Darunavir
[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
Molecular Identity
Darunavir
[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
PubChem CID: 213039
Darunavir is an N,N-disubstituted benzenesulfonamide bearing an unsubstituted amino group at the 4-position, used for the treatment of HIV infection. A second-generation HIV protease inhibitor, darunavir was designed to form robust interactions with the protease enzyme from many strains of HIV, including those from treatment-experienced patients with multiple resistance mutations to other protease inhibitors. It has a role as a HIV protease inhibitor and an antiviral drug. It is a carbamate ester, a sulfonamide and a furofuran.
2D Structure
Properties
C27H37N3O7S
Molecular Formula
547.70
Molecular Weight
g/mol
547.2352
Exact Mass
Da
2.9
XLogP
Drug-like (Lipinski: < 5)
149
TPSA
May have limited oral absorption
3
H-Bond Donors
9
H-Bond Acceptors
853
Complexity
SMILES
Canonical SMILES
SMILES: CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)C4=CC=C(C=C4)NIsomeric SMILES
SMILES: CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)C4=CC=C(C=C4)NSynonyms(20)
Darunavir206361-99-1TMC114TMC-114UIC-94017DarunavirumTMC 114(-)-DARUNAVIRDTXSID0046779UIC 94017CHEBI:367163TMC-41629YO603Y8113N-((1S,2R)-3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-benzylpropyl)((1S,2R,5R)-4,6-dioxabicyclo(3.3.0)oct-2-yloxy)carboxamideDTXCID8026779
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Darunavir
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