phenytoin   Click here for help

GtoPdb Ligand ID: 2624

Synonyms: Dilantin® | Epanutin® | Phenytex® | phenytoin sodium
Approved drug
phenytoin is an approved drug (FDA (1953))
Compound class: Synthetic organic
Comment: Phenytoin is an anti-seizure drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 58.2
Molecular weight 252.09
XLogP 2.65
No. Lipinski's rules broken 0
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Canonical SMILES O=C1NC(=O)NC1(c1ccccc1)c1ccccc1
Isomeric SMILES O=C1NC(=O)NC1(c1ccccc1)c1ccccc1
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)
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Nav1.2 Primary target of this compound Hs Channel blocker Pore blocker 4.9 pIC50 - 2
pIC50 4.9 [2]
Voltage: -62.0 mV
Nav1.2 Rn Channel blocker Pore blocker 4.7 pIC50 - 1
pIC50 4.7 [1]
Voltage: -120.0 mV