IUPAC name
propan-2-yl (2S)-2-{[(S)-{[(3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate
SMILES
CC(C)OC(=O)[C@H](C)N[P@](=O)(OCC1O[C@@H](N2C=CC(=O)NC2=O)[C@](C)(F)[C@@H]1O)OC1=CC=CC=C1
Compound class
Antiviral Agents; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use;
Therapeutic area
Sofosbuvir is used in combination therapy to treat chronic hepatitis C virus (HCV) infected patients with HCV genoptype 1,2,3, or 4, and to treat HCV and HIV co-infected patients. The combination therapy includes either ribavirin alone or ribavirin and peg-interferon alfa.
Common name
Sofosbuvir
IUPAC name
propan-2-yl (2S)-2-{[(S)-{[(3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate
SMILES
CC(C)OC(=O)[C@H](C)N[P@](=O)(OCC1O[C@@H](N2C=CC(=O)NC2=O)[C@](C)(F)[C@@H]1O)OC1=CC=CC=C1
INCHI
InChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16?,18+,20+,22+,36-/m0/s1
FORMULA
C22H29FN3O9P
Common name
Sofosbuvir
IUPAC name
propan-2-yl (2S)-2-{[(S)-{[(3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate
Molecular weight
529.453
clogP
0.613
clogS
-3.028
HBond Acceptor
9
HBond Donor
3
Total Polar Surface Area
158.18
Number of Rings
3
Rotatable Bond
11
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00040 | ethanamine |
|
CCN | 0.0677 |
| FDBF00621 | isopropyl propanoate |
|
C(C)C(=O)OC(C)C | 0.0017 |
| FDBF00628 | isopropyl formate |
|
O(C=O)C(C)C | 0.0048 |
| FDBF00950 | 5H-pyrimidine-2,4-dione |
|
O=C1N=CCC(=O)N1 | 0.0017 |
| FDBF03827 | (2R,3R,4S)-4-fluoro-2,4-dimethyl-tetrahydrofuran-3-ol |
|
CC1C(C(CO1)(F)C)O | 0.0003 |
| FDBF03828 | isopropyl (2S)-2-aminopropanoate |
|
C(C)(N)C(=O)OC(C)C | 0.0007 |
| FDBF03829 | methyl phenyl hydrogen phosphite |
|
c1(ccccc1)OP(OC)O | 0.0003 |
| FDBF03830 | N-ethyl-methoxy-phosphonamidic acid |
|
C(C)NP(=O)(OC)O | 0.0003 |
| FDBF03831 | (3R,4S)-4-fluoro-4-methyl-tetrahydrofuran-3-ol |
|
FC1(C(COC1)O)C | 0.0003 |
