Fluphenazine decanoate


Entry
D00793                      Drug                                   
Name
Fluphenazine decanoate (JAN/USP);
Prolixin decanoate (TN)
Product
  Generic
FLUPHENAZINE DECANOATE (AuroMedics Pharma LLC), FLUPHENAZINE DECANOATE (Fresenius Kabi USA), FLUPHENAZINE DECANOATE (Hikma Pharmaceuticals USA), FLUPHENAZINE DECANOATE (Mylan Institutional LLC), FLUPHENAZINE DECANOATE (Par Pharmaceutical), FLUPHENAZINE DECANOATE (Par Pharmaceutical)
Formula
C32H44F3N3O2S
Exact mass
591.3106
Mol weight
591.7709
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
 DG03200  Antipsychotic agent
  DG01905  Phenothiazine antipsychotics
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
Same as: C07956
Therapeutic category: 1172
ATC code: N05AB02
Chemical structure group: DG00874
Product (DG00874): D00791<US> D00793<JP/US> D02163<JP>
Efficacy
Antipsychotic, Dopamine D2 receptor antagonist
  Disease
Schizophrenics [DS:H01649]
Comment
Phenothiazine derivative
Active form of prodrug: Fluphenazine [DR:D07977]
Target
DRD2 [HSA:1813] [KO:K04145]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N05 PSYCHOLEPTICS
   N05A ANTIPSYCHOTICS
    N05AB Phenothiazines with piperazine structure
     N05AB02 Fluphenazine
      D00793  Fluphenazine decanoate (JAN/USP) <JP/US>
USP drug classification [BR:br08302]
 Antipsychotics
  1st Generation/Typical
   Fluphenazine
    D00793  Fluphenazine decanoate (JAN/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   117  Psychotropics
    1172  Phenothiazines
     D00793  Fluphenazine decanoate (JAN/USP)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00874  Fluphenazine
     D00793  Fluphenazine decanoate
  DG03200  Antipsychotic agent
   DG01905  Phenothiazine antipsychotics
    DG00874  Fluphenazine
     D00793  Fluphenazine decanoate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00874  Fluphenazine
    D00793  Fluphenazine decanoate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Dopamine
    DRD2
     D00793  Fluphenazine decanoate (JAN/USP) <JP/US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00793
Prodrugs [br08324.html]
 D00793
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00874  Fluphenazine
  DG03200  Antipsychotic agent
   DG01905  Phenothiazine antipsychotics
    DG00874  Fluphenazine
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00874  Fluphenazine
Other DBs
CAS: 5002-47-1
PubChem: 7847858
ChEBI: 5124
LigandBox: D00793
NIKKAJI: J13.702B
KCF data

ATOM        41
            1   C8y C    21.6455  -18.0808
            2   N1y N    22.8369  -17.3800
            3   C8y C    21.6455  -19.4824
            4   C8x C    20.4542  -17.3800
            5   C8y C    24.0983  -18.0808
            6   S2x S    22.8369  -20.1833
            7   C8x C    20.4542  -20.1833
            8   C8x C    19.1927  -18.0808
            9   C8y C    24.0983  -19.4824
            10  C8x C    25.2897  -17.3800
            11  C8x C    19.1927  -19.4824
            12  C8x C    25.2897  -20.1833
            13  C8y C    26.4811  -18.0808
            14  C8x C    26.4811  -19.4824
            15  C1d C    27.6724  -17.3800
            16  X   F    28.8638  -16.6792
            17  X   F    26.9716  -16.1887
            18  X   F    28.3733  -18.5714
            19  C1b C    22.8369  -15.9784
            20  C1b C    24.0283  -15.2776
            21  C1b C    24.0283  -13.8760
            22  N1y N    25.2196  -13.1752
            23  C1x C    25.2196  -11.7736
            24  C1x C    26.4110  -13.8760
            25  C1x C    26.4110  -11.0728
            26  C1x C    27.6724  -13.1752
            27  N1y N    27.6724  -11.7736
            28  C1b C    28.8638  -11.0728
            29  C1b C    30.0552  -11.7736
            30  O7a O    31.2466  -11.0728
            31  C7a C    32.5080  -11.7736
            32  C1b C    33.6994  -11.0728
            33  O6a O    32.5080  -13.1752
            34  C1b C    35.0307  -11.7736
            35  C1a C    36.3622  -11.0728
            36  C1b C    33.6994  -11.0728
            37  C1b C    35.0307  -11.7736
            38  C1b C    33.6994  -11.0728
            39  C1b C    35.0307  -11.7736
            40  C1b C    33.6994  -11.0728
            41  C1b C    35.0307  -11.7736
BOND        44
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 1
            5     3   6 1
            6     3   7 1
            7     4   8 2
            8     5   9 2
            9     5  10 1
            10    7  11 2
            11    9  12 1
            12   10  13 2
            13   12  14 2
            14    6   9 1
            15    8  11 1
            16   13  14 1
            17   13  15 1
            18   15  16 1
            19   15  17 1
            20   15  18 1
            21    2  19 1
            22   19  20 1
            23   20  21 1
            24   21  22 1
            25   22  23 1
            26   22  24 1
            27   23  25 1
            28   24  26 1
            29   25  27 1
            30   27  28 1
            31   28  29 1
            32   29  30 1
            33   30  31 1
            34   31  33 2
            35   26  27 1
            36   31  32 1
            37   32  34 1
            38   34  36 1
            39   36  37 1
            40   37  38 1
            41   38  39 1
            42   39  40 1
            43   40  41 1
            44   41  35 1
BRACKET     1    33.3900  -12.4600   33.3900  -10.7800
            1    35.0700  -10.7800   35.0700  -12.4600
            1  4
 ORIGINAL  1   32  34
 REPEAT    1   36  37  38  39  40  41