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
FDBF00014 pyridine Responsive image c1cccnc1 0.0333
FDBF00141 ethylbenzene Responsive image c1(ccccc1)CC 0.0371
FDBF00373 3-methylaniline Responsive image c1(cc(ccc1)C)N 0.0010
FDBF02065 3-(trifluoromethyl)pyridine Responsive image n1cccc(c1)C(F)(F)F 0.0017
FDBF02069 (3R)-3-methyltetrahydropyran-2,4-dione Responsive image CC1C(=O)CCOC1=O 0.0003
FDBF02071 2-(dihydroxy-λ3-sulfanyl)-5-(trifluoromethyl)pyridine Responsive image n1c(ccc(c1)C(F)(F)F)[S](O)O 0.0003
FDBF02081 (6R)-6-ethyl-6-methyl-tetrahydropyran-2,4-dione Responsive image C(C)C1(OC(=O)CC(=O)C1)C 0.0003
FDBF02092 (3R,6R)-6-ethyl-3,6-dimethyl-tetrahydropyran-2,4-dione Responsive image C(C)C1(OC(=O)C(C(=O)C1)C)C 0.0003
FDBF02097 (3R,6S)-6-ethyl-3-methyl-6-propyl-tetrahydropyran-2,4-dione Responsive image C(C)C1(OC(=O)C(C(=O)C1)C)CCC 0.0003
FDBF02099 tetrahydropyran-2,4-dione Responsive image O1CCC(=O)CC1=O 0.0003
45 , 5