Molnupiravir
Antiviral drug used for the treatment of COVID-19 caused by SARS-CoV-2. Molnupiravir is a prodrug of N⁴-hydroxycytidine that is intracellularly converted to an active ribonucleoside triphosphate and incorporated into viral RNA, causing accumulation of mutations and inhibition of viral replication
CAS Number: 2349386-89-4
Molecular Mass: 329.31 g/mol
Formula: C13H19N3O7
Smiles: CC(C)C(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=NC2=O)NO)O)O
Synonymes:
Molnupiravir, Uridine, 4-oxime, 5'-(2-methylpropanoate), EIDD 2801, YA84KI1VEW, Eidd 1931-isopropyl ester, EIDD-1931 ISOPROPYL ESTER, N4-Hydroxycytidine, 5'-isopropyl ester, EIDD2801, CHEBI:180653, DTXSID501028058, MK4482, RefChem:53379, DTXCID401767659, MK 4482, ((2R,3S,4R,5R)-3,4-dihydroxy-5-((4Z)-4-(hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)oxolan-2-yl)methyl 2-methylpropanoate, 2349386-89-4, ((2R,3S,4R,5R)-3,4-Dihydroxy-5-(4-(hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl isobutyrate, [(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-(hydroxyamino)-2-oxopyrimidin-1-yl]oxolan-2-yl]methyl 2-methylpropanoate, ((2R,3S,4R,5R)-3,4-Dihydroxy-5-((Z)-4-(hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl isobutyrate, ((2R,3S,4R,5R)-3,4-Dihydroxy-5-((4Z)-4-(hydroxyimino)-2-oxo-3,4- dihydropyrimidin-1(2H)-yl)oxolan-2-yl)methyl 2-methylpropanoate, ((2R,3S,4R,5R)-3,4-dihydroxy-5-((E)-4-(hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl isobutyrate, ((2R,3S,4R,5R)-3,4-Dihydroxy-5-(4-(hydroxyamino)-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl isobutyrate,
Bioactivity: Antiviral nucleoside analogue; viral RNA-dependent RNA polymerase substrate; induces lethal mutagenesis
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| Acetonitrile | 298.0 | Form I | 8.6? | - |
| Cyclohexane | 298.0 | Form I | 0.00014? | - |
Thermodynamic parameters of solution
| Solvent | Temperature [K] | Crystal form | ΔHsol [kJ/mol] | ΔSsol [J/mol/K] | ΔGsol [kJ/mol] | Reference |
|---|---|---|---|---|---|---|
| Acetonitrile | 298.0 | Form I | - | - | 9.02 | - |
| Cyclohexane | 298.0 | Form I | - | - | 36.4 | - |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 1431.5042 |
| PMI2 | 4117.6681 |
| PMI3 | 4882.6366 |
| NPR1 | 0.2932 |
| NPR2 | 0.8433 |
| RadiusOfGyration | 3.9798 |
| InertialShapeFactor | 0.0006 |
| Eccentricity | 0.9561 |
| Asphericity | 0.3623 |
| SpherocityIndex | 0.2341 |
| PBF | 1.0335 |