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Name:Imatinib Methansulfonate
PubChem ID:5291
Pathway:Show KEGG pathways
InChI:InChI=1/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26(33-29)24-4-3-12-30-19-24)32-28(37)23-8-6-22(7-9-23)20-36-16-14-35(2)15-17-36/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34)/f/h32,34H
SMILES:Cc1ccc(cc1Nc1nccc(c2cccnc2)n1)NC(c1ccc(cc1)CN1CCN(C)CC1)=O

Properties:
Formula:C29H31N7OAtoms:37
Molecular Weight:493.603Rotatable Bonds:8
H-bond Acceptors:8H-bond Donors:0
logP:4.6121
Targets:
NameUniprot IDSourceReferencesInteraction
3-phosphoinositide-dependent protein kinase 1PDPK1_HUMANBindingDB-shows
5'-AMP-activated protein kinase catalytic subunit alpha-1AAPK1_HUMANBindingDB-shows
5'-AMP-activated protein kinase catalytic subunit alpha-2AAPK2_HUMANBindingDB-shows
ABL1 proteinQ13689_HUMANSuperTargetPMID 012435730shows
ABL1 proteinQ13691_HUMANSuperTargetPMID 012435730shows
ABL1 proteinQ13914_HUMANSuperTargetPMID 012435730shows
Activated CDC42 kinase 1ACK1_HUMANBindingDB-shows
Activin receptor type-1ACVR1_HUMANBindingDB-shows
Activin receptor type-1BACV1B_HUMANBindingDB-shows
Alpha-type platelet-derived growth factor receptorPGFRA_HUMANSuperTargetPMID 012781364shows
AMP deaminase 1AMPD1_RATSuperTargetPMID 015820950shows
ATP-binding cassette sub-family G member 2ABCG2_HUMANDrugBank-shows
Basic fibroblast growth factor receptor 1FGFR1_HUMANBindingDB-shows
Bcr-abl mRNA of acute lymphocytic leukaemia (ALL) patientsQ13746_HUMANSuperTargetPMID 015820950shows
Beta-type platelet-derived growth factor receptorPGFRB_HUMANSuperTargetPMID 015176001shows
Breakpoint cluster region proteinBCR_HUMANSuperTargetPMID 015820950shows
Breakpoint cluster region proteinQ12843_HUMANSuperTargetPMID 015820950shows
Breakpoint cluster region proteinQ12844_HUMANSuperTargetPMID 015820950shows
Breakpoint cluster region proteinQ6QJE4_HUMANSuperTargetPMID 015820950shows
C-ablQ13915_HUMANSuperTargetPMID 012435730shows
C-abl oncogene 1, receptor tyrosine kinaseQ13688_HUMANSuperTargetPMID 012435730shows
cAMP-dependent protein kinase catalytic subunit alphaKAPCA_HUMANBindingDB-shows
cAMP-dependent protein kinase catalytic subunit betaKAPCB_HUMANBindingDB-shows
Carbonic anhydrase 1CAH1_HUMANBindingDB-shows
Carbonic anhydrase 12CAH12_HUMANBindingDB-shows
Carbonic anhydrase 2CAH2_HUMANBindingDB-shows
Carbonic anhydrase 4CAH4_HUMANBindingDB-shows
Carbonic anhydrase 9CAH9_HUMANBindingDB-shows
Casein kinase I isoform gamma-2KC1G2_HUMANBindingDB-shows
Casein kinase II subunit alphaCSK21_HUMANBindingDB-shows
Cell division protein kinase 2CDK2_HUMANBindingDB-shows
Cell division protein kinase 5CDK5_HUMANBindingDB-shows
Cell division protein kinase 7CDK7_HUMANBindingDB-shows
Cell division protein kinase 8CDK8_HUMANBindingDB-shows
Cell division protein kinase 9CDK9_HUMANBindingDB-shows
CruzipainCYSP_TRYCRBindingDB-shows
Cytochrome P450 1A2CP1A2_HUMANPROMISCUOUSPMID 16286749shows
Cytochrome P450 2C19CP2CJ_HUMANSuperCyp-shows
Cytochrome P450 2C8CP2C8_HUMANPROMISCUOUSPMID 16286749shows
Cytochrome P450 2C9CP2C9_HUMANSuperCyp-shows
Cytochrome P450 2D6CP2D6_HUMANPROMISCUOUSPMID 16286749shows
Cytochrome P450 3A4CP3A4_HUMANSuperCypPMID 17180388shows
Cytochrome P450 3A5CP3A5_HUMANPROMISCUOUSPMID 16286749shows
Cytochrome P450 3A7CP3A7_HUMANPROMISCUOUSPMID 16286749shows
Death-associated protein kinase 1DAPK1_HUMANBindingDB-shows
DNA-dependent protein kinase catalytic subunitPRKDC_HUMANPROMISCUOUSPMID 17223257shows
Dual specificity mitogen-activated protein kinase kinase 1MP2K1_HUMANBindingDB-shows
Dual specificity mitogen-activated protein kinase kinase 2MP2K2_HUMANBindingDB-shows
Dual specificity mitogen-activated protein kinase kinase 4MP2K4_HUMANBindingDB-shows
Dual specificity protein kinase CLK1CLK1_HUMANBindingDB-shows
Ephrin type-A receptor 2EPHA2_HUMANBindingDB-shows
Ephrin type-B receptor 1EPHB1_HUMANBindingDB-shows
Epidermal growth factor receptorEGFR_HUMANBindingDB-shows
Epithelial discoidin domain-containing receptor 1DDR1_HUMANDrugBank-shows
ETV6 proteinQ9UME7_HUMANSuperTargetPMID 012681968shows
Fibroblast growth factor receptor 2FGFR2_HUMANBindingDB-shows
Fibroblast growth factor receptor 3FGFR3_HUMANBindingDB-shows
Fibroblast growth factor receptor 4FGFR4_HUMANBindingDB-shows
FL cytokine receptorFLT3_HUMANBindingDB-shows
Focal adhesion kinase 1FAK1_HUMANBindingDB-shows
Glycogen synthase kinase-3 alphaGSK3A_HUMANBindingDB-shows
Glycogen synthase kinase-3 betaGSK3B_HUMANBindingDB-shows
Hepatocyte growth factor receptorMET_HUMANBindingDB-shows
High affinity nerve growth factor receptorNTRK1_HUMANDrugBank-shows
Histone deacetylase 1HDAC1_HUMANBindingDB-shows
Histone deacetylase 6HDAC6_HUMANBindingDB-shows
HSPC311Q9P071_HUMANSuperTargetPMID 016089297shows
Inhibitor of nuclear factor kappa-B kinase subunit epsilonIKKE_HUMANBindingDB-shows
Insulin receptorINSR_HUMANBindingDB-shows
Insulin-like growth factor 1 receptorIGF1R_HUMANBindingDB-shows
Kit proteinQ14708_HUMANSuperTargetPMID 016122278shows
Kit proteinQ14709_HUMANSuperTargetPMID 016122278shows
KIT proteinQ8TCG9_HUMANSuperTargetPMID 016122278shows
Macrophage colony-stimulating factor 1 receptorCSF1R_HUMANDrugBank-shows
MAP kinase-activated protein kinase 2MAPK2_HUMANBindingDB-shows
Mast/stem cell growth factor receptorKIT_HUMANSuperTargetPMID 016122278shows
Mitogen-activated protein kinase 1MK01_HUMANBindingDB-shows
Mitogen-activated protein kinase 10MK10_HUMANBindingDB-shows
Mitogen-activated protein kinase 12MK12_HUMANBindingDB-shows
Mitogen-activated protein kinase 14MK14_HUMANBindingDB-shows
Mitogen-activated protein kinase 3MK03_HUMANBindingDB-shows
Multidrug resistance protein 1MDR1_HUMANDrugBank-shows
Nuclear pore complex protein Nup214NU214_HUMANSuperTargetPMID 015361874shows
Nucleoporin 214kDaQ5JUP9_HUMANSuperTargetPMID 015361874shows
PDGFRA proteinQ6P4H5_HUMANSuperTargetPMID 012781364shows
Phosphatidylinositol 3-kinase catalytic subunit type 3PK3C3_HUMANPROMISCUOUSPMID 15142121shows
Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha isoformPK3CA_HUMANBindingDB-shows
Platelet-derived growth factor receptor beta variantQ59F04_HUMANSuperTargetPMID 015176001shows
Protein kinase C alpha typeKPCA_HUMANBindingDB-shows
Protein kinase C epsilon typeKPCE_HUMANBindingDB-shows
Protein kinase C theta typeKPCT_HUMANBindingDB-shows
Protein tyrosine kinase 2 betaFAK2_HUMANBindingDB-shows
Proto-oncogene serine/threonine-protein kinase Pim-1PIM1_HUMANBindingDB-shows
Proto-oncogene tyrosine-protein kinase ABL1ABL1_HUMANSuperTargetPMID 012435730shows
Proto-oncogene tyrosine-protein kinase ABL1 variantQ59F19_HUMANSuperTargetPMID 012435730shows
Proto-oncogene tyrosine-protein kinase FynFYN_HUMANBindingDB-shows
Proto-oncogene tyrosine-protein kinase LCKLCK_HUMANBindingDB-shows
Proto-oncogene tyrosine-protein kinase receptor retRET_HUMANBindingDB-shows
Proto-oncogene tyrosine-protein kinase SrcSRC_HUMANBindingDB-shows
Proto-oncogene tyrosine-protein kinase YesYES_HUMANBindingDB-shows
Putative uncharacterized protein DKFZp686J0330Q7Z3C4_HUMANSuperTargetPMID 015361874shows
RAC-alpha serine/threonine-protein kinaseAKT1_MOUSEPROMISCUOUSPMID 15221957shows
RAC-alpha serine/threonine-protein kinaseAKT1_HUMANPROMISCUOUSPMID 15141010shows
Receptor tyrosine-protein kinase erbB-2ERBB2_HUMANBindingDB-shows
Receptor-interacting serine/threonine-protein kinase 1RIPK1_HUMANBindingDB-shows
RET proto-oncogeneO43519_HUMANDrugBank-shows
Ribosomal protein S6 kinase alpha-5KS6A5_HUMANBindingDB-shows
Serine/threonine-protein kinase 6STK6_HUMANBindingDB-shows
Serine/threonine-protein kinase D1KPCD1_HUMANBindingDB-shows
Serine/threonine-protein kinase PLK1PLK1_HUMANBindingDB-shows
Serine/threonine-protein kinase receptor R3ACVL1_HUMANBindingDB-shows
Serum albuminALBU_HUMANBindingDB-shows
TGF-beta receptor type-2TGFR2_HUMANBindingDB-shows
Transcription factor ETV6ETV6_HUMANSuperTargetPMID 012681968shows
Tubulin alpha-1A chainTBA1A_HUMANBindingDB-shows
Tyrosine-protein kinase ABL2ABL2_HUMANBindingDB-shows
Tyrosine-protein kinase BTKBTK_HUMANBindingDB-shows
Tyrosine-protein kinase CSKCSK_HUMANBindingDB-shows
Tyrosine-protein kinase HCKHCK_HUMANBindingDB-shows
Tyrosine-protein kinase ITK/TSKITK_HUMANBindingDB-shows
Tyrosine-protein kinase JAK2JAK2_HUMANBindingDB-shows
Tyrosine-protein kinase JAK3JAK3_HUMANBindingDB-shows
Tyrosine-protein kinase receptorQ6IQ28_HUMANPROMISCUOUSPMID 17721511shows
Tyrosine-protein kinase receptorQ99662_HUMANPROMISCUOUSPMID 17721511shows
Tyrosine-protein kinase receptor TYRO3TYRO3_HUMANBindingDB-shows
Tyrosine-protein kinase SYKKSYK_HUMANDrugBank-shows
Tyrosine-protein kinase transforming protein AblABL_MLVABDrugBank-shows
Tyrosine-protein kinase ZAP-70ZAP70_HUMANBindingDB-shows
V-abl Abelson murine leukemia viral oncogene homolog 1 isoform b variantQ59FK4_HUMANSuperTargetPMID 012435730shows
Vascular endothelial growth factor receptor 1VGFR1_HUMANBindingDB-shows
Vascular endothelial growth factor receptor 2VGFR2_HUMANBindingDB-shows
Vascular endothelial growth factor receptor 3VGFR3_HUMANBindingDB-shows
Wee1-like protein kinaseWEE1_HUMANBindingDB-shows
Synonyms:
152459-95-5
1iep
1xbb
4-(4-METHYL-PIPERAZIN-1-YLMETHYL)-N-[4-METHYL-3-(4-PYRIDIN-3-YL-PYRIMIDIN-2-YLAMINO)-PHENYL]-BENZAMIDE
4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide methanesulfonate
4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl]benzamide
4-[(4-methylpiperazin-1-yl)methyl]-N-{4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl}benzamide
alpha-(4-Methyl-1-piperazinyl)-3'-((4-(3-pyridyl)-2-pyrimidinyl)amino)-p-tolu-p-toluidide
alpha-(4-methyl-1-piperazinyl)-3'-((4-(3-pyridyl)-2-pyrimidinyl)amino)-p-toluidide
Benzamide,
Benzamide, 4-((4-methyl)-1-piperazinyl)methyl)-N-(4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)phenyl)-
Benzamide, 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]- (9CI)
CCRIS 9076
Cgp 57148
CGP 57148B
CHEBI:45783
DB00619
DB03261
Gleevec
Glivec
Imatinib
Imatinib Mesylate
Imatinib Methansulfonate
Imatinib [INN:BAN]
LS-182208
LS-187106
N-(3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)-4-methylphenyl)-4-((4-methylpiperazin-1-yl)methyl)benzamide
NCGC00159456-02
NCGC00159456-03
NCGC00159456-04
nchembio.117-comp23
nchembio.162-comp5
nchembio.83-comp14
STI
STI 571
sti-571
STI571
STK617705
STOCK6S-47743
ATC-Codes:
Side-Effects:
Side-EffectFrequency
nausea0.4300001
musculoskeletal pain0.28000003
diarrhea0.26666668
vomiting0.26166666
fatigue0.258
muscle cramps0.22173686
edema0.19282351
arthralgia0.185
abdominal pain0.17666666
headache0.17099999
neutropenia0.1550244
dyspepsia0.1525
fever0.1481875
thrombocytopenia0.12565787
hemorrhage0.125
asthenia0.1184
weight gain0.11631249
cough0.1045
myalgia0.10366666
dyspnea0.099833325
nasopharyngitis0.098400004
pharyngitis0.0925
rash0.08903123
anemia0.08858535
anorexia0.08
night sweats0.07666666
pneumonia0.07000001
dizziness0.06933333
upper respiratory tract infection0.068799995
sinusitis0.061000004
insomnia0.060499996
hypokalemia0.057999995
constipation0.056599997
chest pain0.052000005
pruritus0.049399998
gastrointestinal hemorrhage0.042333335
influenza0.030666666
anxiety0.029439993
elevated alkaline phosphatase0.017857144
elevated sgot0.017222222
psoriasis0.009999999
sexual dysfunction0.009999999
peripheral neuropathy0.009999999
purpura0.009999999
menorrhagia0.009999999
herpes zoster0.009999999
hypotension0.009999999
nail disorder0.009999999
hypertension0.009999999
breast enlargement0.009999999
pancytopenia0.009999999
herpes simplex0.009999999
hematuria0.009999999
renal failure0.009999999
exfoliative dermatitis0.009999999
dehydration0.009999999
weight decreased0.009999999
hypophosphatemia0.009999999
dry skin0.009999999
migraine0.009999999
ldh increased0.009999999
sepsis0.009999999
peripheral coldness0.009999999
photosensitivity0.009999999
urinary frequency0.009999999
somnolence0.009999999
vertigo0.009999999
gout0.009999999
sciatica0.009999999
gastroenteritis0.009999999
gastritis0.009999999
flushing0.009999999
gastric ulcer0.009999999
syncope0.009999999
dry eye0.009999999
tachycardia0.009999999
tinnitus0.009999999
alopecia0.009999999
cardiac failure0.009181817
paresthesia0.0055
mouth ulceration0.0028000001
abdominal distension0.0028000001
gastroesophageal reflux0.0028000001
hepatitis0.0028000001
stevens - johnson syndrome0.001818182
dts0.0010
convulsions0.0010
diverticulitis0.0010
vitreous hemorrhage0.0010
vascular disorders0.0010
embolism0.0010
eosinophilia0.0010
erythema multiforme0.0010
conjunctivitis0.0010
glaucoma0.0010
retinal hemorrhage0.0010
acute febrile neutrophilic dermatosis0.0010
hepatic failure0.0010
confusion0.0010
aplastic anemia0.0010
osteonecrosis0.0010
shortness of breath0.0010
angioedema0.0010
vision blurred0.0010
ascites0.0010
cancer0.0010
vaginal discharge0.0010
avascular necrosis0.0010
interstitial pneumonitis0.0010
joint swelling0.0010
cardiac tamponade0.0010
colitis0.0010
cardiac disease0.0010
pulmonary fibrosis0.0010
infections0.0010
pericarditis0.0010
jaundice0.0010
leukemia0.0010
sarcoma0.0010
acute lymphoblastic leukemia0.0010
chronic myeloid leukemia0.0010
hyperkalemia0.0010
papilledema0.0010
pancreatitis0.0010
hyponatremia0.0010
tumor0.0010
lymphoma0.0010
hypersensitivity0.0010
mpd0.0010
watery eyes0
nephrosis0
myelodysplastic syndrome0
pain0
dyspnea on exertion0
elevated liver enzymes0
cardiomyopathy0
lymphopenia0
leukopenia0
back pain0
nephropathy0
blistering0
sore throat0
memory impairment0
cerebral hemorrhage0
bone pain0
petechiae0
congestive heart failure0
epistaxis0
pleural effusion0
flatulence0
blood dyscrasia0
shock0
alveolar proteinosis0
rhinitis0
pulmonary edema0
melena0
ecchymosis0
hepatic necrosis0
varicella0
weakness0
lower respiratory infection0
constitutional symptoms0
peripheral edema0
papilloma0
dermatitis0
pericardial effusion0
viral infection0
gynecomastia0