KEGG   DRUG: FosphenytoinHelp
Entry
D07993                      Drug                                   

Name
Fosphenytoin (INN)
Formula
C16H15N2O6P
Exact mass
362.0668
Mol weight
362.2739
Structure
Mol fileKCF fileDB searchJmolKegDraw
Simcomp SIMCOMP
Class
Neuropsychiatric agent
 DG02031  Hydantoin antiepileptics
Cyp substrate
 DG01639  CYP2C19 substrate
Remark
Same as: C07840
ATC code: N03AB05
Chemical structure group: DG00847
Product (DG00847): D02096<US> D07595<JP>
Efficacy
Anticonvulsant, Antiepileptic
Comment
Hydantoin derivative
Active form of prodrug: Phenytoin [DR:D00512]
Target
SCN1A [HSA:6323] [KO:K04833]
SCN2A [HSA:6326] [KO:K04834]
SCN3A [HSA:6328] [KO:K04836]
SCN4A [HSA:6329] [KO:K04837]
SCN5A [HSA:6331] [KO:K04838]
SCN8A [HSA:6334] [KO:K04840]
SCN9A [HSA:6335] [KO:K04841]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]
Metabolism
Enzyme: CYP2C9 [HSA:1559]; CYP2C19 [HSA:1557]
Interaction
CYP induction: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]
Transporter induction: ABCB1 [HSA:5243]
Drug interaction
Structure map
map07033  Anticonvulsants
map07231  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)
    voltage-gated sodium channel (SCN10A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
    voltage-gated sodium channel (SCN11A)
     Fosphenytoin
      D07993  Fosphenytoin (INN)
Prodrugs [br08324.html]
 D07993
Prodrugs [br08324.html]
 DG00847
BRITE hierarchy
Other DBs
CAS: 93390-81-9
PubChem: 96024687
ChEBI: 5165
ChEMBL: CHEMBL1201336
DrugBank: DB01320
LigandBox: D07993
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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