KEGG   DRUG: Imipramine hydrochloride
Entry
D00815                      Drug                                   

Name
Imipramine hydrochloride (JP18/USP);
Tofranil (TN)
Product
  Generic
Formula
C19H24N2. HCl
Exact mass
316.1706
Mol weight
316.8682
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
 DG02913  CYP3A4 substrate
Remark
Same as: C07982
Therapeutic category: 1174
ATC code: N06AA02
Chemical structure group: DG00928
Product (DG00928): D00815<JP/US> D08071<US>
Efficacy
Antidepressant, Serotonin-noradrenaline reuptake inhibitor (SNRI)
  Disease
Depression [DS:H01646]
Comment
Active form of prodrug: Desipramine [DR:D07791]
Target
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
  Pathway
hsa04721  Synaptic vesicle cycle
hsa04726  Serotonergic synapse
Metabolism
Enzyme: CYP2D6 [HSA:1565]; CYP1A2 [HSA:1544], CYP3A4 [HSA:1576], CYP2C19 [HSA:1557]
Interaction
Structure map
map07027  Antidepressants
map07213  Dopamine receptor agonists/antagonists
map07234  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
      D00815  Imipramine hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antidepressants
  Tricyclics
   Imipramine
    D00815  Imipramine hydrochloride (JP18/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
    1174  Imipramines
     D00815  Imipramine hydrochloride (JP18/USP)
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (NAT1)
     D00815  Imipramine hydrochloride (JP18/USP) <JP/US>
    SLC6A4 (HTT)
     D00815  Imipramine hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00815  Imipramine hydrochloride
  D00815  Imipramine hydrochloride tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00815
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00815
Prodrugs [br08324.html]
 DG00928
Other DBs
CAS: 113-52-0
PubChem: 7847880
ChEBI: 5882
ChEMBL: CHEMBL1692
DrugBank: DB00458
LigandBox: D00815
NIKKAJI: J243.988C
KCF data

ATOM        22
            1   C1x C    12.8734  -13.8694
            2   C8y C    12.0313  -12.7598
            3   C8y C    12.3665  -11.4030
            4   N1y N    13.6275  -10.8249
            5   C1x C    14.2792  -13.8946
            6   C8y C    14.8811  -11.4472
            7   C8y C    15.1676  -12.8159
            8   C8x C    11.3594  -10.4346
            9   C8x C    10.0174  -10.8227
            10  C8x C     9.6822  -12.1795
            11  C8x C    10.6893  -13.1476
            12  C8x C    16.4988  -13.2530
            13  C8x C    17.5430  -12.3186
            14  C8x C    17.2566  -10.9499
            15  C8x C    15.9252  -10.5128
            16  C1b C    13.6492   -9.4500
            17  C1b C    14.8732   -8.7689
            18  C1b C    16.0416   -9.4684
            19  N1c N    17.2637   -8.7883
            20  C1a C    18.4984   -9.5269
            21  C1a C    17.2857   -7.4200
            22  X   Cl   20.1600  -11.7600
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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