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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 1:164,745,484...164,747,655
Ensembl chr 1:164,745,466...164,747,654
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 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
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 7:14,550,288...14,557,797
Ensembl chr 7:14,550,311...14,556,519
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 chr15:41,174,594...41,197,730
Ensembl chr15:41,174,594...41,197,803
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 5:29,375,624...29,402,532
Ensembl chr 5:29,375,642...29,402,431
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 9:83,875,958...84,004,955
Ensembl chr 9:83,875,561...84,001,895
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 chr10:16,680,489...16,683,276 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 chr14:91,176,931...91,349,722
Ensembl chr14:91,177,067...91,344,382
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 chr16:64,792,595...64,805,984
Ensembl chr16:64,790,226...64,805,984
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 4:157,572,085...157,580,971
Ensembl chr 4:157,572,088...157,580,980
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 4:88,056,521...88,155,782
Ensembl chr 4:88,058,403...88,155,860
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 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
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 chr17:41,391,106...41,392,611 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 4:57,871,076...57,875,206 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 chr14:82,047,415...82,052,482
Ensembl chr14:82,047,415...82,052,482
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 chr14:82,056,347...82,064,083
Ensembl chr14:82,056,347...82,064,083
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 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775
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 4:7,315,494...7,323,972
Ensembl chr 4:7,315,495...7,323,952
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 chr13:32,472,390...32,500,139
Ensembl chr13:32,473,742...32,494,923
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 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
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 4:103,630,907...103,675,073
Ensembl chr 4:103,630,908...103,675,073
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 2:23,444,326...23,585,777 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 2:174,635,559...174,640,738
Ensembl chr 2:174,635,995...174,640,733
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 7:98,684,487...98,725,869
Ensembl chr 7:98,684,487...98,725,880
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:71,271,454...71,287,429
Ensembl chr  X:71,271,440...71,287,418
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 8:93,084,548...93,167,255
Ensembl chr 8:93,084,513...93,167,255
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 9:87,176,251...87,180,333
Ensembl chr 9:87,176,230...87,180,333
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 4:151,325,969...151,368,176
Ensembl chr 4:151,326,431...151,368,176
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 5:101,371,716...101,374,576
Ensembl chr 5:101,371,136...101,374,602
Ensembl chr 5:101,371,136...101,374,602
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 1:243,269,745...243,282,878
Ensembl chr 1:243,269,747...243,282,562
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 4:155,960,944...156,026,000
Ensembl chr 4:155,960,946...156,025,472
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 5:15,016,660...15,022,228
Ensembl chr 5:15,016,731...15,022,228
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:104,217,898...104,277,935
Ensembl chr  X:104,217,925...104,276,861
JBrowse link

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  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            antineoplastic agent 17317
              vandetanib 35
                linkable vandetanib analogue 0
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    main group molecular entity 19716
                      s-block molecular entity 19502
                        hydrogen molecular entity 19498
                          hydrides 18852
                            inorganic hydride 17691
                              pnictogen hydride 17672
                                nitrogen hydride 17545
                                  azane 17279
                                    ammonia 17278
                                      organic amino compound 17278
                                        secondary amino compound 6583
                                          secondary amine 1723
                                            vandetanib 35
                                              linkable vandetanib analogue 0
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