Responsive image

Common name


Idoxuridine

IUPAC name


1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

SMILES


OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O

Compound class


Antiviral Agents; Nucleic Acid Synthesis Inhibitors; Ophthalmologicals; Sensory Organs; Antiinfectives for Systemic Use; Dermatologicals; Direct Acting Antivirals; Antivirals for Systemic Use; Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors; Antiinfectives;

Therapeutic area


For use in keratoconjunctivitis and keratitis caused by herpes simplex virus.

Common name


Idoxuridine

IUPAC name


1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

SMILES


OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O

INCHI


InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

FORMULA


C9H11IN2O5

Responsive image

Common name


Idoxuridine

IUPAC name


1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

Molecular weight


354.099

clogP


0.472

clogS


-0.811

HBond Acceptor


5

HBond Donor


3

Total Polar
Surface Area


104.55

Number of Rings


2

Rotatable Bond


2

Drug ID Common name Structure CAS SMILE Frequency
FDBF00493 (2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol Responsive image C(O)C1OCCC1O 0.0021
FDBF00494 (3S)-tetrahydrofuran-3-ol Responsive image O1CCC(C1)O 0.0031
2 , 1