BDBM50479982 Tipranavir U-140690 Aptivus US10806794, Compound Tipranavir CHEBI:63628
BDBM468566 US10806794, Compound mPEG7-amide-Tipranavir
BDBM468568 US10806794, Compound mPEG1-OCONH-Tipranavir
BDBM468569 US10806794, Compound mPEG3-OCONH-Tipranavir
BDBM468570 US10806794, Compound mPEG5-OCONH-Tipranavir
US10806794, Compound mPEG0-OCONH-Tipranavir BDBM468567
Tipranavir deriv. 28 BDBM1016 N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)propane-1-sulfonamide
BDBM544 N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)benzenesulfonamide Tipranavir analog 1 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM547 CHEMBL20846 Tipranavir analog 4 N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)quinoline-8-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM546 Tipranavir analog 3 4-fluoro-N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)benzene-1-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM545 Tipranavir analog 2 CHEMBL21281 4-cyano-N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)benzene-1-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
5-cyano-N-{3-[(1R)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}pyridine-2-sulfonamide Tipranavir analog 11 BDBM554 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM555 Tipranavir analog 12 5-cyano-N-{3-[(1S)-1-[(6S)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}pyridine-2-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM557 Tipranavir analog 14 N-{3-[(1R)-1-[(6S)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM560 N-{3-[(1S)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide Tipranavir analog 17 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide Tipranavir analog 5 BDBM548 CHEMBL21188 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
Tipranavir analog 10 5-cyano-N-{3-[(1R)-1-[(6S)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}pyridine-2-sulfonamide BDBM553 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
Tipranavir analog 13 BDBM556 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones 5-cyano-N-{3-[(1S)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}pyridine-2-sulfonamide
Tipranavir analog 16 BDBM559 N-{3-[(1S)-1-[(6S)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
BDBM558 N-{3-[(1R)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide Tipranavir U-140690 PNU-140690 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
N-{3-[(1R)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide Tipranavir analog 7 BDBM550 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
N-{3-[(1S)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide Tipranavir analog 9 Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones BDBM552
Tipranavir analog 6 BDBM549 N-{3-[(1R)-1-[(6S)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones
Tipranavir analog 8 N-{3-[(1S)-1-[(6S)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones BDBM551
BDBM1002 N-[3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6,6-dipropyl-2H-pyran-3-yl)propyl]phenyl]-1-methyl-1H-imidazolesulfonamide N-{3-[1-(4-hydroxy-2-oxo-6,6-dipropyl-5,6-dihydro-2H-pyran-3-yl)propyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 13
N-{3-[cyclopropyl(4-hydroxy-2-oxo-6,6-dipropyl-5,6-dihydro-2H-pyran-3-yl)methyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide BDBM1013 N-[3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6,6-dipropyl-2H-pyran-3-yl)cyclopropylmethyl]phenyl]-1-methyl-1H-imidazolesulfonamide Tipranavir deriv. 25
BDBM1003 N-{3-[1-(4-hydroxy-2-oxo-6,6-dipentyl-5,6-dihydro-2H-pyran-3-yl)propyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide N-[3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6,6-dipropyl-2H-pyran-3-yl)propyl]phenyl]-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 14
N-[3-[1-(5,6-Dihydro-4-hydroxy-6-oxospirop[2H-pyran-2,2 -tricyclo[3.3.1.1]decan]-5-yl)propyl]phenyl]-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 17 N-[3-(1-{4'-hydroxy-3',6'-dihydrospiro[adamantane-2,2'-pyran]-6'-one}propyl)phenyl]-1-methyl-1H-imidazole-4-sulfonamide BDBM1006
4-cyano-N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]-2,2-dimethylpropyl}phenyl)benzene-1-sulfonamide Tipranavir deriv. 34 N-(3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)-2,2-dimethylpropyl]phenyl)-4-cycanobenzenesulfonamide BDBM1019
BDBM1021 N-(3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)-2,2-dimethylpropyl]phenyl)-5-nitro-2-pyridinesulfonamide N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]-2,2-dimethylpropyl}phenyl)-5-nitropyridine-2-sulfonamide Tipranavir deriv. 36
N-[3-[1-(5,6-Dihydro-4-hydroxy-6,6-diisobutyl-2-oxo-2H-pyran-3-yl)propyl]phenyl]-1-methyl-1H-imidazole-4-sulfonamide N-(3-{1-[4-hydroxy-6,6-bis(2-methylpropyl)-2-oxo-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide BDBM1004 Tipranavir deriv. 15
N-[3-{1-(5,6-Dihydro-4-hydroxy-2-oxo--6,6-diphenethyl-2H-pyran-3-yl)propyl}phenyl]-1-methyl-1H-imidazole-4-sulfonamide N-(3-{1-[4-hydroxy-2-oxo-6,6-bis(2-phenylethyl)-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 20 BDBM1008
N-{3-[1-(4-hydroxy-2-oxo-6,6-dipropyl-5,6-dihydro-2H-pyran-3-yl)-2,2-dimethylpropyl]phenyl}-1-methyl-1H-imidazole-4-sulfonamide N-[3-{1-(5,6-Dihydro-4-hydroxy-2-oxo-6,6-dipropyl-2H-pyran-3-yl)-2,2-dimethylpropyl)phenyl]-1-methyl-1H-imidazole-4-sulfonamide BDBM1014 Tipranavir deriv. 26
BDBM1010 N-[3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)cyclopropylmethyl]phenyl]-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 22 N-(3-{cyclopropyl[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]methyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide
BDBM1012 N-(3-{[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]methyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide N-(3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)methyl]phenyl)-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 24
BDBM1020 N-(3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)-2,2-dimethylpropyl]phenyl)-5-cycano-2-pyridinesulfonamide 5-cyano-N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]-2,2-dimethylpropyl}phenyl)pyridine-2-sulfonamide Tipranavir deriv. 35
BDBM1022 N-(3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)-2,2-dimethylpropyl]phenyl)-5-trifluoromethyl-2-pyridinesulfonamide N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]-2,2-dimethylpropyl}phenyl)-5-(trifluoromethyl)pyridine-2-sulfonamide Tipranavir deriv. 37
BDBM1023 N-(3-[1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)-2,2-dimethylpropyl]phenyl)-5-amino-2-pyridinesulfonamide 5-amino-N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]-2,2-dimethylpropyl}phenyl)pyridine-2-sulfonamide Tipranavir deriv. 38
N-(3-{1-[6,6-bis(2-cyclopropylethyl)-4-hydroxy-2-oxo-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide BDBM1005 N-(3-[1-(6,6-Di-(2-cyclopropylethyl)-5,6-dihydro-4-hydroxy-2-oxo-2H--pyran-3-yl)propyl]phenyl)-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 16
CHEMBL21405 N-[3-{1(R,S)-(5,6-Dihydro-4-hydroxy-2-oxo-6(R,S)-phenethyl-6-propyl-2H-pyran-3-yl)propyl}phenyl]-5-cyanopyridine-2-sulfonamide 5-cyano-N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)pyridine-2-sulfonamide Tipranavir deriv. 33 BDBM1018
N-[3-{1-(5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)-2,2-dimethylpropyl)phenyl]-1-methyl-1H-imidazole-4-sulfonamide BDBM1011 N-(3-{1-[4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]-2,2-dimethylpropyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 23
N-[3-{1-(5,6-Dihydro-4-hydroxy-2-oxo--6-(2-(4-fluorophenyl)ethyl)-6-propyl-2H-pyran-3-yl)propyl}phenyl]-1-methyl-1H-imidazole-4-sulfonamide Tipranavir deriv. 19 N-[3-(1-{6-[2-(4-fluorophenyl)ethyl]-4-hydroxy-2-oxo-6-propyl-5,6-dihydro-2H-pyran-3-yl}propyl)phenyl]-1-methyl-1H-imidazole-4-sulfonamide BDBM1007
Tipranavir deriv. 21 BDBM1009 N-(3-{1-[4-hydroxy-6,6-bis({[2-(2-methoxyethoxy)ethoxy]methyl})-2-oxo-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide N-[3-{1-(5,6-Dihydro-4-hydroxy-2-oxo--6,6-bis((2-(2-methoxyethoxy)ethoxy)methyl)-2H-pyran-3-yl)propyl}phenyl]-1-methyl-1H-imidazole-4-sulfonamide
- Turner, SR; Strohbach, JW; Tommasi, RA; Aristoff, PA; Johnson, PD; Skulnick, HI; Dolak, LA; Seest, EP; Tomich, PK; Bohanon, MJ; Horng, MM; Lynn, JC; Chong, KT; Hinshaw, RR; Watenpaugh, KD; Janakiraman, MN; Thaisrivongs, S Tipranavir (PNU-140690): a potent, orally bioavailable nonpeptidic HIV protease inhibitor of the 5,6-dihydro-4-hydroxy-2-pyrone sulfonamide class. J Med Chem 41: 3467-76 (1998)