Darunavir dihydrateProduct ingredient for Darunavir
- Name
- Darunavir dihydrate
- Drug Entry
- Darunavir
Darunavir is a protease inhibitor used with other HIV protease inhibitor drugs as well as ritonavir for the effective management of HIV-1 infection.17 As a second-generation protease inhibitor, darunavir is designed to combat resistance to standard HIV therapy.2,5 It was initially approved by the FDA in 2006.17
Darunavir is being studied as a possible treatment for SARS-CoV-2, the coronavirus responsible for COVID-19, due to in vitro evidence supporting its ability to combat this infection.14 Clinical trials are underway and are expected to conclude in August 2020.19
- Accession Number
- DBSALT003480
- Structure
Structure for Darunavir dihydrate (DBSALT003480)
- Synonyms
- CARBAMIC ACID, N-((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)-2-HYDROXY-1-(PHENYLMETHYL)PROPYL)-, (3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ESTER, HYDRATE (1:2) / DARUNAVIR HYDRATE / TMC-114 HYDRATE / TMC114 HYDRATE
- UNII
- KPC4NRB25L
- CAS Number
- 2281870-65-1
- Weight
- Average: 583.7
Monoisotopic: 583.256351086 - Chemical Formula
- C27H41N3O9S
- InChI Key
- QBRFTVBGMDIHGZ-OCMLJPQKSA-N
- InChI
- InChI=1S/C27H37N3O7S.2H2O/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26;;/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32);2*1H2/t22-,23-,24+,25-,26+;;/m0../s1
- IUPAC Name
- (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)-4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate dihydrate
- SMILES
- O.O.[H][C@@]12CCO[C@]1([H])OC[C@@H]2OC(=O)N[C@@H](CC1=CC=CC=C1)[C@H](O)CN(CC(C)C)S(=O)(=O)C1=CC=C(N)C=C1
- External Links
- Not Available
- Predicted Properties
Property Value Source logP 2.82 Chemaxon pKa (Strongest Acidic) 13.59 Chemaxon pKa (Strongest Basic) 2.39 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 140.42 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 142.34 m3·mol-1 Chemaxon Polarizability 57.18 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon