Responsive image

Common name


Tipranavir

IUPAC name


N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide

SMILES


CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1

Compound class


Anti-HIV Agents; Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; Cytochrome P-450 CYP2C19 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors;

Therapeutic area


For combination antiretroviral treatment of HIV-1 infected adult patients with evidence of viral replication, who are highly treatment-experienced or have HIV-1 strains resistant to multiple protease inhibitors.

Common name


Tipranavir

IUPAC name


N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide

SMILES


CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1

INCHI


InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36,38H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1

FORMULA


C31H33F3N2O5S

Responsive image

Common name


Tipranavir

IUPAC name


N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide

Molecular weight


602.664

clogP


6.555

clogS


-9.048

HBond Acceptor


6

HBond Donor


2

Total Polar
Surface Area


105.59

Number of Rings


4

Rotatable Bond


12

Drug ID Common name Structure CAS SMILE Frequency
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00193 propylbenzene Responsive image C(c1ccccc1)CC 0.0186
FDBF02066 2-(dihydroxy-λ3-sulfanyl)pyridine Responsive image n1c(cccc1)[S](O)O 0.0003
FDBF02070 N-(dihydroxy-λ3-sulfanyl)aniline Responsive image N([S](O)O)c1ccccc1 0.0014
FDBF02082 (6S)-6-methyl-6-propyl-tetrahydropyran-2,4-dione Responsive image CC1(OC(=O)CC(=O)C1)CCC 0.0003
FDBF02086 (3R,6R)-3-benzyl-6-methyl-tetrahydropyran-2,4-dione Responsive image CC1OC(=O)C(C(=O)C1)Cc2ccccc2 0.0003
FDBF02088 (3R,6S)-6-methyl-3-propyl-tetrahydropyran-2,4-dione Responsive image CC1OC(=O)C(C(=O)C1)CCC 0.0003
FDBF02094 (3R)-6,6-dimethyl-3-propyl-tetrahydropyran-2,4-dione Responsive image CC1(OC(=O)C(C(=O)C1)CCC)C 0.0003
FDBF02098 (3R,6R)-6-ethyl-6-methyl-3-propyl-tetrahydropyran-2,4-dione Responsive image C(C)C1(OC(=O)C(C(=O)C1)CCC)C 0.0003
45 , 5