Responsive image

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

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

Responsive image

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
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00018 propan-1-ol Responsive image C(O)CC 0.0330
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00042 propan-2-ol Responsive image CC(O)C 0.0278
FDBF00141 ethylbenzene Responsive image c1(ccccc1)CC 0.0371
FDBF00287 2-(methylamino)ethanol Responsive image C(CO)NC 0.0089
FDBF01127 methylcarbamic acid Responsive image O=C(O)NC 0.0199
FDBF01148 (2R)-4-phenylbutan-2-ol Responsive image c1(ccccc1)CCC(C)O 0.0021
FDBF01627 N-(dihydroxy-λ3-sulfanyl)-N-methyl-methanamine Responsive image [S](O)(O)N(C)C 0.0041
FDBF01628 N-(dihydroxy-λ3-sulfanyl)-2-methyl-propan-1-amine Responsive image [S](O)(O)NCC(C)C 0.0010
32 , 4