KEGG   DRUG: Chlorpromazine phenolphthalinate
Entry
D04034                      Drug                                   
Name
Chlorpromazine phenolphthalinate (JAN);
Wintermin (TN)
Formula
C20H16O4. C17H19ClN2S
Exact mass
638.2006
Mol weight
639.20
Structure
Simcomp
Class
Cardiovascular agent
 DG01466  Adrenergic receptor antagonist
  DG01465  alpha-Adrenergic receptor antagonist
   DG01460  alpha2-Adrenergic receptor antagonist
Neuropsychiatric agent
 DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
 DG01491  Muscarinic cholinergic receptor antagonist
 DG03200  Antipsychotic agent
  DG01905  Phenothiazine antipsychotics
Anti-allergic agent
 DG01557  Histamine receptor antagonist
  DG01482  Histamine receptor H1 antagonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Metabolizing enzyme inhibitor
 DG01645  CYP2D6 inhibitor
Remark
Therapeutic category: 1171
ATC code: N05AA01
Chemical structure group: DG00867
Product (DG00867): D00789<JP/US> D04034<JP>
Efficacy
Antipsychotic
Comment
Phenothiazine derivative
Target
HTR2 [HSA:3356 3357 3358] [KO:K04157]
HRH1 [HSA:3269] [KO:K04149]
ADRA2 [HSA:150 151 152] [KO:K04138 K04139 K04140]
DRD2 [HSA:1813] [KO:K04145]
CHRM [HSA:1128 1129 1131 1132 1133] [KO:K04129 K04130 K04131 K04132 K04133]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04725  Cholinergic synapse
hsa04726  Serotonergic synapse
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
CYP inhibition: CYP2D6 [HSA:1565]
Structure map
map07028  Antipsychotics
map07029  Antipsychotics - phenothiazines
map07212  Histamine H1 receptor antagonists
map07213  Dopamine receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N05 PSYCHOLEPTICS
   N05A ANTIPSYCHOTICS
    N05AA Phenothiazines with aliphatic side-chain
     N05AA01 Chlorpromazine
      D04034  Chlorpromazine phenolphthalinate (JAN) <JP>
USP drug classification [BR:br08302]
 Antipsychotics
  1st Generation/Typical
   Chlorpromazine
    D04034  Chlorpromazine phenolphthalinate (JAN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   117  Psychotropics
    1171  Chlorpromazines
     D04034  Chlorpromazine phenolphthalinate (JAN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01465  alpha-Adrenergic receptor antagonist
    DG01460  alpha2-Adrenergic receptor antagonist
     DG00867  Chlorpromazine
      D04034  Chlorpromazine phenolphthalinate
 Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00867  Chlorpromazine
     D04034  Chlorpromazine phenolphthalinate
  DG01491  Muscarinic cholinergic receptor antagonist
   DG00867  Chlorpromazine
    D04034  Chlorpromazine phenolphthalinate
  DG03200  Antipsychotic agent
   DG01905  Phenothiazine antipsychotics
    DG00867  Chlorpromazine
     D04034  Chlorpromazine phenolphthalinate
 Anti-allergic agent
  DG01557  Histamine receptor antagonist
   DG01482  Histamine receptor H1 antagonist
    DG00867  Chlorpromazine
     D04034  Chlorpromazine phenolphthalinate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00867  Chlorpromazine
    D04034  Chlorpromazine phenolphthalinate
 Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00867  Chlorpromazine
    D04034  Chlorpromazine phenolphthalinate
Drug classes [BR:br08332]
 Anti-allergic agent
  DG01482  Histamine receptor H1 antagonist
   D04034  Chlorpromazine phenolphthalinate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Acetylcholine (muscarinic)
    CHRM
     D04034  Chlorpromazine phenolphthalinate (JAN) <JP>
   Adrenaline
    ADRA2
     D04034  Chlorpromazine phenolphthalinate (JAN) <JP>
   Dopamine
    DRD2
     D04034  Chlorpromazine phenolphthalinate (JAN) <JP>
   Histamine
    HRH1
     D04034  Chlorpromazine phenolphthalinate (JAN) <JP>
   Serotonin
    HTR2
     D04034  Chlorpromazine phenolphthalinate (JAN) <JP>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D04034
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01465  alpha-Adrenergic receptor antagonist
    DG01460  alpha2-Adrenergic receptor antagonist
     DG00867  Chlorpromazine
 Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00867  Chlorpromazine
  DG01491  Muscarinic cholinergic receptor antagonist
   DG00867  Chlorpromazine
  DG03200  Antipsychotic agent
   DG01905  Phenothiazine antipsychotics
    DG00867  Chlorpromazine
 Anti-allergic agent
  DG01557  Histamine receptor antagonist
   DG01482  Histamine receptor H1 antagonist
    DG00867  Chlorpromazine
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00867  Chlorpromazine
 Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00867  Chlorpromazine
Other DBs
PubChem: 47205999
LigandBox: D04034
LinkDB
KCF data

ATOM        45
            1   C8x C     1.7565  -18.6515
            2   C8x C     1.7565  -20.0541
            3   C8x C     2.9711  -20.7554
            4   C8y C     4.1859  -20.0541
            5   C8y C     4.1859  -18.6515
            6   C8x C     2.9711  -17.9502
            7   S2x S     5.4006  -20.7554
            8   C8y C     6.6153  -20.0541
            9   C8y C     6.6153  -18.6515
            10  N4y N     5.4006  -17.9502
            11  C8x C     7.8301  -20.7554
            12  C8x C     9.0447  -20.0541
            13  C8y C     9.0447  -18.6515
            14  C8x C     7.8301  -17.9502
            15  C1b C     5.4006  -16.5475
            16  C1b C     6.6174  -15.8450
            17  C1b C     7.8161  -16.5373
            18  N1c N     9.0052  -15.8508
            19  C1a C    10.1989  -16.5403
            20  C1a C     9.0054  -14.4438
            21  X   Cl   10.2635  -17.9479
            22  C8x C    13.3000  -18.5500
            23  C8y C    13.3000  -19.9500
            24  C8x C    14.5124  -20.6500
            25  C8x C    15.7249  -19.9500
            26  C8y C    15.7249  -18.5500
            27  C8x C    14.5124  -17.8500
            28  C8x C    18.1497  -19.9500
            29  C8y C    18.1497  -18.5500
            30  C1c C    16.9373  -17.8500
            31  C8x C    19.3622  -20.6500
            32  C8y C    20.5746  -19.9500
            33  C8x C    20.5746  -18.5500
            34  C8x C    19.3622  -17.8500
            35  C8y C    16.9373  -16.4500
            36  C8y C    18.1518  -15.7488
            37  C8x C    18.1518  -14.3488
            38  C8x C    16.9393  -13.6488
            39  C8x C    15.7249  -14.3500
            40  C8x C    15.7249  -15.7500
            41  O1a O    12.0876  -20.6500
            42  O1a O    21.7911  -20.6523
            43  C6a C    19.5518  -15.7488
            44  O6a O    20.2466  -16.9527
            45  O6a O    20.2457  -14.5468
BOND        49
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11    5  10 1
            12    8  11 2
            13   11  12 1
            14   12  13 2
            15   13  14 1
            16    9  14 2
            17   10  15 1
            18   15  16 1
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   18  20 1
            23   13  21 1
            24   22  23 2
            25   23  24 1
            26   24  25 2
            27   25  26 1
            28   26  27 2
            29   22  27 1
            30   28  29 1
            31   29  30 1
            32   26  30 1
            33   28  31 2
            34   31  32 1
            35   32  33 2
            36   33  34 1
            37   29  34 2
            38   30  35 1
            39   35  36 2
            40   36  37 1
            41   37  38 2
            42   38  39 1
            43   39  40 2
            44   35  40 1
            45   23  41 1
            46   32  42 1
            47   36  43 1
            48   43  44 2
            49   43  45 1

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