Responsive image

Common name


Lopinavir

IUPAC name


(2S)-N-[(2S,4S,5S)-5-[2-(2,6-dimethylphenoxy)acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide

SMILES


CC(C)[C@H](N1CCCNC1=O)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)COC1=C(C)C=CC=C1C)CC1=CC=CC=C1

Compound class


Anti-HIV Agents; HIV Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP3A Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 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


Indicated in combination with other antiretroviral agents for the treatment of HIV-infection.

Common name


Lopinavir

IUPAC name


(2S)-N-[(2S,4S,5S)-5-[2-(2,6-dimethylphenoxy)acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide

SMILES


CC(C)[C@H](N1CCCNC1=O)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)COC1=C(C)C=CC=C1C)CC1=CC=CC=C1

INCHI


InChI=1S/C37H48N4O5/c1-25(2)34(41-20-12-19-38-37(41)45)36(44)39-30(21-28-15-7-5-8-16-28)23-32(42)31(22-29-17-9-6-10-18-29)40-33(43)24-46-35-26(3)13-11-14-27(35)4/h5-11,13-18,25,30-32,34,42H,12,19-24H2,1-4H3,(H,38,45)(H,39,44)(H,40,43)/t30-,31-,32-,34-/m0/s1

FORMULA


C37H48N4O5

Responsive image

Common name


Lopinavir

IUPAC name


(2S)-N-[(2S,4S,5S)-5-[2-(2,6-dimethylphenoxy)acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide

Molecular weight


628.801

clogP


6.016

clogS


-8.085

HBond Acceptor


5

HBond Donor


4

Total Polar
Surface Area


120

Number of Rings


4

Rotatable Bond


15

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00012 isobutane Responsive image C(C)(C)C 0.0611
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF01129 3-methylbutanamide Responsive image O=C(N)CC(C)C 0.0014
FDBF01157 (3S)-hexan-3-ol Responsive image C(C)C(CCC)O 0.0007
FDBF02857 N-[(1S)-1-methyl-2-phenyl-ethyl]formamide Responsive image C(C(C)NC=O)c1ccccc1 0.0014
FDBF03089 2-(2,6-dimethylphenoxy)acetamide Responsive image C(Oc1c(cccc1C)C)C(=O)N 0.0003
FDBF03092 N-ethyl-2-hydroxy-acetamide Responsive image C(C(=O)NCC)O 0.0007
FDBF03101 N-[(1R,3S)-3-hydroxy-1-methyl-butyl]acetamide Responsive image CC(=O)NC(CC(O)C)C 0.0003
FDBF03102 N-[(1S,2R)-2-hydroxy-1-methyl-butyl]acetamide Responsive image CC(=O)NC(C(CC)O)C 0.0003
60 , 7