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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:saracatinib
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Accession:CHEBI:47458 term browser browse the term
Definition:A member of the class of quinazolines that is quinazoline substituted by (5-chloro-2H-1,3-benzodioxol-4-yl)amino, (oxan-4-yl)oxy and 2-(4-methylpiperazin-1-yl)ethoxy groups at positions 4, 5 and 7, respectively. It is a dual inhibitor of the tyrosine kinases c-Src and Abl (IC50 = 2.7 and 30 nM, respectively). Saracatinib was originally developed by AstraZeneca for the treatment of cancer but in 2019 it was granted orphan drug designation by the US Food and Drug Administration for the treatment of idiopathic pulmonary fibrosis (IPF), a type of lung disease that results in scarring (fibrosis) of the lungs.
Synonyms:exact_synonym: N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine
 related_synonym: AZ-10353926;   AZD-0530;   AZD0530;   Formula=C27H32ClN5O5;   InChI=1S/C27H32ClN5O5/c1-32-6-8-33(9-7-32)10-13-35-19-14-21-24(23(15-19)38-18-4-11-34-12-5-18)27(30-16-29-21)31-25-20(28)2-3-22-26(25)37-17-36-22/h2-3,14-16,18H,4-13,17H2,1H3,(H,29,30,31);   InChIKey=OUKYUETWWIPKQR-UHFFFAOYSA-N;   N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methyl-1-piperazinyl)ethoxy]-5-[(tetrahydro-2H-pyran-4-yl)oxy]-4-quinazolinamine;   N-(5-chloro-2H-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-[(oxan-4-yl)oxy]quinazolin-4-amine;   SMILES=CN1CCN(CCOC2=CC(OC3CCOCC3)=C3C(NC4=C(Cl)C=CC5=C4OCO5)=NC=NC3=C2)CC1;   saracatinibum
 xref: CAS:379231-04-6;   Chemspider:8477917;   DrugBank:DB11805;   KEGG:D09664;   LINCS:LSM-1032
 xref_mesh: MESH:C515233
 xref: PDBeChem:H8H;   PMID:17064066;   PMID:22452946;   PMID:23151808;   PMID:24111605;   PMID:26009269;   PMID:26062928;   PMID:26474384;   PMID:27135311;   PMID:28396832;   PMID:28792760;   PMID:29435137;   PMID:29614307;   PMID:29795047;   PMID:30536923;   PMID:31329216;   PMID:31485668;   PMID:31667062;   PMID:31801023;   PMID:31931755;   PMID:32051399;   PMID:32397949;   PMID:32398945;   PMID:32635977;   PMID:32686156;   PMID:32692785;   PMID:33410098;   PMID:33451301;   PMID:33603165;   PMID:33705358;   PMID:33910400;   PMID:34087381;   PMID:34158343;   Wikipedia:Saracatinib



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saracatinib term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cav1 caveolin 1 multiple interactions EXP saracatinib inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of CAV1 protein] CTD PMID:26357463 NCBI chr 4:45,640,624...45,673,708
Ensembl chr 4:45,634,918...45,673,705
JBrowse link
G Csk C-terminal Src kinase decreases activity
multiple interactions
ISO saracatinib results in decreased activity of CSK protein
saracatinib inhibits the reaction [CSK protein results in decreased expression of CYP7A1 mRNA]
CTD PMID:20371703 NCBI chr 8:58,029,748...58,048,742
Ensembl chr 8:58,029,749...58,048,292
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases oxidation ISO CYP1A2 protein results in increased oxidation of saracatinib CTD PMID:27769111 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp24a1 cytochrome P450, family 24, subfamily a, polypeptide 1 multiple interactions ISO saracatinib inhibits the reaction [Calcitriol results in increased expression of CYP24A1 mRNA]; saracatinib inhibits the reaction [lithocholic acid acetate results in increased expression of CYP24A1 mRNA] CTD PMID:20371703 NCBI chr 3:159,275,947...159,290,383
Ensembl chr 3:159,275,947...159,290,383
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 increases oxidation ISO CYP2D6 protein results in increased oxidation of saracatinib CTD PMID:27769111 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases oxidation ISO CYP3A4 protein results in increased oxidation of saracatinib CTD PMID:27769111 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 increases expression
multiple interactions
ISO saracatinib results in increased expression of CYP7A1 mRNA
saracatinib inhibits the reaction [Calcitriol results in decreased expression of CYP7A1 mRNA]; saracatinib inhibits the reaction [CSK protein results in decreased expression of CYP7A1 mRNA]; saracatinib inhibits the reaction [lithocholic acid acetate results in decreased expression of CYP7A1 mRNA]
CTD PMID:20371703 NCBI chr 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688
JBrowse link
G L1cam L1 cell adhesion molecule decreases phosphorylation ISO saracatinib results in decreased phosphorylation of L1CAM protein CTD PMID:29109170 NCBI chr  X:151,597,270...151,623,776
Ensembl chr  X:151,597,277...151,623,857
JBrowse link
G Pkmyt1 protein kinase, membrane associated tyrosine/threonine 1 decreases activity ISO saracatinib results in decreased activity of PKMYT1 protein CTD PMID:29941193 NCBI chr10:12,748,221...12,758,995
Ensembl chr10:12,748,237...12,758,995
JBrowse link
G Src SRC proto-oncogene, non-receptor tyrosine kinase multiple interactions ISO saracatinib binds to and affects the activity of SRC protein CTD PMID:22470466 NCBI chr 3:146,091,969...146,139,492
Ensembl chr 3:146,091,841...146,139,476
JBrowse link
G Vdr vitamin D receptor multiple interactions ISO saracatinib inhibits the reaction [Calcitriol results in increased phosphorylation of VDR protein]; saracatinib inhibits the reaction [lithocholic acid acetate results in increased phosphorylation of VDR protein] CTD PMID:20371703 NCBI chr 7:128,987,981...129,037,677
Ensembl chr 7:128,987,981...129,037,677
JBrowse link

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  CHEBI ontology 19795
    role 19746
      biological role 19746
        biochemical role 19361
          autophagy inducer 1316
            saracatinib 11
Path 2
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  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    main group molecular entity 19693
                      s-block molecular entity 19474
                        hydrogen molecular entity 19466
                          hydrides 18830
                            inorganic hydride 17688
                              pnictogen hydride 17668
                                nitrogen hydride 17540
                                  azane 17273
                                    ammonia 17272
                                      organic amino compound 17272
                                        tertiary amino compound 8695
                                          N-alkylpiperazine 3131
                                            N-methylpiperazine 869
                                              saracatinib 11
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