPACK), HALOPERIDOL (Redpharm Drug), HALOPERIDOL (Redpharm Drug), HALOPERIDOL (Upsher-Smith Laboratories), HALOPERIDOL (Zydus Lifesciences Limited), HALOPERIDOL (Zydus Pharmaceuticals USA)
Formula
C21H23ClFNO2
Exact mass
375.1401
Mol weight
375.8642
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
 DG03200  Antipsychotic agent
  DG01940  Butyrophenone derivative
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Same as: C01814
Therapeutic category: 1179
ATC code: N05AD01
Chemical structure group: DG00885
Product (DG00885): D00136<JP/US> D01898<JP/US> D08035<US>
Efficacy
Antipsychotic, Antidyskinetic, Neuroleptic, Dopamine D2 receptor antagonist
  Disease
Tourette’s disorder [DS:H00862]
Comment
Butyrophenone derivative
Target
DRD2 [HSA:1813] [KO:K04145]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565], CYP3A4 [HSA:1576]
Interaction
Structure map
map07028  Antipsychotics
map07031  Antipsychotics - butyrophenones
map07213  Dopamine receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N05 PSYCHOLEPTICS
   N05A ANTIPSYCHOTICS
    N05AD Butyrophenone derivatives
     N05AD01 Haloperidol
      D00136  Haloperidol (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antipsychotics
  1st Generation/Typical
   Haloperidol
    D00136  Haloperidol (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   117  Psychotropics
    1179  Others
     D00136  Haloperidol (JP18/USP/INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00885  Haloperidol
     D00136  Haloperidol
  DG03200  Antipsychotic agent
   DG01940  Butyrophenone derivative
    DG00885  Haloperidol
     D00136  Haloperidol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00885  Haloperidol
    D00136  Haloperidol
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00885  Haloperidol
     D00136  Haloperidol
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D00136  Haloperidol (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00136  Haloperidol
  D00136  Haloperidol tablets
  D00136  Haloperidol fine granules
  D00136  Haloperidol injection
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00136
Prodrugs [br08324.html]
 D00136
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00885  Haloperidol
  DG03200  Antipsychotic agent
   DG01940  Butyrophenone derivative
    DG00885  Haloperidol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00885  Haloperidol
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00885  Haloperidol
Prodrugs [br08324.html]
 DG00885
Other DBs
CAS: 52-86-8
PubChem: 7847204
ChEBI: 5613
PDB-CCD: GMJ[PDBj]
LigandBox: D00136
NIKKAJI: J1.365J J31.369F
KCF data

ATOM        26
            1   C1b C    19.7303  -17.5616
            2   C1b C    20.9898  -16.8619
            3   C1b C    22.2494  -17.5616
            4   N1y N    23.4389  -16.8619
            5   C1x C    23.4389  -15.4624
            6   C1x C    24.6285  -17.5616
            7   C1x C    24.6285  -14.7626
            8   C1x C    25.8181  -16.8619
            9   C1z C    25.8181  -15.4624
            10  C8y C    27.0076  -14.7626
            11  C8x C    27.0076  -13.4331
            12  C8x C    28.2672  -15.4624
            13  C8x C    28.2672  -12.7334
            14  C8x C    29.4567  -14.7626
            15  C8y C    29.4567  -13.4331
            16  X   Cl   30.6463  -12.7334
            17  C5a C    18.5407  -16.8619
            18  C8y C    17.3512  -17.5616
            19  O5a O    18.5407  -15.3924
            20  C8x C    17.3512  -18.9611
            21  C8x C    16.0916  -19.6608
            22  C8y C    14.8321  -18.9611
            23  C8x C    14.8321  -17.5616
            24  C8x C    16.0916  -16.8619
            25  X   F    13.6425  -19.6608
            26  O1a O    27.0305  -16.1624
BOND        28
            1     9  10 1
            2    10  11 1
            3    10  12 2
            4    11  13 2
            5    12  14 1
            6    13  15 1
            7    15  16 1
            8     8   9 1
            9    14  15 2
            10    1  17 1
            11    1   2 1
            12   17  18 1
            13    2   3 1
            14   17  19 2
            15    3   4 1
            16    4   5 1
            17    4   6 1
            18    5   7 1
            19    6   8 1
            20   18  20 1
            21   20  21 2
            22   21  22 1
            23   22  23 2
            24   23  24 1
            25   24  18 2
            26    7   9 1
            27   22  25 1
            28    9  26 1

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