
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
SMILES
[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
Compound class
Protease Inhibitors; HIV Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; CYP3A4 Inhibitors;
Therapeutic area
Darunavir, co-administered with ritonavir, and with other antiretroviral agents, is indicated for the treatment of human immunodeficiency virus (HIV) infection in antiretroviral treatment-experienced adult patients, such as those with HIV-1 strains resistant to more than one protease inhibitor.
Common name
Darunavir
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
SMILES
[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
INCHI
InChI=1S/C27H37N3O7S/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)/t22-,23-,24+,25-,26+/m0/s1
FORMULA
C27H37N3O7S

Common name
Darunavir
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
Molecular weight
547.664
clogP
1.463
clogS
-3.970
HBond Acceptor
7
HBond Donor
4
Total Polar Surface Area
140.42
Number of Rings
4
Rotatable Bond
12
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00012 | isobutane |
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C(C)(C)C | 0.0611 |
FDBF00041 | ethanol |
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CCO | 0.1474 |
FDBF00046 | aniline |
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Nc1ccccc1 | 0.0247 |
FDBF00576 | N-(dihydroxy-λ3-sulfanyl)methanamine |
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CN[S](O)O | 0.0038 |
FDBF01132 | ethylcarbamic acid |
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O=C(O)NCC | 0.0034 |
FDBF01296 | 2-methylpropan-1-amine |
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NCC(C)C | 0.0017 |
FDBF01632 | N-(dihydroxy-λ3-sulfanyl)-N,2-dimethyl-propan-1-amine |
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C(C(C)C)N(C)[S](O)O | 0.0010 |
FDBF01633 | (2S)-1-(methylamino)butan-2-ol |
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CNCC(O)CC | 0.0007 |