KEGG   DRUG: Naratriptan hydrochloride
Entry
D00674                      Drug                                   
Name
Naratriptan hydrochloride (JAN/USP);
Amerge (TN)
Product
  Generic
Formula
C17H25N3O2S. HCl
Exact mass
371.1434
Mol weight
371.9252
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01483  5-HT1A-receptor agonist
Analgesic
 DG01484  5-HT1B-receptor agonist
 DG01485  5-HT1D-receptor agonist
 DG01518  5-HT1B/1D-receptor agonist
 DG01943  Triptan
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01642  CYP2C9 substrate
 DG01644  CYP2D6 substrate
 DG02855  CYP2E1 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
 DG02925  CYP3A5 substrate
Remark
Therapeutic category: 2160
ATC code: N02CC02
Chemical structure group: DG00837
Product (DG00837): D00674<JP/US>
Efficacy
Antimigraine, Vasoconstrictor, Serotonin receptor agonist
Comment
Sumatriptan derivative
Target
HTR1B [HSA:3351] [KO:K04153]
HTR1D [HSA:3352] [KO:K04153]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04726  Serotonergic synapse
Metabolism
Enzyme: CYP1A2 [HSA:1544], CYP2C9 [HSA:1559], CYP2D6 [HSA:1565], CYP2E1 [HSA:1571], CYP3A4 [HSA:1576], CYP3A5 [HSA:1577]
Interaction
Structure map
map07048  Antimigraines
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N02 ANALGESICS
   N02C ANTIMIGRAINE PREPARATIONS
    N02CC Selective serotonin (5HT1) agonists
     N02CC02 Naratriptan
      D00674  Naratriptan hydrochloride (JAN/USP) <JP/US>
USP drug classification [BR:br08302]
 Antimigraine Agents
  Serotonin (5-HT) Receptor Agonists
   Naratriptan
    D00674  Naratriptan hydrochloride (JAN/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   216  Vasoconstrictors
    2160  Vasoconstrictors
     D00674  Naratriptan hydrochloride (JAN/USP)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01483  5-HT1A-receptor agonist
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
 Analgesic
  DG01484  5-HT1B-receptor agonist
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG01485  5-HT1D-receptor agonist
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG01518  5-HT1B/1D-receptor agonist
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG01943  Triptan
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG01642  CYP2C9 substrate
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG01644  CYP2D6 substrate
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG02855  CYP2E1 substrate
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00837  Naratriptan
     D00674  Naratriptan hydrochloride
  DG02925  CYP3A5 substrate
   DG00837  Naratriptan
    D00674  Naratriptan hydrochloride
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Serotonin
    HTR1B
     D00674  Naratriptan hydrochloride (JAN/USP) <JP/US>
    HTR1D
     D00674  Naratriptan hydrochloride (JAN/USP) <JP/US>
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00674
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00674
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01483  5-HT1A-receptor agonist
   DG00837  Naratriptan
 Analgesic
  DG01484  5-HT1B-receptor agonist
   DG00837  Naratriptan
  DG01485  5-HT1D-receptor agonist
   DG00837  Naratriptan
  DG01518  5-HT1B/1D-receptor agonist
   DG00837  Naratriptan
  DG01943  Triptan
   DG00837  Naratriptan
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00837  Naratriptan
  DG01642  CYP2C9 substrate
   DG00837  Naratriptan
  DG01644  CYP2D6 substrate
   DG00837  Naratriptan
  DG02855  CYP2E1 substrate
   DG00837  Naratriptan
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00837  Naratriptan
  DG02925  CYP3A5 substrate
   DG00837  Naratriptan
Other DBs
CAS: 143388-64-1
PubChem: 7847740
ChEBI: 7479
LigandBox: D00674
LinkDB
KCF data

ATOM        24
            1   C8y C    33.6700  -19.1800
            2   C8y C    35.0000  -18.6900
            3   C8y C    33.6700  -20.5800
            4   C8x C    32.4100  -18.4800
            5   C8x C    35.8400  -19.8800
            6   N4x N    35.0000  -21.0000
            7   C8x C    32.4100  -21.2800
            8   C8y C    31.2200  -19.1800
            9   C8x C    31.2200  -20.5800
            10  C1b C    30.0300  -18.4800
            11  C1b C    28.8400  -19.1800
            12  S4a S    27.5800  -18.4800
            13  N1b N    26.3900  -19.1800
            14  O3c O    28.8400  -17.7800
            15  O3c O    26.3900  -17.7800
            16  C1a C    25.2000  -18.4800
            17  C1y C    35.0000  -17.2900
            18  C1x C    36.1900  -16.5900
            19  C1x C    36.1900  -15.1900
            20  N1y N    35.0000  -14.4900
            21  C1x C    33.8100  -15.1900
            22  C1x C    33.8100  -16.5900
            23  C1a C    35.0000  -13.0900
            24  X   Cl   38.9900  -19.8800
BOND        25
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     3   6 1
            6     3   7 1
            7     4   8 2
            8     7   9 2
            9     8  10 1
            10   10  11 1
            11   11  12 1
            12   12  13 1
            13   12  14 2
            14   12  15 2
            15   13  16 1
            16    5   6 1
            17    8   9 1
            18    2  17 1
            19   17  18 1
            20   18  19 1
            21   19  20 1
            22   20  21 1
            23   21  22 1
            24   17  22 1
            25   20  23 1

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