KEGG   DRUG: Naratriptan
Entry
D08255                      Drug                                   
Name
Naratriptan (INN);
Naramig (TN)
Formula
C17H25N3O2S
Exact mass
335.1667
Mol weight
335.4643
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
Same as: C07792
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
      D08255  Naratriptan (INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01483  5-HT1A-receptor agonist
   DG00837  Naratriptan
    D08255  Naratriptan
 Analgesic
  DG01484  5-HT1B-receptor agonist
   DG00837  Naratriptan
    D08255  Naratriptan
  DG01485  5-HT1D-receptor agonist
   DG00837  Naratriptan
    D08255  Naratriptan
  DG01518  5-HT1B/1D-receptor agonist
   DG00837  Naratriptan
    D08255  Naratriptan
  DG01943  Triptan
   DG00837  Naratriptan
    D08255  Naratriptan
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00837  Naratriptan
    D08255  Naratriptan
  DG01642  CYP2C9 substrate
   DG00837  Naratriptan
    D08255  Naratriptan
  DG01644  CYP2D6 substrate
   DG00837  Naratriptan
    D08255  Naratriptan
  DG02855  CYP2E1 substrate
   DG00837  Naratriptan
    D08255  Naratriptan
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00837  Naratriptan
     D08255  Naratriptan
  DG02925  CYP3A5 substrate
   DG00837  Naratriptan
    D08255  Naratriptan
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Serotonin
    HTR1B
     D08255  Naratriptan (INN)
    HTR1D
     D08255  Naratriptan (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D08255
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: 121679-13-8
PubChem: 96024943
ChEBI: 7478
LigandBox: D08255
NIKKAJI: J550.688C
LinkDB
KCF data

ATOM        23
            1   C8y C    27.1600  -19.9500
            2   C8y C    28.4900  -19.4600
            3   C8y C    27.1600  -21.3500
            4   C8x C    25.9000  -19.2500
            5   C8x C    29.3300  -20.6500
            6   N4x N    28.4900  -21.7700
            7   C8x C    25.9000  -22.0500
            8   C8y C    24.7100  -19.9500
            9   C8x C    24.7100  -21.3500
            10  C1b C    23.5200  -19.2500
            11  C1b C    22.3300  -19.9500
            12  S4a S    21.0700  -19.2500
            13  N1b N    19.8800  -19.9500
            14  O3c O    22.3300  -18.5500
            15  O3c O    19.8800  -18.5500
            16  C1a C    18.6900  -19.2500
            17  C1y C    28.4900  -18.0600
            18  C1x C    29.6800  -17.3600
            19  C1x C    29.6800  -15.9600
            20  N1y N    28.4900  -15.2600
            21  C1x C    27.3000  -15.9600
            22  C1x C    27.3000  -17.3600
            23  C1a C    28.4900  -13.8600
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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