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
FDBF00018 propan-1-ol Responsive image C(O)CC 0.0330
FDBF00042 propan-2-ol Responsive image CC(O)C 0.0278
FDBF00154 (2S)-butan-2-ol Responsive image CC(O)CC 0.0034
FDBF00412 N-[(1S,2R)-2-hydroxy-1-methyl-propyl]formamide Responsive image O=CNC(C(C)O)C 0.0007
FDBF00831 2,6-dimethylphenol Responsive image c1(c(cccc1C)C)O 0.0010
FDBF01144 N-[(3S)-3-hydroxybutyl]formamide Responsive image CC(CCNC=O)O 0.0007
FDBF01147 N-phenethylacetamide Responsive image C(CNC(=O)C)c1ccccc1 0.0024
FDBF01148 (2R)-4-phenylbutan-2-ol Responsive image c1(ccccc1)CCC(C)O 0.0021
FDBF03091 N-[(2R)-2-hydroxybutyl]formamide Responsive image C(C)C(O)CNC=O 0.0003
FDBF03094 2-(2,6-dimethylphenoxy)-N-methyl-acetamide Responsive image C(Oc1c(cccc1C)C)C(=O)NC 0.0003
60 , 7