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
FDBF00012 isobutane Responsive image C(C)(C)C 0.0611
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00046 aniline Responsive image Nc1ccccc1 0.0247
FDBF00576 N-(dihydroxy-λ3-sulfanyl)methanamine Responsive image CN[S](O)O 0.0038
FDBF01132 ethylcarbamic acid Responsive image O=C(O)NCC 0.0034
FDBF01296 2-methylpropan-1-amine Responsive image NCC(C)C 0.0017
FDBF01632 N-(dihydroxy-λ3-sulfanyl)-N,2-dimethyl-propan-1-amine Responsive image C(C(C)C)N(C)[S](O)O 0.0010
FDBF01633 (2S)-1-(methylamino)butan-2-ol Responsive image CNCC(O)CC 0.0007
30 , 4