ONTOLOGY REPORT - ANNOTATIONS
Term: gefitinib
Accession: CHEBI:49668
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Definition: A member of the class of quinazolines that is quinazoline which is substituted by a (3-chloro-4-fluorophenyl)nitrilo group, 3-(morpholin-4-yl)propoxy group and a methoxy group at positions 4,6 and 7, respectively. An EGFR kinase inhibitor used for the treatment of non-small cell lung cancer.
Synonyms: exact_synonym: N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine
related_synonym: 4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline; Formula=C22H24ClFN4O3; InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27); InChIKey=XGALLCVXEZPNRQ-UHFFFAOYSA-N; Iressa; Irressat; N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-4-quinazolinamine; SMILES=C1=C(C(=CC=2C1=NC=NC2NC3=CC(=C(C=C3)F)Cl)OCCCN4CCOCC4)OC; ZD 1839; ZD1839; gefitinibum
alt_id: CHEBI:38917; CHEBI:49667
xref: CAS:184475-35-2 "ChemIDplus"; DrugBank:DB00317; Drug_Central:1282 "DrugCentral"; HMDB:HMDB0014462; KEGG:D01977; LINCS:LSM-1098
xref_mesh: MESH:C419708
xref: PDBeChem:IRE; PMID:14981586 "Europe PMC"; PMID:15068398 "Europe PMC"; PMID:20573926 "Europe PMC"; PMID:20949670 "Europe PMC"; PMID:27396387 "Europe PMC"; PMID:28968167 "Europe PMC"; PMID:29332330 "Europe PMC"; PMID:29493460 "Europe PMC"; PMID:29579334 "Europe PMC"; PMID:29668619 "Europe PMC"; PMID:30068310 "Europe PMC"; PMID:30069771 "Europe PMC"; PMID:30214852 "Europe PMC"; Reaxys:8949523 "Reaxys"; Wikipedia:Gefitinib
G
Abcb11
ATP binding cassette subfamily B member 11
3
55,480,024
55,587,946
RGD:6480464
G
Abcg2
ATP binding cassette subfamily G member 2
4
88,765,441
88,890,268
RGD:6480464
G
Adora1
adenosine A1 receptor
13
51,042,111
51,076,913
RGD:6480464
G
Akt1
AKT serine/threonine kinase 1
6
137,218,398
137,239,970
RGD:6480464
G
Ar
androgen receptor
X
67,656,253
67,828,998
RGD:6480464
G
Areg
amphiregulin
14
18,521,921
18,531,179
RGD:6480464
G
Atg5
autophagy related 5
20
49,301,783
49,393,147
RGD:6480464
G
Atg7
autophagy related 7
4
146,570,113
146,777,093
RGD:6480464
G
Aurka
aurora kinase A
3
170,364,177
170,380,278
RGD:6480464
G
Aven
apoptosis and caspase activation inhibitor
3
103,980,612
104,117,193
RGD:6480464
G
Bcl2l11
BCL2 like 11
3
120,726,906
120,764,192
RGD:6480464
G
Birc5
baculoviral IAP repeat-containing 5
10
106,856,097
106,864,419
RGD:6480464
G
Bnip3
BCL2 interacting protein 3
1
211,248,098
211,265,282
RGD:6480464
G
Casp3
caspase 3
16
48,845,011
48,863,249
RGD:6480464
G
Casp8
caspase 8
9
65,614,142
65,662,624
RGD:6480464
G
Cav1
caveolin 1
4
44,597,123
44,630,206
RGD:6480464
G
Ccnd1
cyclin D1
1
218,090,750
218,100,447
RGD:6480464
G
Ccnd3
cyclin D3
9
15,404,816
15,410,905
RGD:6480464
G
Cd14
CD14 molecule
18
29,560,341
29,562,290
RGD:6480464
G
Cdk6
cyclin-dependent kinase 6
4
27,781,728
27,969,653
RGD:6480464
G
Cdkn1a
cyclin-dependent kinase inhibitor 1A
20
6,348,422
6,358,864
RGD:6480464
G
Cdkn1b
cyclin-dependent kinase inhibitor 1B
4
168,689,043
168,694,159
RGD:6480464
G
Cdkn2b
cyclin-dependent kinase inhibitor 2B
5
107,834,353
107,857,428
RGD:6480464
G
Cert1
ceramide transporter 1
2
27,365,145
27,469,797
RGD:6480464
G
Cgrrf1
cell growth regulator with ring finger domain 1
15
23,619,176
23,639,622
RGD:6480464
G
Cldn2
claudin 2
X
111,122,552
111,133,188
RGD:6480464
G
Coro1c
coronin 1C
12
48,481,741
48,554,054
RGD:6480464
G
Cycs
cytochrome c, somatic
4
80,331,226
80,333,326
RGD:6480464
G
Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
8
62,472,087
62,478,122
RGD:6480464
G
Cyp2d4
cytochrome P450, family 2, subfamily d, polypeptide 4
7
123,599,264
123,608,436
RGD:6480464
G
Cyp2f4
cytochrome P450, family 2, subfamily f, polypeptide 4
1
83,933,974
83,947,804
RGD:6480464
G
Cyp3a9
cytochrome P450, family 3, subfamily a, polypeptide 9
12
19,074,288
19,114,491
RGD:6480464
G
Dusp3
dual specificity phosphatase 3
10
89,904,578
89,918,296
RGD:6480464
G
Dusp9
dual specificity phosphatase 9
X
157,168,143
157,172,068
RGD:6480464
G
E2f1
E2F transcription factor 1
3
150,062,895
150,073,721
RGD:6480464
G
Ednrb
endothelin receptor type B
15
88,004,775
88,036,354
RGD:6480464
G
Egf
epidermal growth factor
2
68,820,616
68,895,537
RGD:6480464
G
Egfr
epidermal growth factor receptor
14
99,919,485
100,104,136
RGD:6480464
G
Epor
erythropoietin receptor
8
22,969,737
22,974,468
RGD:6480464
G
Eps15
epidermal growth factor receptor pathway substrate 15
5
128,923,809
129,022,268
RGD:6480464
G
Erbb2
erb-b2 receptor tyrosine kinase 2
10
86,367,596
86,391,728
RGD:6480464
G
Ercc1
ERCC excision repair 1, endonuclease non-catalytic subunit
1
80,256,973
80,268,198
RGD:6480464
G
Esr1
estrogen receptor 1
1
41,192,029
41,594,799
RGD:6480464
G
Esr2
estrogen receptor 2
6
99,163,953
99,214,711
RGD:6480464
G
Faslg
Fas ligand
13
79,696,811
79,717,581
RGD:6480464
G
Fgf6
fibroblast growth factor 6
4
159,563,798
159,572,333
RGD:6480464
G
Foxf1
forkhead box F1
19
53,012,306
53,016,100
RGD:6480464
G
Foxo3
forkhead box O3
20
46,428,078
46,519,156
RGD:6480464
G
Gadd45a
growth arrest and DNA-damage-inducible, alpha
4
97,782,512
97,784,814
RGD:6480464
G
Gadd45g
growth arrest and DNA-damage-inducible, gamma
17
13,391,474
13,393,219
RGD:6480464
G
Gars
glycyl-tRNA synthetase
4
85,235,122
85,276,085
RGD:6480464
G
Gclc
glutamate-cysteine ligase, catalytic subunit
8
85,059,051
85,097,471
RGD:6480464
G
Gfap
glial fibrillary acidic protein
10
90,990,762
90,999,435
RGD:6480464
G
Gnb2
G protein subunit beta 2
12
22,229,079
22,234,096
RGD:6480464
G
Gnmt
glycine N-methyltransferase
9
16,565,274
16,568,626
RGD:6480464
G
Gpt
glutamic--pyruvic transaminase
7
117,759,083
117,761,932
RGD:6480464
G
Gsk3b
glycogen synthase kinase 3 beta
11
65,060,884
65,208,842
RGD:6480464
G
Gucy2d
guanylate cyclase 2D, retinal
10
55,835,695
55,851,235
RGD:6480464
G
Hbegf
heparin-binding EGF-like growth factor
18
29,330,302
29,340,185
RGD:6480464
G
Hif1a
hypoxia inducible factor 1 subunit alpha
6
96,810,868
96,856,303
RGD:6480464
G
Hmox1
heme oxygenase 1
19
14,508,634
14,515,455
RGD:6480464
G
Igf1r
insulin-like growth factor 1 receptor
1
128,924,921
129,213,816
RGD:6480464
G
Il1b
interleukin 1 beta
3
121,876,256
121,882,637
RGD:6480464
G
Itgam
integrin subunit alpha M
1
199,495,312
199,545,738
RGD:6480464
G
Itgav
integrin subunit alpha V
3
71,113,269
71,205,958
RGD:6480464
G
Itgb1
integrin subunit beta 1
19
61,677,512
61,725,537
RGD:6480464
G
Kdr
kinase insert domain receptor
14
34,727,677
34,787,127
RGD:6480464
G
Keap1
Kelch-like ECH-associated protein 1
8
22,250,518
22,259,868
RGD:6480464
G
Kras
KRAS proto-oncogene, GTPase
4
179,482,562
179,515,483
RGD:6480464
G
Lepr
leptin receptor
5
120,503,475
120,682,281
RGD:6480464
G
Lgals9
galectin 9
10
64,737,022
64,760,195
RGD:6480464
G
Mapk1
mitogen activated protein kinase 1
11
88,203,863
88,273,301
RGD:6480464
G
Mapk3
mitogen activated protein kinase 3
1
198,192,773
198,198,975
RGD:6480464
G
Mapk8
mitogen-activated protein kinase 8
16
9,620,854
9,709,342
RGD:6480464
G
Marveld1
MARVEL domain containing 1
1
261,389,804
261,393,736
RGD:6480464
G
Mdk
midkine
3
80,841,003
80,843,895
RGD:6480464
G
Micb
MHC class I polypeptide-related sequence B
1
79,754,587
79,772,092
RGD:6480464
G
Mki67
marker of proliferation Ki-67
1
207,993,895
208,020,454
RGD:6480464
G
Mlh1
mutL homolog 1
8
119,486,655
119,523,716
RGD:6480464
G
Mmp9
matrix metallopeptidase 9
3
161,413,410
161,421,473
RGD:6480464
G
Mr1
major histocompatibility complex, class I-related
13
72,771,992
72,789,861
RGD:6480464
G
Mtor
mechanistic target of rapamycin kinase
5
165,263,813
165,373,967
RGD:6480464
G
Muc5ac
mucin 5AC, oligomeric mucus/gel-forming
1
214,725,482
214,756,653
RGD:6480464
G
Mug1
murinoglobulin 1
4
154,676,382
154,729,288
RGD:6480464
G
Myc
MYC proto-oncogene, bHLH transcription factor
7
102,586,313
102,591,240
RGD:6480464
G
Myh7
myosin heavy chain 7
15
33,605,769
33,657,761
RGD:6480464
G
Ndufaf4
NADH:ubiquinone oxidoreductase complex assembly factor 4
5
39,251,370
39,256,542
RGD:6480464
G
Nfkb1
nuclear factor kappa B subunit 1
2
240,773,520
240,890,053
RGD:6480464
G
Nfkbia
NFKB inhibitor alpha
6
76,267,227
76,270,457
RGD:6480464
G
Nppb
natriuretic peptide B
5
164,796,176
164,797,538
RGD:6480464
G
Nptx2
neuronal pentraxin 2
12
12,014,638
12,025,547
RGD:6480464
G
Nrl
neural retina leucine zipper
15
34,197,115
34,201,408
RGD:6480464
G
Osmr
oncostatin M receptor
2
56,107,491
56,163,522
RGD:6480464
G
Parp1
poly (ADP-ribose) polymerase 1
13
98,857,255
98,889,444
RGD:6480464
G
Pcnt
pericentrin
20
12,943,523
13,038,615
RGD:6480464
G
Pecam1
platelet and endothelial cell adhesion molecule 1
10
94,850,971
94,913,202
RGD:6480464
G
Pgrmc1
progesterone receptor membrane component 1
X
123,205,869
123,213,880
RGD:6480464
G
Phlda2
pleckstrin homology-like domain, family A, member 2
1
216,701,345
216,704,479
RGD:6480464
G
Plau
plasminogen activator, urokinase
15
3,644,296
3,650,765
RGD:6480464
G
Plbd1
phospholipase B domain containing 1
4
170,564,387
170,620,681
RGD:6480464
G
Ptgs2
prostaglandin-endoperoxide synthase 2
13
67,351,230
67,356,920
RGD:6480464
G
Pttg1
PTTG1 regulator of sister chromatid separation, securin
10
29,014,332
29,026,088
RGD:6480464
G
Qsox1
quiescin sulfhydryl oxidase 1
13
73,423,396
73,460,890
RGD:6480464
G
Rb1
RB transcriptional corepressor 1
15
55,081,582
55,209,060
RGD:6480464
G
Rbm7
RNA binding motif protein 7
8
52,823,094
52,828,134
RGD:6480464
G
Rela
RELA proto-oncogene, NF-kB subunit
1
220,992,770
221,003,249
RGD:6480464
G
Rpa1
replication protein A1
10
62,140,419
62,191,518
RGD:6480464
G
Rps6kb1
ribosomal protein S6 kinase B1
10
73,824,200
73,865,503
RGD:6480464
G
Rrm1
ribonucleotide reductase catalytic subunit M1
1
167,538,387
167,562,688
RGD:6480464
G
RT1-CE5
RT1 class I, locus CE5
20
4,892,702
4,896,993
RGD:6480464
G
RT1-Db1
RT1 class II, locus Db1
20
4,087,621
4,097,190
RGD:6480464
G
RT1-DOa
RT1 class II, locus DOa
20
3,889,106
3,892,360
RGD:6480464
G
S100a6
S100 calcium binding protein A6
2
190,007,013
190,008,512
RGD:6480464
G
S100a8
S100 calcium binding protein A8
2
190,073,239
190,074,333
RGD:6480464
G
Serpinf1
serpin family F member 1
10
62,241,750
62,254,145
RGD:6480464
G
Sfn
stratifin
5
151,823,422
151,824,937
RGD:6480464
G
Ski
SKI proto-oncogene
5
172,556,196
172,623,878
RGD:6480464
G
Slc10a3
solute carrier family 10, member 3
X
156,335,385
156,340,256
RGD:6480464
G
Snai2
snail family transcriptional repressor 2
11
90,404,421
90,406,730
RGD:6480464
G
Sox17
SRY-box transcription factor 17
5
14,890,318
14,895,907
RGD:6480464
G
Sqstm1
sequestosome 1
10
35,704,728
35,716,316
RGD:6480464
G
Srebf1
sterol regulatory element binding transcription factor 1
10
46,570,996
46,593,021
RGD:6480464
G
Stat3
signal transducer and activator of transcription 3
10
88,790,401
88,842,263
RGD:6480464
G
Synpo
synaptopodin
18
55,863,081
55,921,412
RGD:6480464
G
Tek
TEK receptor tyrosine kinase
5
113,725,717
113,852,799
RGD:6480464
G
Tert
telomerase reverse transcriptase
1
32,250,876
32,275,330
RGD:6480464
G
Tfap2a
transcription factor AP-2 alpha
17
24,653,342
24,670,457
RGD:6480464
G
Tgfa
transforming growth factor alpha
4
117,961,877
118,045,923
RGD:6480464
G
Tnf
tumor necrosis factor
20
5,189,382
5,192,000
RGD:6480464
G
Tnfrsf1b
TNF receptor superfamily member 1B
5
163,136,390
163,167,299
RGD:6480464
G
Tp53
tumor protein p53
10
56,186,299
56,198,449
RGD:6480464
G
Trim23
tripartite motif-containing 23
2
34,255,300
34,288,140
RGD:6480464
G
Tsc22d1
TSC22 domain family, member 1
15
58,554,358
58,658,156
RGD:6480464
G
Twist1
twist family bHLH transcription factor 1
6
53,401,241
53,403,235
RGD:6480464
G
Tyms
thymidylate synthetase
9
121,918,875
121,931,564
RGD:6480464
G
Ulbp1
UL16 binding protein 1
1
1,181,301
1,200,526
RGD:6480464
G
Vegfa
vascular endothelial growth factor A
9
17,340,341
17,355,681
RGD:6480464
G
Xrcc1
X-ray repair cross complementing 1
1
81,412,635
81,441,680
RGD:6480464
G
Zc3h3
zinc finger CCCH type containing 3
7
116,787,762
116,872,536
RGD:6480464
G
Zfp35
zinc finger protein 35
18
15,883,182
15,898,803
RGD:6480464
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