KEGG   DRUG: D07993Help
Entry
D07993                      Drug                                   

Name
Fosphenytoin (INN)
Formula
C16H15N2O6P
Exact mass
362.0668
Mol weight
362.2739
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Antiepileptic
Remark
Same as: 
ATC code: 
Drug group: 
Comment
prodrug, active substance: Phenytoin [DR:D00512]
Target
voltage-gated sodium channel (SCN1A) blocker [HSA:6323] [KO:K04833];
voltage-gated sodium channel (SCN2A) blocker [HSA:6326] [KO:K04834];
voltage-gated sodium channel (SCN3A) blocker [HSA:6328] [KO:K04836];
voltage-gated sodium channel (SCN4A) blocker [HSA:6329] [KO:K04837];
voltage-gated sodium channel (SCN5A) blocker [HSA:6331] [KO:K04838];
voltage-gated sodium channel (SCN8A) blocker [HSA:6334] [KO:K04840];
voltage-gated sodium channel (SCN9A) blocker [HSA:6335] [KO:K04841]
Metabolism
CYP2C9 [HSA:1559], CYP2C19 [HSA:1557]
Interaction
CYP induction: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]
Drug interaction
Structure map
Anticonvulsants
Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB05 Fosphenytoin
      D07993  Fosphenytoin (INN)
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Fosphenytoin
    D07993  Fosphenytoin (INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN2A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN3A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN4A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN5A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN8A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN9A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2C9
   Fosphenytoin
    D07993  Fosphenytoin (INN)
  CYP2C19
   Fosphenytoin
    D07993  Fosphenytoin (INN)
 Inducers
  CYP2B6
   Fosphenytoin
    D07993  Fosphenytoin (INN)
  CYP3A4
   Fosphenytoin
    D07993  Fosphenytoin (INN)
BRITE hierarchy
Other DBs
CAS: 
93390-81-9
PubChem: 
DrugBank: 
LigandBox: 
KCF data Show

ATOM        25
            1   C1z C    19.7691  -15.8279
            2   N1x N    20.2577  -14.5713
            3   C5x C    19.1408  -13.8035
            4   N1y N    17.9541  -14.5713
            5   C5x C    18.4428  -15.8279
            6   O5x O    19.1408  -12.3375
            7   O5x O    17.6051  -17.0146
            8   C8y C    21.1652  -15.8279
            9   C8x C    21.8633  -17.0844
            10  C8x C    23.3293  -17.0844
            11  C8x C    24.0273  -15.8977
            12  C8x C    23.2594  -14.6411
            13  C8x C    21.8633  -14.6411
            14  C8y C    19.7691  -17.2938
            15  C8x C    18.5824  -17.9221
            16  C8x C    18.5824  -19.3182
            17  C8x C    19.8389  -20.0861
            18  C8x C    21.0256  -19.3880
            19  C8x C    21.0256  -17.9919
            20  C1b C    16.7674  -13.8733
            21  O2b O    15.5807  -14.5713
            22  P1b P    14.3940  -13.8733
            23  O1c O    13.2072  -14.5713
            24  O1c O    14.3940  -12.4771
            25  O1c O    13.2072  -13.1752
BOND        27
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     4   5 1
            5     1   5 1
            6     3   6 2
            7     5   7 2
            8     1   8 1
            9     8   9 2
            10    9  10 1
            11   10  11 2
            12   11  12 1
            13   12  13 2
            14    8  13 1
            15    1  14 1
            16   14  15 2
            17   15  16 1
            18   16  17 2
            19   17  18 1
            20   18  19 2
            21   14  19 1
            22   20   4 1
            23   20  21 1
            24   21  22 1
            25   22  23 1
            26   22  24 1
            27   22  25 2

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