
IUPAC name
{[(2R,3S)-1-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-3-({[(3S)-oxolan-3-yloxy]carbonyl}amino)-4-phenylbutan-2-yl]oxy}phosphonic acid
SMILES
CC(C)CN(C[C@@H](OP(O)(O)=O)[C@H](CC1=CC=CC=C1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)C1=CC=C(N)C=C1
Compound class
Anti-HIV Agents; Protease Inhibitors; HIV Protease Inhibitors; Prodrugs; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; CYP3A4 Inhibitors;
Therapeutic area
Indicated in combination with other antiretroviral agents for the treatment of human immunodeficiency virus (HIV-1) infection, as well as postexposure prophylaxis of HIV infection in individuals who have had occupational or nonoccupational exposure to potentially infectious body fluids of a person known to be infected with HIV when that exposure represents a substantial risk for HIV transmission. The use of fosamprenavir is pending revision due to a potential association between the drug and myocardial infarction and dyslipidemia in HIV infected adults.
Common name
Fosamprenavir
IUPAC name
{[(2R,3S)-1-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-3-({[(3S)-oxolan-3-yloxy]carbonyl}amino)-4-phenylbutan-2-yl]oxy}phosphonic acid
SMILES
CC(C)CN(C[C@@H](OP(O)(O)=O)[C@H](CC1=CC=CC=C1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)C1=CC=C(N)C=C1
INCHI
InChI=1S/C25H36N3O9PS/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32)/t21-,23-,24+/m0/s1
FORMULA
C25H36N3O9PS

Common name
Fosamprenavir
IUPAC name
{[(2R,3S)-1-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-3-({[(3S)-oxolan-3-yloxy]carbonyl}amino)-4-phenylbutan-2-yl]oxy}phosphonic acid
Molecular weight
585.607
clogP
0.629
clogS
-3.274
HBond Acceptor
9
HBond Donor
5
Total Polar Surface Area
177.72
Number of Rings
3
Rotatable Bond
14
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00007 | propane |
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C(C)C | 0.2412 |
FDBF00025 | propan-1-amine |
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CCCN | 0.0292 |
FDBF00046 | aniline |
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Nc1ccccc1 | 0.0247 |
FDBF00193 | propylbenzene |
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C(c1ccccc1)CC | 0.0186 |
FDBF00283 | BLAH |
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S(=O)O | 0.0244 |
FDBF00774 | tetrahydrofuran |
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O1CCCC1 | 0.0069 |
FDBF01195 | N,2-dimethylpropan-1-amine |
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C(C(C)C)NC | 0.0017 |
FDBF01626 | [(3S)-tetrahydrofuran-3-yl] N-methylcarbamate |
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CNC(=O)OC1COCC1 | 0.0007 |
FDBF01629 | [(3S)-tetrahydrofuran-3-yl] N-ethylcarbamate |
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C(C)NC(=O)OC1COCC1 | 0.0007 |
FDBF02302 | N-(dihydroxy-λ3-sulfanyl)-N-methyl-propan-1-amine |
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C(N(C)[S](O)O)CC | 0.0007 |