KEGG   DRUG: DoxepinHelp
Entry
D07875                      Drug                                   

Name
Doxepin (INN);
Sinequan (TN)
Formula
C19H21NO
Exact mass
279.1623
Mol weight
279.3761
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Neuropsychiatric agent
 DG01730  Non-selective monoamine reuptake inhibitor
 DG01728  Tricyclic antidepressant
Enzyme substrate
 DG01892  CYP1A2 substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
Remark
Same as: C06971
ATC code: N06AA12
Chemical structure group: DG00937
Product (DG00937): D00814<US>
Efficacy
Antidepressant, H1 receptor antagonist, Serotonin-noradrenaline reuptake inhibitor (SNRI)
Target
HRH1 [HSA:3269] [KO:K04149]
SLC6A4 (HTT) [HSA:6532] [KO:K05037]
SLC6A2 (NAT1) [HSA:6530] [KO:K05035]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04726  Serotonergic synapse
hsa04750  Inflammatory mediator regulation of TRP channels
Metabolism
Enzyme: CYP2C19 [HSA:1557], CYP2D6 [HSA:1565]; CYP1A2 [HSA:1544], CYP2C9 [HSA:1559]
Interaction
Drug interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AA Non-selective monoamine reuptake inhibitors
     N06AA12 Doxepin
      D07875  Doxepin (INN)
USP drug classification [BR:br08302]
 Antidepressants
  Tricyclics
   Doxepin
    D07875  Doxepin (INN)
 Anxiolytics
  Anxiolytics, Other
   Doxepin
    D07875  Doxepin (INN)
 Dermatological Agents
  Doxepin
   D07875  Doxepin (INN)
 Sleep Disorder Agents
  Sleep Disorders, Other
   Doxepin
    D07875  Doxepin (INN)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Histamine
    HRH1
     D07875  Doxepin (INN)
 Transporters
  Solute carrier family
   SLC6
    SLC6A2 (NAT1)
     D07875  Doxepin (INN)
    SLC6A4 (HTT)
     D07875  Doxepin (INN)
BRITE hierarchy
Other DBs
CAS: 1668-19-5
PubChem: 96024571
ChEBI: 4710
ChEMBL: CHEMBL860
DrugBank: DB01142
PDB-CCD: 5EH[PDBj]
LigandBox: D07875
NIKKAJI: J9.508G
LinkDB All DBs
KCF data Show

ATOM        21
            1   C1x C    17.0100  -21.7700
            2   C8y C    16.1700  -20.6500
            3   C8y C    16.5200  -19.3200
            4   C2y C    17.7800  -18.7600
            5   O2x O    18.4100  -21.7700
            6   C8y C    19.0400  -19.3900
            7   C8y C    19.3200  -20.7200
            8   C8x C    15.5400  -18.3400
            9   C8x C    14.1400  -18.7600
            10  C8x C    13.8600  -20.0900
            11  C8x C    14.8400  -21.0700
            12  C8x C    20.6500  -21.1400
            13  C8x C    21.7000  -20.2300
            14  C8x C    21.4200  -18.9000
            15  C8x C    20.0900  -18.4100
            16  C2b C    17.7800  -17.2900
            17  C1b C    16.5676  -16.5900
            18  C1b C    15.3721  -17.2804
            19  N1c N    14.1847  -16.5949
            20  C1a C    12.9935  -17.2829
            21  C1a C    14.1845  -15.1902
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 2
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   19  20 1
            23   19  21 1

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