KEGG   DRUG: D00270Help
Entry
D00270                      Drug                                   

Name
Chlorpromazine (USP/INN);
Thorazine (TN)
Formula
C17H19ClN2S
Exact mass
318.0957
Mol weight
318.8642
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Anti-emetic;
Antipsychotic
Remark
Same as: 
ATC code: 
Drug group: 
Comment
Phenothiazine derivatives
Target
5-HT2-receptor antagonist [HSA:3356 3357 3358] [KO:K04157];
H1-receptor antagonist [HSA:3269] [KO:K04149];
alpha2-adrenergic receptor antagonist [HSA:150 151 152] [KO:K04138 K04139 K04140];
dopamine D2-receptor antagonist [HSA:1813] [KO:K04145];
muscarinic cholinergic receptor antagonist [HSA:1128 1129 1131 1132 1133] [KO:K04129 K04130 K04131 K04132 K04133]
  Pathway
hsa04020  Calcium signaling 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]
Drug interaction
Structure map
Antipsychotics
Phenothiazines
Antimigraines
Histamine H1 receptor antagonists
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
      D00270  Chlorpromazine (USP/INN)
USP drug classification [BR:br08302]
 Antiemetics
  Antiemetics, Other
   Chlorpromazine
    D00270  Chlorpromazine (USP/INN)
 Antipsychotics
  1st Generation/Typical
   Chlorpromazine
    D00270  Chlorpromazine (USP/INN)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Acetylcholine (muscarinic)
    muscarinic cholinergic receptor
     Chlorpromazine
      D00270  Chlorpromazine (USP/INN)
   Adrenaline
    alpha2-adrenergic receptor
     Chlorpromazine
      D00270  Chlorpromazine (USP/INN)
   Dopamine
    dopamine D2-receptor
     Chlorpromazine
      D00270  Chlorpromazine (USP/INN)
   Histamine
    H1-receptor
     Chlorpromazine
      D00270  Chlorpromazine (USP/INN)
   Serotonin
    5-HT2-receptor
     Chlorpromazine
      D00270  Chlorpromazine (USP/INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2D6
   Chlorpromazine
    D00270  Chlorpromazine (USP/INN)
 Inhbitors
  CYP2D6
   Chlorpromazine
    D00270  Chlorpromazine (USP/INN)
BRITE hierarchy
Other DBs
CAS: 
50-53-3
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        21
            1   C8x C     3.4300  -16.7300
            2   C8x C     3.4300  -18.1300
            3   C8x C     4.6424  -18.8300
            4   C8y C     5.8549  -18.1300
            5   C8y C     5.8549  -16.7300
            6   C8x C     4.6424  -16.0300
            7   S2x S     7.0673  -18.8300
            8   C8y C     8.2797  -18.1300
            9   C8y C     8.2797  -16.7300
            10  N4y N     7.0673  -16.0300
            11  C8x C     9.4922  -18.8300
            12  C8x C    10.7046  -18.1300
            13  C8y C    10.7046  -16.7300
            14  C8x C     9.4922  -16.0300
            15  C1b C     7.0673  -14.6300
            16  C1b C     8.2818  -13.9288
            17  C1b C     9.4783  -14.6198
            18  N1c N    10.6651  -13.9346
            19  C1a C    11.8566  -14.6228
            20  C1a C    10.6653  -12.5302
            21  X   Cl   11.9211  -16.0277
BOND        23
            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

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