
IUPAC name
(3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate
SMILES
CC(C)CN(C[C@@H](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; Antibiotics, Antitubercular; Protease Inhibitors; HIV Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; Cytochrome P-450 CYP2B6 Inducers; Cytochrome P-450 CYP2B6 Inhibitors; CYP2B6 Inhibitors (strong); CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;
Therapeutic area
For the treatment of HIV-1 infection in combination with other antiretroviral agents.
Common name
Amprenavir
IUPAC name
(3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate
SMILES
CC(C)CN(C[C@@H](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/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1
FORMULA
C25H35N3O6S

Common name
Amprenavir
IUPAC name
(3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate
Molecular weight
505.627
clogP
1.782
clogS
-4.189
HBond Acceptor
6
HBond Donor
4
Total Polar Surface Area
131.19
Number of Rings
3
Rotatable Bond
12
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00007 | propane |
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C(C)C | 0.2412 |
FDBF00283 | BLAH |
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S(=O)O | 0.0244 |
FDBF00406 | (2R)-butan-2-ol |
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CCC(C)O | 0.0055 |
FDBF00774 | tetrahydrofuran |
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O1CCCC1 | 0.0069 |
FDBF01137 | 3-phenylpropan-1-ol |
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c1(ccccc1)CCCO | 0.0027 |
FDBF01138 | phenethylcarbamic acid |
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O=C(O)NCCc1ccccc1 | 0.0017 |
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 |
FDBF01630 | (2S)-1-(methylamino)propan-2-ol |
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CNCC(O)C | 0.0017 |