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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:lopinavir
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Accession:CHEBI:31781 term browser browse the term
Definition:A dicarboxylic acid diamide that is amphetamine is substituted on nitrogen by a (2,6-dimethylphenoxy)acetyl group and on the carbon alpha- 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.
Synonyms:exact_synonym: (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
 related_synonym: Formula=C37H48N4O5;   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;   InChIKey=KJHKTHWMRKYKJE-SUGCFTRWSA-N;   SMILES=CC(C)[C@H](N1CCCNC1=O)C(=O)N[C@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)COc1c(C)cccc1C)Cc1ccccc1
 xref: CAS:192725-17-0;   DrugBank:DB01601;   Drug_Central:1601;   HMDB:HMDB0015539;   KEGG:C12871;   KEGG:D01425;   LINCS:LSM-6027
 xref_mesh: MESH:D061466
 xref: PDBeChem:AB1;   PMID:24014186;   PMID:24518130;   PMID:24566184;   PMID:24805184;   PMID:24906762;   PMID:24958908;   PMID:25120613;   Reaxys:9309881


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lopinavir term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 multiple interactions
decreases activity		 ISO Lopinavir inhibits the reaction [ABCB11 protein results in increased transport of Taurocholic Acid]
Lopinavir results in decreased activity of ABCB11 protein		 CTD PMID:20829430 PMID:23956101 PMID:24014644 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 increases abundance
increases secretion		 ISO ABCC2 protein alternative form results in increased abundance of Lopinavir
ABCC2 protein results in increased secretion of Lopinavir		 CTD PMID:22027652 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions
decreases expression		 ISO diphenyleneiodonium inhibits the reaction [Lopinavir results in decreased expression of ADIPOQ protein] CTD PMID:17668557 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564 		JBrowse link
G Cat catalase multiple interactions ISO CAT protein inhibits the reaction [Lopinavir results in decreased activity of CYP3A4 protein] CTD PMID:15523003 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions
increases expression		 ISO diphenyleneiodonium inhibits the reaction [Lopinavir results in increased expression of CCL2 protein] CTD PMID:17668557 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccl3 C-C motif chemokine ligand 3 increases expression ISO Lopinavir results in increased expression of CCL3 protein CTD PMID:17668557 NCBI chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity
multiple interactions		 ISO Lopinavir results in decreased activity of CYP3A4 protein
CAT protein inhibits the reaction [Lopinavir results in decreased activity of CYP3A4 protein]		 CTD PMID:15523003 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions
increases expression		 ISO Lopinavir promotes the reaction [HMOX1 protein results in increased chemical synthesis of Bilirubin]; Ritonavir promotes the reaction [Lopinavir results in increased expression of HMOX1 mRNA]
Lopinavir results in increased expression of HMOX1 mRNA; Lopinavir results in increased expression of HMOX1 protein		 CTD PMID:26968795 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression ISO Lopinavir results in increased expression of ICAM1 protein CTD PMID:26968795 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Il1b interleukin 1 beta increases expression ISO Lopinavir results in increased expression of IL1B protein CTD PMID:17668557 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions
increases expression		 ISO diphenyleneiodonium inhibits the reaction [Lopinavir results in increased expression of IL6 protein] CTD PMID:17668557 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Lep leptin multiple interactions
decreases expression		 ISO diphenyleneiodonium inhibits the reaction [Lopinavir results in decreased expression of LEP protein] CTD PMID:17668557 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262 		JBrowse link
G Lmna lamin A/C increases farnesylation ISO Lopinavir results in increased farnesylation of LMNA protein alternative form CTD PMID:18230615 NCBI chr 2:173,939,751...173,960,423
Ensembl chr 2:173,939,751...173,960,423 		JBrowse link
G Rb1 RB transcriptional corepressor 1 affects phosphorylation ISO Lopinavir affects the phosphorylation of RB1 protein CTD PMID:20596751 NCBI chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302 		JBrowse link
G Tnf tumor necrosis factor increases expression ISO Lopinavir results in increased expression of TNF protein CTD PMID:17668557 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Zmpste24 zinc metallopeptidase STE24 decreases activity ISO Lopinavir results in decreased activity of ZMPSTE24 protein CTD PMID:18230615 NCBI chr 5:134,627,218...134,660,360
Ensembl chr 5:134,627,229...134,660,110 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19817
      biological role 19815
        antimicrobial agent 18166
          antiviral agent 11074
            anticoronaviral agent 9662
              lopinavir 16
                Kaletra 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    p-block element atom 19789
                      carbon group element atom 19737
                        carbon atom 19733
                          organic molecular entity 19733
                            heteroorganic entity 19492
                              organochalcogen compound 19255
                                organooxygen compound 19172
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      carboacyl group 17698
                                        univalent carboacyl group 17698
                                          carbamoyl group 17548
                                            carboxamide 17548
                                              dicarboxylic acid amide 3155
                                                dicarboxylic acid diamide 2702
                                                  lopinavir 16
                                                    Kaletra 0
paths to the root