Sumatriptan


Entry
D00451                      Drug                                   
Name
Sumatriptan (JAN/USP/INN);
Imigran (TN);
Imitrex (TN)
Product
IMITREX (GlaxoSmithKline LLC), TOSYMRA (Promius Pharma), TOSYMRA (Upsher-Smith Laboratories)
  Generic
SUMATRIPTAN (Bryant Ranch Prepack), SUMATRIPTAN (Bryant Ranch Prepack), SUMATRIPTAN (Cipla USA), SUMATRIPTAN (Florida Pharmaceutical Products), SUMATRIPTAN (Lannett Company), SUMATRIPTAN (Padagis Israel Pharmaceuticals), SUMATRIPTAN (Prasco Laboratories)
Formula
C14H21N3O2S
Exact mass
295.1354
Mol weight
295.4004
Structure
Simcomp
Class
Analgesic
 DG01484  5-HT1B-receptor agonist
 DG01485  5-HT1D-receptor agonist
 DG01518  5-HT1B/1D-receptor agonist
 DG01943  Triptan
Metabolizing enzyme substrate
 DG02917  MAO substrate
  DG03178  MAOA substrate
Remark
Same as: C07319
Therapeutic category: 2160
ATC code: N02CC01
Chemical structure group: DG00836
Product (DG00836): D00451<JP/US> D00676<JP/US>
Product (mixture): D11577<US>
Efficacy
Antimigraine, Vasoconstrictor, Serotonin receptor agonist
Comment
Triptans
Target
HTR1B [HSA:3351] [KO:K04153]
HTR1D [HSA:3352] [KO:K04153]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04726  Serotonergic synapse
Metabolism
Enzyme: MAOA [HSA:4128]
Interaction
Structure map
map07048  Antimigraines
map07211  Serotonin receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N02 ANALGESICS
   N02C ANTIMIGRAINE PREPARATIONS
    N02CC Selective serotonin (5HT1) agonists
     N02CC01 Sumatriptan
      D00451  Sumatriptan (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antimigraine Agents
  Serotonin (5-HT) Receptor Agonists
   Sumatriptan
    D00451  Sumatriptan (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   216  Vasoconstrictors
    2160  Vasoconstrictors
     D00451  Sumatriptan (JAN/USP/INN)
Drug groups [BR:br08330]
 Analgesic
  DG01484  5-HT1B-receptor agonist
   DG00836  Sumatriptan
    D00451  Sumatriptan
  DG01485  5-HT1D-receptor agonist
   DG00836  Sumatriptan
    D00451  Sumatriptan
  DG01518  5-HT1B/1D-receptor agonist
   DG00836  Sumatriptan
    D00451  Sumatriptan
  DG01943  Triptan
   DG00836  Sumatriptan
    D00451  Sumatriptan
 Metabolizing enzyme substrate
  DG02917  MAO substrate
   DG03178  MAOA substrate
    DG00836  Sumatriptan
     D00451  Sumatriptan
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Serotonin
    HTR1B
     D00451  Sumatriptan (JAN/USP/INN) <JP/US>
    HTR1D
     D00451  Sumatriptan (JAN/USP/INN) <JP/US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00451
Drug groups [BR:br08330]
 Analgesic
  DG01484  5-HT1B-receptor agonist
   DG00836  Sumatriptan
  DG01485  5-HT1D-receptor agonist
   DG00836  Sumatriptan
  DG01518  5-HT1B/1D-receptor agonist
   DG00836  Sumatriptan
  DG01943  Triptan
   DG00836  Sumatriptan
 Metabolizing enzyme substrate
  DG02917  MAO substrate
   DG03178  MAOA substrate
    DG00836  Sumatriptan
Other DBs
CAS: 103628-46-2
PubChem: 7847517
ChEBI: 10650
LigandBox: D00451
NIKKAJI: J128.634J
KCF data

ATOM        20
            1   C8y C    27.5550  -17.9600
            2   C8y C    27.5609  -19.3636
            3   C8y C    28.8886  -17.5290
            4   C8x C    26.3496  -17.2496
            5   N4x N    28.8944  -19.7886
            6   C8x C    26.3438  -20.0565
            7   C8x C    29.7097  -18.6531
            8   C1b C    29.2031  -16.1606
            9   C8y C    25.1325  -17.9543
            10  C8x C    25.1384  -19.3576
            11  C1b C    30.5365  -15.7472
            12  C1b C    23.9154  -17.2612
            13  N1c N    30.8452  -14.3846
            14  S4a S    22.7101  -17.9659
            15  C1a C    32.1787  -13.9710
            16  C1a C    29.8203  -13.4353
            17  N1b N    21.5047  -17.2671
            18  O3c O    23.7001  -18.9675
            19  O3c O    21.7142  -18.9675
            20  C1a C    20.2933  -17.9717
BOND        21
            1     1   2 1
            2     1   3 1
            3     1   4 2
            4     2   5 1
            5     2   6 2
            6     3   7 2
            7     3   8 1
            8     4   9 1
            9     6  10 1
            10    8  11 1
            11    9  12 1
            12   11  13 1
            13   12  14 1
            14   13  15 1
            15   13  16 1
            16   14  17 1
            17   14  18 2
            18   14  19 2
            19   17  20 1
            20    5   7 1
            21    9  10 2