Responsive image

Common name


Darunavir

IUPAC name


(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate

SMILES


[H][C@@]12CCO[C@]1([H])OC[C@@H]2OC(=O)N[C@@H](CC1=CC=CC=C1)[C@H](O)CN(CC(C)C)S(=O)(=O)C1=CC=C(N)C=C1

Compound class


Protease Inhibitors; HIV Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; CYP3A4 Inhibitors;

Therapeutic area


Darunavir, co-administered with ritonavir, and with other antiretroviral agents, is indicated for the treatment of human immunodeficiency virus (HIV) infection in antiretroviral treatment-experienced adult patients, such as those with HIV-1 strains resistant to more than one protease inhibitor.

Common name


Darunavir

IUPAC name


(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate

SMILES


[H][C@@]12CCO[C@]1([H])OC[C@@H]2OC(=O)N[C@@H](CC1=CC=CC=C1)[C@H](O)CN(CC(C)C)S(=O)(=O)C1=CC=C(N)C=C1

INCHI


InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32)/t22-,23-,24+,25-,26+/m0/s1

FORMULA


C27H37N3O7S

Responsive image

Common name


Darunavir

IUPAC name


(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate

Molecular weight


547.664

clogP


1.463

clogS


-3.970

HBond Acceptor


7

HBond Donor


4

Total Polar
Surface Area


140.42

Number of Rings


4

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
FDBF00066 N-methylmethanamine Responsive image N(C)C 0.0914
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
30 , 4