LOPINAVIR

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
UNII 2494G1JF75
EPA CompTox DTXSID8046456

Structure

InChI Key KJHKTHWMRKYKJE-SUGCFTRWSA-N
Smiles Cc1cccc(C)c1OCC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[C@H](Cc1ccccc1)NC(=O)[C@H](C(C)C)N1CCCNC1=O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C37H48N4O5
Molecular Weight 628.81
AlogP 4.33
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 15.0
Polar Surface Area 120.0
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 46.0

Pharmacology

Mechanism of Action Action Reference
Human immunodeficiency virus type 1 protease inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - 410 -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- 25 0.1 0.0013-6.1 93-93
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- 2.5-25 0.0013-1.1 0.005-1.4 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 84.6-86.4
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 50
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
100-104 35 - 410 50-86.4
Human immunodeficiency virus
32-385 - - - -
Human immunodeficiency virus 1
1-807 1-400 0.0013-1.1 0.004-130 93-93
Human immunodeficiency virus 2
2.6-515 4-524 - - -
Human immunodeficiency virus type 1 (BRU ISOLATE)
- 30 - - -
Human immunodeficiency virus type 2 (ISOLATE ROD)
28 20 - - -

Environmental Exposure

Environmental Exposure Map
Countries
Croatia
Czech Republic
Romania
Serbia
South Africa

Cross References

Resources Reference
ChEBI 31781
ChEMBL CHEMBL729
DrugBank DB01601
DrugCentral 1601
FDA SRS 2494G1JF75
Human Metabolome Database HMDB0015539
KEGG C12871
PDB AB1
PharmGKB PA450264
PubChem 92727
SureChEMBL SCHEMBL21775
ZINC ZINC000003951740
CONTENTS