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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 3:55,480,024...55,587,946
Ensembl chr 3:55,480,024...55,587,946
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 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
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 chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
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 chr10:70,869,516...70,871,066
Ensembl chr10:70,869,513...70,871,066
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 multiple interactions
decreases activity
ISO CAT protein inhibits the reaction [Lopinavir results in decreased activity of CYP3A4 protein] CTD PMID:15523003 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
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 chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression ISO Lopinavir results in increased expression of ICAM1 protein CTD PMID:26968795 NCBI chr 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Lopinavir results in increased expression of IL1B protein CTD PMID:17668557 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 4:56,337,695...56,351,818
Ensembl chr 4:56,337,695...56,351,818
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 2:187,842,884...187,863,552
Ensembl chr 2:187,842,885...187,863,516
JBrowse link
G Rb1 RB transcriptional corepressor 1 affects phosphorylation ISO Lopinavir affects the phosphorylation of RB1 protein CTD PMID:20596751 NCBI chr15:55,081,582...55,209,060
Ensembl chr15:55,083,140...55,209,342
JBrowse link
G Tnf tumor necrosis factor increases expression ISO Lopinavir results in increased expression of TNF protein CTD PMID:17668557 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Zmpste24 zinc metallopeptidase STE24 decreases activity ISO Lopinavir results in decreased activity of ZMPSTE24 protein CTD PMID:18230615 NCBI chr 5:139,982,404...140,015,541
Ensembl chr 5:139,983,680...140,015,541
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19883
    role 19833
      biological role 19833
        antimicrobial agent 17416
          antiviral agent 10277
            anticoronaviral agent 8965
              lopinavir 16
                Kaletra 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19883
    subatomic particle 19881
      composite particle 19881
        hadron 19881
          baryon 19881
            nucleon 19881
              atomic nucleus 19881
                atom 19881
                  main group element atom 19771
                    p-block element atom 19771
                      carbon group element atom 19679
                        carbon atom 19668
                          organic molecular entity 19668
                            organic group 18580
                              organic divalent group 18571
                                organodiyl group 18571
                                  carbonyl group 18479
                                    carbonyl compound 18479
                                      carboxylic acid 18153
                                        carboacyl group 17410
                                          univalent carboacyl group 17410
                                            carbamoyl group 17192
                                              carboxamide 17192
                                                dicarboxylic acid amide 3117
                                                  dicarboxylic acid diamide 2666
                                                    lopinavir 16
                                                      Kaletra 0
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