fosphenytoin   

GtoPdb Ligand ID: 7190

Synonyms: ACC-9653-010 | Cerebyx® | CI-982
fosphenytoin is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Fosphenytoin is a prodrug of phenytoin. This drug is an anticonvulsant.
Marketed formulations may contain fosphenytoin sodium (PubChem CID 56338).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 129.47
Molecular weight 362.07
XLogP 1.15
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1N(COP(=O)(O)O)C(=NC1(c1ccccc1)c1ccccc1)O
Isomeric SMILES O=C1N(COP(=O)(O)O)C(=NC1(c1ccccc1)c1ccccc1)O
InChI InChI=1S/C16H15N2O6P/c19-14-16(12-7-3-1-4-8-12,13-9-5-2-6-10-13)17-15(20)18(14)11-24-25(21,22)23/h1-10H,11H2,(H,17,20)(H2,21,22,23)
InChI Key XWLUWCNOOVRFPX-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
Is prodrug? Yes
Active form phenytoin
IUPAC Name
[(2-hydroxy-5-oxo-4,4-diphenyl-4,5-dihydro-1H-imidazol-1-yl)methoxy]phosphonic acid
International Nonproprietary Names
INN number INN
6484 fosphenytoin
Synonyms
ACC-9653-010 | Cerebyx® | CI-982
Database Links
CAS Registry No. 93390-81-9
ChEMBL Ligand CHEMBL1201336
DrugBank Ligand DB01320
DrugCentral Ligand 1247
GtoPdb PubChem SID 178103765
PubChem CID 56339
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Wikipedia Fosphenytoin