Responsive image

Common name


Phenytoin

IUPAC name


5,5-diphenylimidazolidine-2,4-dione

SMILES


O=C1NC(=O)C(N1)(C1=CC=CC=C1)C1=CC=CC=C1

Compound class


Anticonvulsants; Voltage-Gated Sodium Channel Blockers; Nervous System; Antiepileptics; Hydantoin Derivatives; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; Cytochrome P-450 CYP2B6 Inducers; Cytochrome P-450 CYP2B6 Inhibitors; CYP2B6 Inhibitors (strong); CYP3A4 Inhibitors;

Therapeutic area


For the control of generalized tonic-clonic (grand mal) and complex partial (psychomotor, temporal lobe) seizures and prevention and treatment of seizures occurring during or following neurosurgery.

Common name


Phenytoin

IUPAC name


5,5-diphenylimidazolidine-2,4-dione

SMILES


O=C1NC(=O)C(N1)(C1=CC=CC=C1)C1=CC=CC=C1

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)

FORMULA


C15H12N2O2

Responsive image

Common name


Phenytoin

IUPAC name


5,5-diphenylimidazolidine-2,4-dione

Molecular weight


252.268

clogP


2.418

clogS


-4.105

HBond Acceptor


2

HBond Donor


2

Total Polar
Surface Area


58.2

Number of Rings


3

Rotatable Bond


2

Drug ID Common name Structure CAS SMILE Frequency
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00535 (5R)-5-phenylimidazolidine-2,4-dione Responsive image c1(ccccc1)C2C(=O)NC(=O)N2 0.0010
FDBF00536 (5S)-5-phenylimidazolidine-2,4-dione Responsive image c1(ccccc1)C2C(=O)NC(=O)N2 0.0007
FDBF00537 imidazole-2,4-dione Responsive image O=C1NC(=O)N=C1 0.0021
4 , 1