Responsive image

Common name


Ribavirin

IUPAC name


1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide

SMILES


NC(=O)C1=NN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Compound class


Antiviral Agents; Antimetabolites; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors;

Therapeutic area


For the treatment of chronic hepatitis C and for respiratory syncytial virus (RSV).

Common name


Ribavirin

IUPAC name


1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide

SMILES


NC(=O)C1=NN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

INCHI


InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1

FORMULA


C8H12N4O5

Responsive image

Common name


Ribavirin

IUPAC name


1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide

Molecular weight


244.205

clogP


-2.899

clogS


1.910

HBond Acceptor


7

HBond Donor


5

Total Polar
Surface Area


143.72

Number of Rings


2

Rotatable Bond


3

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00059 (3S,4R)-tetrahydrofuran-3,4-diol Responsive image O1CC(C(C1)O)O 0.0048
FDBF00270 1H-1,2,4-triazole Responsive image [nH]1ncnc1 0.0045
3 , 1