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)
1. Ragsdale DS, McPhee JC, Scheuer T, Catterall WA. (1996)
Common molecular determinants of local anesthetic, antiarrhythmic, and anticonvulsant block of voltage-gated Na+ channels.
Proc Natl Acad Sci USA, 93 (17): 9270-5. [PMID:8799190]
2. Ragsdale DS, Scheuer T, Catterall WA. (1991)
Frequency and voltage-dependent inhibition of type IIA Na+ channels, expressed in a mammalian cell line, by local anesthetic, antiarrhythmic, and anticonvulsant drugs.
Mol Pharmacol, 40 (5): 756-65. [PMID:1658608]