General Information of the Compound
Compound ID
CP0036699
Compound Name
Phenytoin
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Synonyms
2,4-Imidazolidinedione, 5,5-diphenyl-(9CI)
2-hydroxy-5,5-diphenyl-3,5-dihydro-4H-imidazol-4-one
5,5-DIPHENYLHYDANTOIN
5,5-Diphenyl-2,4-imidazolidinedione
5,5-Diphenyl-imidazolidine-2,4-dione
5,5-Diphenylhydantoin (IUPAC)
5,5-Diphenylhydantoin (phenytoin)
5,5-Diphenylimidazolidin-2,4-dione
5,5-Dwufenylohydantoina
5,5-Dwufenylohydantoina [Polish]
5,5-diphenylimidazolidine-2,4-dione
Aleviatin
Antisacer
Auranile
CL12003
Causoin
Citrullamon
Citrulliamon
Comital
Comitoina
Component of Mebroin
Convul
D 4007
D4007_SIGMA
DILANTIN-30
DPH (VAN)
Danten
Dantinal
Dantoinal
Dantoinal klinos
Dantoine
Denyl
Di-Hydan
Di-Lan
Di-Lan (VAN)
Di-Phetine
Didan TDC 250
Didan-tdc-250
Difenilhidantoina
Difenilhidantoina [Spanish]
Difenin
Difetoin
Difhydan
Dihycon
Dihydan toin
Dihydantoin
Dilabid
Dilantin
Dilantin (TN)
Dilantin Infatabs (TN)
Dilantin Kapseals (TN)
Dilantin acid
Dilantin-125
Dilantine
Dillantin
Dintoin
Dintoina
Diphantoin
Diphedal
Diphedan
Diphenat
Diphenin
Diphenine
Diphentoin
Diphentyn
Diphenylan
Diphenylhydantoin
Diphenylhydantoin (VAN)
Diphenylhydantoine
Diphenylhydantoine [French]
Diphenylhydatanoin
Ditoinate
Ekko
Ekko capsules
Elepsi ndon
Elepsindon
Enkelfel
Epamin
Epanutin
Epanutin (TN)
Epasmir (5)
Epasmir 5
Epdantoin Simple
Epdantoine simple
Epelin
Epifenyl
Epihydan
Epilan D
Epilan-D
Epilantin
Epinat
Epised
Eptal
Eptoin
Eptoin (TN)
Extended Phenytoin Sodium
Fen toin
Fenantoin Mn Pharma
Fenidantoin (s)
Fenidantoin s
Fenitoin
Fenitoina
Fenitoina [INN-Spanish]
Fentoin
Fenylepsin
Fenytoin Dak
Fenytoine
Gerot-epilan-D
Hidan
Hidantal
Hidantilo
Hidantina
Hidantina senosian
Hidantina vitoria
Hidantomin
Hindatal
Hydantal
Hydantin
Hydantoin, 5,5-diphenyl-(8CI)
Hydantoinal
Hydantol
IFLab1_000214
Ictalis simp le
Ictalis simple
Idantoil
Idantoin
Iphenylhydantoin
Kessodanten
Labopal
Lehydan
Lepitoin
Lepsin
Minetoin
Neos-Hidantoina
Neosidantoina
Novantoina
Novophenytoin
Om hidantoina simple
Om-Hydantoine
Oxylan
PHENYTEK
PHENYTOIN (5,5-DIPHENYLHYDANTOIN)
PHENYTOIN SODIUM, EXTENDED
Phanantin
Phanatine
Phenat ine
Phenatine
Phenatoine
Phenhydan
Phenhydanin
Phenitoin
Phentoin
Phentytoin
Phenytek (TN)
Phenytex
Phenytoin
Phenytoin (JP15/USP/INN)
Phenytoin (PHN)
Phenytoin AWD
Phenytoin [USAN:INN:BAN:JAN]
Phenytoin-Gerot
Phenytoine
Phenytoine [INN-French]
Phenytoinum
Phenytoinum [INN-Latin]
Ritmenal
Saceril
Sanepil
Silantin
Sinergina
Sodanthon
Sodantoin
Sodanton
Sodium Diphenylhydantoinate
Solantin
Solantoin
Solantyl
Sylantoic;TOIN
Taco sal
Tacosal
Thilophenyl
Toin unicelles
Zentronal
Zentropil
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Structure
Formula
C15H12N2O2
Molecular Weight
252.273
Canonical SMILES
O=C1NC(=O)C(N1)(c1ccccc1)c1ccccc1
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InChI
InChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)
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InChIKey
CXOFVDLJLONNDW-UHFFFAOYSA-N
CAS
125-59-7
57-41-0
Physicochemical Property
logP
1.7696
Rotatable Bonds
2
Heavy Atom Count
19
Polar Areas
58.2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Complexity
19

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 1775
SID: 14847761
ChEMBL ID
CHEMBL16
DrugBank ID
DB00252
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 316.2 nM
   TI
   LI
   LO
   TS
Protein ID: PT03022, Sodium channel protein type 2 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 53370 nM
Protein ID: PT03043, Sodium channel protein type 4 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 24000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01105, Sodium channel protein type 5 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 49000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Phenytoin )
Drug Name Phenytoin
Company Mylan Laboratories
Indication
Epilepsy
Approved