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CHEBI:31781 - lopinavir

ChEBI IDCHEBI:31781
ChEBI Namelopinavir
Stars
DefinitionA dicarboxylic acid diamide that is amphetamine is substituted on nitrogen by a (2,6-dimethylphenoxy)acetyl group and on the carbon α- to nitrogen by a (1S,3S)-1-hydroxy-3-{[(2S)-3-methyl-2-(2-oxotetrahydropyrimidin-1-yl)butanoyl]amino}-4-phenylbutyl group. An antiretroviral of the protease inhibitor class, it is used against HIV infections as a fixed-dose combination with another protease inhibitor, ritonavir.
Last Modified23 April 2020
DownloadsMolfile
FormulaC37H48N4O5
Net Charge0
Average Mass628.814
Monoisotopic Mass628.36247
SMILESCc1cccc(C)c1OCC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[C@H](Cc1ccccc1)NC(=O)[C@H](C(C)C)N1CCCNC1=O
InChIInChI=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
InChIKeyKJHKTHWMRKYKJE-SUGCFTRWSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
HIV protease inhibitor  An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
lopinavir (CHEBI:31781) has role anticoronaviral agent (CHEBI:149553)
lopinavir (CHEBI:31781) has role antiviral drug (CHEBI:36044)
lopinavir (CHEBI:31781) has role HIV protease inhibitor (CHEBI:35660)
lopinavir (CHEBI:31781) is a amphetamines (CHEBI:35338)
lopinavir (CHEBI:31781) is a dicarboxylic acid diamide (CHEBI:35779)
Incoming Relation(s)
Kaletra (CHEBI:145924) has part lopinavir (CHEBI:31781)
IUPAC Name 
(2S)-N-[(2S,4S,5S)-5-{[(2,6-dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamide
Synonym  Source
LopinavirKEGG COMPOUND
Manual XrefsDatabases
C12871KEGG COMPOUND
AB1PDBeChem
D01425KEGG DRUG
DB01601DrugBank
HMDB0015539HMDB
LSM-6027LINCS
1601DrugCentral
Registry NumbersSources
Reaxys:9309881Reaxys
CAS:192725-17-0KEGG COMPOUND
CAS:192725-17-0ChemIDplus
Citations