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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:vandetanib
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Accession:CHEBI:49960 term browser browse the term
Definition:A quinazoline that is 7-[(1-methylpiperidin-4-yl)methoxy]quinazoline bearing additional methoxy and 4-bromo-2-fluorophenylamino substituents at positions 6 and 4 respectively. Used for the treatment of symptomatic or progressive medullary thyroid cancer in patients with unresectable locally advanced or metastatic disease.
Synonyms:exact_synonym: N-(4-bromo-2-fluorophenyl)-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-4-amine
 related_synonym: 4-BROMO-2-FLUORO-N-[(4E)-6-METHOXY-7-[(1-METHYLPIPERIDIN-4-YL)METHOXY]QUINAZOLIN-4(1H)-YLIDENE]ANILINE;   Formula=C22H24BrFN4O2;   InChI=1S/C22H24BrFN4O2/c1-28-7-5-14(6-8-28)12-30-21-11-19-16(10-20(21)29-2)22(26-13-25-19)27-18-4-3-15(23)9-17(18)24/h3-4,9-11,13-14H,5-8,12H2,1-2H3,(H,25,26,27);   InChIKey=UHTHHESEBZOYNR-UHFFFAOYSA-N;   SMILES=COc1cc2c(Nc3ccc(Br)cc3F)ncnc2cc1OCC1CCN(C)CC1;   ZD 6474;   ZD6474;   Zactima;   caprelsa
 alt_id: CHEBI:38942;   CHEBI:49959;   MESH:C452423
 xref: CAS:443913-73-3;   DrugBank:DB08764;   Drug_Central:4178;   KEGG:D06407;   LINCS:LSM-1199
 xref_mesh: MESH:C452423
 xref: PDBeChem:ZD6;   PMID:12684431;   PMID:14760102;   PMID:15305185;   PMID:15367698;   PMID:15596048;   PMID:15604279;   PMID:15623642;   PMID:15623658;   PMID:15928657;   PMID:16140331;   PMID:16179094;   PMID:16299247;   PMID:16361567;   PMID:16377413;   PMID:16688779;   PMID:16783964;   PMID:16843002;   PMID:17136225;   PMID:17393165;   PMID:17409986;   PMID:17631646;   PMID:17878479;   PMID:17912240;   PMID:18228115;   PMID:18698025;   PMID:18936474;   PMID:19002384;   PMID:19088171;   PMID:19211364;   PMID:19220256;   PMID:19332730;   PMID:19349511;   PMID:19394692;   PMID:19512898;   PMID:19622715;   PMID:19687425;   PMID:19881951;   PMID:19883226;   PMID:19946413;   PMID:20371720;   PMID:21046425;   PMID:21353546;   PMID:21718364;   PMID:22075979;   PMID:22158569;   PMID:22169262;   PMID:22184381;   PMID:22245891;   PMID:22307735;   PMID:22343387;   PMID:22346266;   PMID:22370318;   PMID:22500115;   PMID:22505191;   PMID:22608542;   PMID:22611027;   PMID:22633931;   PMID:22665903;   PMID:22667325;   PMID:22701615;   PMID:22781612;   PMID:22830347;   PMID:22898678;   PMID:22938056;   Patent:US2006135486;   Patent:US2008032989;   Patent:US2008199480;   Patent:WO2005115145;   Patent:WO2006005915;   Patent:WO2007036713;   Patent:WO2008001101;   Patent:WO2008007113;   Patent:WO2009024825;   Patent:WO2012055015;   Reaxys:9161676;   Wikipedia:Vandetanib


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vandetanib term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adm adrenomedullin increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of ADM mRNA CTD PMID:16052530 NCBI chr 1:175,443,189...175,447,260
Ensembl chr 1:175,445,088...175,447,259
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions
ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of AKT1 protein
INS protein inhibits the reaction [N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of AKT1 protein]
CTD PMID:23799852 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Angptl4 angiopoietin-like 4 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of ANGPTL4 mRNA CTD PMID:16052530 NCBI chr 7:18,627,814...18,634,043
Ensembl chr 7:18,627,808...18,634,079
JBrowse link
G Bnip3l BCL2 interacting protein 3 like increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of BNIP3L mRNA CTD PMID:16052530 NCBI chr15:43,643,897...43,667,123
Ensembl chr15:43,643,897...43,667,029
JBrowse link
G Calb1 calbindin 1 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of CALB1 mRNA CTD PMID:16052530 NCBI chr 5:29,538,380...29,562,774
Ensembl chr 5:29,538,380...29,562,773
JBrowse link
G Casp3 caspase 3 multiple interactions ISO [3-methyladenine co-treated with N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine] results in increased activity of CASP3 protein; [Chloroquine co-treated with N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine] results in increased activity of CASP3 protein CTD PMID:23799852 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp9 caspase 9 multiple interactions ISO [3-methyladenine co-treated with N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine] results in increased activity of CASP9 protein; [Chloroquine co-treated with N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine] results in increased activity of CASP9 protein CTD PMID:23799852 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Col4a3 collagen type IV alpha 3 chain increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of COL4A3 mRNA CTD PMID:16052530 NCBI chr 9:88,357,528...88,484,735
Ensembl chr 9:88,357,556...88,485,830
JBrowse link
G Dusp1 dual specificity phosphatase 1 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of DUSP1 mRNA CTD PMID:16052530 NCBI chr10:16,970,642...16,973,425
Ensembl chr10:16,970,626...16,973,418
JBrowse link
G Egfr epidermal growth factor receptor affects response to substance
decreases phosphorylation
decreases activity
ISO EGFR affects the susceptibility to N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine
N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of EGFR protein
N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased activity of EGFR protein
CTD PMID:15596048, PMID:15604279, PMID:21350000 NCBI chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
JBrowse link
G Eif4ebp1 eukaryotic translation initiation factor 4E binding protein 1 decreases phosphorylation ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of EIF4EBP1 protein CTD PMID:23799852 NCBI chr16:68,954,860...68,968,248
Ensembl chr16:68,954,875...68,968,248
JBrowse link
G Eno2 enolase 2 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of ENO2 mRNA CTD PMID:16052530 NCBI chr 4:157,285,192...157,294,090
Ensembl chr 4:157,285,179...157,294,047
JBrowse link
G Fam13a family with sequence similarity 13, member A increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of FAM13A mRNA CTD PMID:16052530 NCBI chr 4:89,183,180...89,281,282
Ensembl chr 4:89,183,768...89,281,222
JBrowse link
G Gpt glutamic--pyruvic transaminase increases secretion ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased secretion of GPT protein CTD PMID:29655783 NCBI chr 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
JBrowse link
G H1f2 H1.2 linker histone, cluster member increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of H1-2 mRNA CTD PMID:16052530 NCBI chr17:43,638,938...43,640,445
Ensembl chr17:43,639,749...43,640,387
JBrowse link
G Hilpda hypoxia inducible lipid droplet-associated increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of HILPDA mRNA CTD PMID:16052530 NCBI chr 4:56,547,600...56,550,584
Ensembl chr 4:56,549,739...56,549,993
JBrowse link
G Igfbp1 insulin-like growth factor binding protein 1 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of IGFBP1 mRNA CTD PMID:16052530 NCBI chr14:87,448,716...87,453,783
Ensembl chr14:87,448,692...87,453,785
JBrowse link
G Igfbp3 insulin-like growth factor binding protein 3 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of IGFBP3 mRNA CTD PMID:16052530 NCBI chr14:87,457,647...87,465,374
Ensembl chr14:87,457,647...87,465,374
JBrowse link
G Ins2 insulin 2 multiple interactions ISO INS protein inhibits the reaction [N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of AKT1 protein]; INS protein inhibits the reaction [N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of RPS6 protein] CTD PMID:23799852 NCBI chr 1:215,856,967...215,858,034
Ensembl chr 1:215,856,971...215,858,034
JBrowse link
G Insig1 insulin induced gene 1 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of INSIG1 mRNA CTD PMID:16052530 NCBI chr 4:342,302...350,515
Ensembl chr 4:342,302...350,515
JBrowse link
G Insig2 insulin induced gene 2 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of INSIG2 mRNA CTD PMID:16052530 NCBI chr13:37,264,818...37,292,718
Ensembl chr13:37,266,312...37,287,458
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 affects binding ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine binds to KCNH2 protein CTD PMID:29630634 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Kdm3a lysine demethylase 3A increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of KDM3A mRNA CTD PMID:16052530 NCBI chr 4:99,503,160...99,547,315
Ensembl chr 4:99,503,176...99,546,905
JBrowse link
G Msh3 mutS homolog 3 decreases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased expression of MSH3 mRNA CTD PMID:16052530 NCBI chr 2:21,790,048...21,931,791
Ensembl chr 2:21,790,044...21,931,720
JBrowse link
G Muc1 mucin 1, cell surface associated increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of MUC1 mRNA CTD PMID:16052530 NCBI chr 2:188,543,137...188,547,874
Ensembl chr 2:188,543,137...188,547,874
JBrowse link
G Ndrg1 N-myc downstream regulated 1 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of NDRG1 mRNA CTD PMID:16052530 NCBI chr 7:107,734,326...107,775,701
Ensembl chr 7:107,734,323...107,775,714
JBrowse link
G Pgk1 phosphoglycerate kinase 1 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of PGK1 mRNA CTD PMID:16052530 NCBI chr  X:77,263,399...77,279,373
Ensembl chr  X:77,263,359...77,279,367
JBrowse link
G Plod2 procollagen lysine, 2-oxoglutarate 5-dioxygenase 2 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of PLOD2 mRNA CTD PMID:16052530 NCBI chr 8:99,977,334...100,059,736
Ensembl chr 8:99,977,334...100,059,736
JBrowse link
G Ptma prothymosin alpha decreases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased expression of PTMA mRNA CTD PMID:16052530 NCBI chr 9:93,545,396...93,549,436
Ensembl chr 9:93,545,396...93,549,436
JBrowse link
G Ret ret proto-oncogene decreases phosphorylation ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of RET protein CTD PMID:17431108 NCBI chr 4:150,202,170...150,249,196
Ensembl chr 4:150,202,058...150,244,372
JBrowse link
G Rps6 ribosomal protein S6 decreases phosphorylation
multiple interactions
ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of RPS6 protein
INS protein inhibits the reaction [N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased phosphorylation of RPS6 protein]
CTD PMID:23799852 NCBI chr 5:105,197,821...105,200,681
Ensembl chr 5:105,197,857...105,200,148
JBrowse link
G Scd stearoyl-CoA desaturase increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of SCD mRNA CTD PMID:16052530 NCBI chr 1:264,159,966...264,173,061
Ensembl chr 1:264,160,129...264,172,729
JBrowse link
G Slc2a3 solute carrier family 2 member 3 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of SLC2A3 mRNA CTD PMID:16052530 NCBI chr 4:155,549,991...155,626,018
Ensembl chr 4:155,408,233...155,631,856
JBrowse link
G Sox17 SRY-box transcription factor 17 decreases localization ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in decreased localization of SOX17 protein CTD PMID:24154490 NCBI chr 5:14,890,318...14,895,907
Ensembl chr 5:14,890,408...14,895,907
JBrowse link
G Tsc22d3 TSC22 domain family, member 3 increases expression ISO N-(4-bromo-2-fluorophenyl)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-4-amine results in increased expression of TSC22D3 mRNA CTD PMID:16052530 NCBI chr  X:111,884,285...111,944,693
Ensembl chr  X:111,884,295...111,887,906
JBrowse link

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  CHEBI ontology 19810
    role 19758
      application 19420
        pharmaceutical 19293
          drug 19293
            antineoplastic agent 17004
              vandetanib 35
                linkable vandetanib analogue 0
Path 2
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  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    main group molecular entity 19696
                      s-block molecular entity 19456
                        hydrogen molecular entity 19447
                          hydrides 18703
                            inorganic hydride 17433
                              pnictogen hydride 17405
                                nitrogen hydride 17247
                                  azane 16964
                                    ammonia 16963
                                      organic amino compound 16962
                                        secondary amino compound 6538
                                          secondary amine 1705
                                            vandetanib 35
                                              linkable vandetanib analogue 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.