KEGG   DRUG: ImipramineHelp
Entry
D08070                      Drug                                   

Name
Imipramine (INN);
Tofranil (TN)
Formula
C19H24N2
Exact mass
280.1939
Mol weight
280.4073
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
Cyp substrate
 DG01892  CYP1A2 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
 DG01633  CYP3A substrate
Remark
Same as: 
ATC code: 
Chemical group: 
Activity
Antidepressant, Serotonin-noradrenaline reuptake inhibitor (SNRI)
Comment
Tricyclic antidepressant, imipramine type
Active form of prodrug: Desipramine [DR:D07791], demethylation
Target
SLC6A4 (HTT) [HSA:6532] [KO:K05037];
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
Metabolism
Enzyme: CYP1A2 [HSA:1544], CYP2C19 [HSA:1557], CYP2D6 [HSA:1565], CYP3A4 [HSA:1576]
Interaction
Genomic biomarker: CYP2D6 [HSA:1565]
Drug interaction
Structure map
Antidepressants
Neurotransmitter transporter inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AA Non-selective monoamine reuptake inhibitors
     N06AA02 Imipramine
      D08070  Imipramine (INN)
USP drug classification [BR:br08302]
 Antidepressants
  Tricyclics
   Imipramine
    D08070  Imipramine (INN)
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (noradrenalin transporter)
     Imipramine
      D08070  Imipramine (INN)
    SLC6A4 (serotonin transporter)
     Imipramine
      D08070  Imipramine (INN)
Cytochrome P450 interactions [BR:br08309]
 CYP substrates
  CYP2C19
   Imipramine
    D08070  Imipramine (INN)
  CYP2D6
   Imipramine
    D08070  Imipramine (INN)
  CYP3A4
   Imipramine
    D08070  Imipramine (INN)
BRITE hierarchy
Other DBs
CAS: 
50-49-7
PubChem: 
DrugBank: 
PDB-CCD: 
LigandBox: 
NIKKAJI: 
LinkDB All DBs
KCF data Show

ATOM        21
            1   C1x C    22.9600  -21.1400
            2   C8y C    22.1200  -20.0200
            3   C8y C    22.4700  -18.6900
            4   N1y N    23.7300  -18.1300
            5   C1x C    24.3600  -21.1400
            6   C8y C    24.9900  -18.7600
            7   C8y C    25.2700  -20.0900
            8   C8x C    21.4200  -17.7100
            9   C8x C    20.0900  -18.1300
            10  C8x C    19.7400  -19.4600
            11  C8x C    20.7900  -20.4400
            12  C8x C    26.6000  -20.5100
            13  C8x C    27.6500  -19.6000
            14  C8x C    27.3700  -18.2000
            15  C8x C    26.0400  -17.7800
            16  C1b C    23.7300  -16.7300
            17  C1b C    24.9200  -16.0300
            18  C1b C    26.1100  -16.7300
            19  N1c N    27.3700  -16.1000
            20  C1a C    28.5600  -16.8000
            21  C1a C    27.3700  -14.7000
BOND        23
            1     3   4 1
            2     1   5 1
            3     4   6 1
            4     2   3 1
            5     5   7 1
            6     1   2 1
            7     6   7 1
            8     3   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12    2  11 2
            13    7  12 2
            14   12  13 1
            15   13  14 2
            16   14  15 1
            17    6  15 2
            18    4  16 1
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   19  20 1
            23   19  21 1

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