KEGG   DRUG: FosphenytoinHelp
Entry
D07993                      Drug                                   

Name
Fosphenytoin (INN)
Formula
C16H15N2O6P
Exact mass
362.0668
Mol weight
362.2739
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Neuropsychiatric agent
 DG02031  Hydantoin antiepileptics
Enzyme substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
Enzyme inducer
 DG02891  CYP2B6 inducer
 DG02853  CYP3A inducer
  DG01635  CYP3A4 inducer
 DG01635  CYP3A4 inducer
Transporter inducer
 DG01893  P-glycoprotein inducer
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]
  Pathway
hsa04728  Dopaminergic synapse
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 ion channels
   Sodium channels
    SCN1A
     D07993  Fosphenytoin (INN)
    SCN2A
     D07993  Fosphenytoin (INN)
    SCN3A
     D07993  Fosphenytoin (INN)
    SCN4A
     D07993  Fosphenytoin (INN)
    SCN5A
     D07993  Fosphenytoin (INN)
    SCN8A
     D07993  Fosphenytoin (INN)
    SCN9A
     D07993  Fosphenytoin (INN)
    SCN10A
     D07993  Fosphenytoin (INN)
    SCN11A
     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
LinkDB All DBs
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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