KEGG   DRUG: Aripiprazole
Entry
D01164                      Drug                                   
Name
Aripiprazole (JAN/USP/INN);
Abilify (TN)
Product
  Generic
ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (A-S Medication Solutions), ARIPIPRAZOLE (Accord Healthcare), ARIPIPRAZOLE (Advagen Pharma), ARIPIPRAZOLE (Ajanta Pharma USA), ARIPIPRAZOLE (Alembic Pharmaceuticals Limited), ARIPIPRAZOLE (Alembic Pharmaceuticals Limited), ARIPIPRAZOLE (Alembic Pharmaceuticals), ARIPIPRAZOLE (Alembic Pharmaceuticals), ARIPIPRAZOLE (American Health Packaging), ARIPIPRAZOLE (Amneal Pharmaceuticals LLC), ARIPIPRAZOLE (Amneal Pharmaceuticals LLC), ARIPIPRAZOLE (Apotex Corp), ARIPIPRAZOLE (Apotex Corp.), ARIPIPRAZOLE (Ascend Laboratories), ARIPIPRAZOLE (Aurobindo Pharma Limited), ARIPIPRAZOLE (Aurobindo Pharma Limited), ARIPIPRAZOLE (AvPAK), ARIPIPRAZOLE (Bionpharma), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Bryant Ranch Prepack), ARIPIPRAZOLE (Camber Pharmaceuticals), ARIPIPRAZOLE (Camber Pharmaceuticals), ARIPIPRAZOLE (Camber Pharmaceuticals), ARIPIPRAZOLE (Direct_Rx), ARIPIPRAZOLE (Direct_Rx), ARIPIPRAZOLE (Direct_Rx), ARIPIPRAZOLE (Direct_Rx), ARIPIPRAZOLE (Dr. Reddy's Laboratories), ARIPIPRAZOLE (Dr.Reddy's Laboratories), ARIPIPRAZOLE (Dr.Reddy's Laboratories), ARIPIPRAZOLE (Exelan Pharmaceuticals), ARIPIPRAZOLE (Lannett Company), ARIPIPRAZOLE (Macleods Pharmaceuticals Limited), ARIPIPRAZOLE (Major Pharmaceuticals), ARIPIPRAZOLE (Major Pharmaceuticals), ARIPIPRAZOLE (Major Pharmaceuticals), ARIPIPRAZOLE (McKesson Corporation dba SKY Packaging), ARIPIPRAZOLE (McKesson Corporation dba SKY Packaging), ARIPIPRAZOLE (NCS HealthCare of KY), ARIPIPRAZOLE (NorthStar RxLLC), ARIPIPRAZOLE (NuCare Pharmaceuticals), ARIPIPRAZOLE (NuCare Pharmaceuticals), ARIPIPRAZOLE (NuCare Pharmaceuticals), ARIPIPRAZOLE (NuCare Pharmaceuticals), ARIPIPRAZOLE (Preferred Pharmaceuticals), ARIPIPRAZOLE (Preferred Pharmaceuticals), ARIPIPRAZOLE (Preferred Pharmaceuticals), ARIPIPRAZOLE (Preferred Pharmaceuticals), ARIPIPRAZOLE (Preferred Pharmaceuticals), ARIPIPRAZOLE (Preferred Pharmaceuticals), ARIPIPRAZOLE (Prefferred Pharmaceuticals), ARIPIPRAZOLE (Proficient Rx LP), ARIPIPRAZOLE (Proficient Rx LP), ARIPIPRAZOLE (Proficient Rx LP), ARIPIPRAZOLE (Proficient Rx LP), ARIPIPRAZOLE (Quallent Pharmaceuticals Health LLC), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (REMEDYREPACK), ARIPIPRAZOLE (SQUARE PHARMACEUTICALS LIMITED), ARIPIPRAZOLE (Safecor Health), ARIPIPRAZOLE (ScieGen Pharmaceuticals), ARIPIPRAZOLE (ScieGen Pharmaceuticals), ARIPIPRAZOLE (ScieGen Pharmaceuticals), ARIPIPRAZOLE (Solco Healthcare U.S.), ARIPIPRAZOLE (Torrent Pharmaceuticals Limited), ARIPIPRAZOLE (Unichem Pharmaceuticals (USA)), ARIPIPRAZOLE (Viona Pharmaceuticals), ARIPIPRAZOLE (VistaPharm), ARIPIPRAZOLE (XLCare Pharmaceuticals), ARIPIPRAZOLE (XLCare Pharmaceuticals), ARIPIPRAZOLE (Zydus Lifesciences Limited), ARIPIPRAZOLE (Zydus Pharmaceuticals USA)
Formula
C23H27Cl2N3O2
Exact mass
447.148
Mol weight
448.3854
Structure
Simcomp
Class
Neuropsychiatric agent
 DG03200  Antipsychotic agent
  DG03064  Atypical antipsychotic
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Same as: C12564
Therapeutic category: 1179
ATC code: N05AX12
Chemical structure group: DG00906
Product (DG00906): D01164<JP/US> D10364<US> D10516<JP/US>
Efficacy
Antipsychotic, Dopamine receptor partial agonist, Serotonin receptor agonist/antagonist
  Disease
Schizophrenia [DS:H01649]
Bipolar I disorder [DS:H01653]
Major depressive disorder [DS:H01646]
Comment
Dopamine system stabilizer (Dopamine-serotonin system stabilizer) (DSS)
Phenylpiperazine derivative
Target
DRD2 [HSA:1813] [KO:K04145]
DRD3 [HSA:1814] [KO:K04146]
HTR1A [HSA:3350] [KO:K04153]
HTR2A [HSA:3356] [KO:K04157]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04726  Serotonergic synapse
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Interaction
Structure map
map07213  Dopamine receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N05 PSYCHOLEPTICS
   N05A ANTIPSYCHOTICS
    N05AX Other antipsychotics
     N05AX12 Aripiprazole
      D01164  Aripiprazole (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antidepressants
  Antidepressants, Other
   Aripiprazole
    D01164  Aripiprazole (JAN/USP/INN)
 Antipsychotics
  2nd Generation/Atypical
   Aripiprazole
    D01164  Aripiprazole (JAN/USP/INN)
 Bipolar Agents
  Bipolar Agents, Other
   Aripiprazole
    D01164  Aripiprazole (JAN/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
     D01164  Aripiprazole (JAN/USP/INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03200  Antipsychotic agent
   DG03064  Atypical antipsychotic
    DG00906  Aripiprazole
     D01164  Aripiprazole
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00906  Aripiprazole
    D01164  Aripiprazole
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00906  Aripiprazole
     D01164  Aripiprazole
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D01164  Aripiprazole (JAN/USP/INN) <JP/US>
    DRD3
     D01164  Aripiprazole (JAN/USP/INN) <JP/US>
   Serotonin
    HTR1A
     D01164  Aripiprazole (JAN/USP/INN) <JP/US>
    HTR2A
     D01164  Aripiprazole (JAN/USP/INN) <JP/US>
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D01164
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D01164
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D01164
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D01164
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01164
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D01164
Prodrugs [br08324.html]
 D01164
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03200  Antipsychotic agent
   DG03064  Atypical antipsychotic
    DG00906  Aripiprazole
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00906  Aripiprazole
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00906  Aripiprazole
Other DBs
CAS: 129722-12-9
PubChem: 7848227
ChEBI: 31236
PDB-CCD: 9SC[PDBj]
LigandBox: D01164
KCF data

ATOM        30
            1   C8y C    21.1093  -20.1077
            2   C8x C    21.1093  -18.7072
            3   C8x C    19.8936  -18.0069
            4   C8x C    19.8936  -20.8080
            5   C8y C    18.6849  -20.1077
            6   C8y C    18.6910  -18.7072
            7   C1x C    16.2652  -18.6969
            8   C5x C    16.2592  -20.0974
            9   N1x N    17.4691  -20.8027
            10  O5x O    15.0434  -20.7924
            11  O2a O    22.3219  -20.8085
            12  C1b C    23.5352  -20.1089
            13  C1b C    24.7476  -20.8099
            14  C1b C    25.9609  -20.1101
            15  C1b C    27.1735  -20.8110
            16  N1y N    28.3868  -20.1115
            17  C1x C    29.5955  -20.8116
            18  C1x C    30.8088  -20.1120
            19  N1y N    30.8094  -18.7115
            20  C1x C    29.5970  -18.0105
            21  C1x C    28.4537  -18.7103
            22  C8y C    32.0227  -18.0119
            23  C8y C    33.2328  -18.7123
            24  C8y C    34.4460  -18.0127
            25  C8x C    34.4467  -16.6123
            26  C8x C    33.2341  -15.9114
            27  C8x C    32.0208  -16.6111
            28  X   Cl   33.2316  -20.1128
            29  X   Cl   35.6585  -18.7137
            30  C1x C    17.4783  -18.0066
BOND        33
            1     5   4 2
            2    14  15 1
            3     5   6 1
            4    15  16 1
            5    30   7 1
            6     7   8 1
            7     8   9 1
            8     9   5 1
            9     4   1 1
            10   16  17 1
            11   17  18 1
            12   18  19 1
            13   19  20 1
            14   20  21 1
            15   21  16 1
            16    8  10 2
            17   19  22 1
            18    1  11 1
            19    1   2 2
            20   11  12 1
            21    2   3 1
            22   22  23 2
            23   23  24 1
            24   24  25 2
            25   25  26 1
            26   26  27 2
            27   27  22 1
            28   12  13 1
            29   23  28 1
            30    3   6 2
            31   24  29 1
            32   13  14 1
            33    6  30 1

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