Molecule Details
InChIKeyKTUFNOKKBVMGRW-UHFFFAOYSA-N
Compound NameImatinib
Canonical SMILESCc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1nccc(-c2cccnc2)n1
Clinical Status Clinical Multi-Target
Targets (Human+Pathogen)38
Pfam Stratification Cross-Family
Avg pChEMBL6.95
SourceChEMBL;BindingDB;TTD_MultiTarget
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00619
Drug NameImatinib
CAS Number152459-95-5
Groups approved investigational
ATC Codes L01EA01
DescriptionImatinib is a small molecule kinase inhibitor that revolutionized the treatment of cancer, particularly chronic myeloid leukemia, in 2001.[A249305] It was deemed a "miracle drug" due to its clinical success, as oncologist Dr. Brian noted that "complete hematologic responses were observed in 53 of 54...

Categories: Amides Antineoplastic Agents Antineoplastic and Immunomodulating Agents BCRP/ABCG2 Inhibitors BCRP/ABCG2 Substrates BSEP/ABCB11 Substrates Bcr-Abl Tyrosine Kinase Inhibitors Benzamides and benzamide derivatives Benzene Derivatives Cancer immunotherapy Cardiotoxic antineoplastic agents Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (strength unknown) Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (strength unknown) Cytochrome P-450 CYP3A7 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs causing inadvertant photosensitivity Enzyme Inhibitors Highest Risk QTc-Prolonging Agents Immunosuppressive Agents Immunotherapy Kinase Inhibitor Myelosuppressive Agents OATP1B3 substrates OCT1 substrates OCT2 Inhibitors P-glycoprotein inhibitors P-glycoprotein substrates Photosensitizing Agents Piperazines Protein Kinase Inhibitors Pyrimidines QTc Prolonging Agents Tyrosine Kinase Inhibitors UDP Glucuronosyltransferases Inhibitors UGT2B17 Inhibitors
Cross-references: BindingDB: 31341 ChEBI: 45783 CHEMBL941 ChemSpider: 5101 Drugs Product Database (DPD): 12429 D01441 PDB: STI PharmGKB: PA10804 PubChem:5291 PubChem:46505055 RxCUI: 282388 Therapeutic Targets Database: DNC001383 Wikipedia: Imatinib ZINC: ZINC000019632618
Target Activities (38)
Target Gene Organism Category Pfam pChEMBL Type Source
P04626 ERBB2 Homo sapiens Human PF00757 PF14843 PF07714 PF01030 PF21314 10.2 IC50 ChEMBL
P00533 EGFR Homo sapiens Human PF00757 PF14843 PF07714 PF01030 PF21314 10.0 IC50 ChEMBL
P42684 ABL2 Homo sapiens Human PF08919 PF07714 PF00017 PF00018 7.9 Kd ChEMBL;BindingDB
P07333 CSF1R Homo sapiens Human PF00047 PF25305 PF07714 7.7 Kd ChEMBL;BindingDB
Q08345 DDR1 Homo sapiens Human PF21114 PF00754 PF07714 7.7 Kd ChEMBL;BindingDB
P00918 CA2 Homo sapiens Human PF00194 7.5 Ki ChEMBL;BindingDB
P18505 GABRB1 Homo sapiens Human PF02931 PF02932 7.5 pIC50 TTD_MultiTarget
P00915 CA1 Homo sapiens Human PF00194 7.5 Ki ChEMBL;BindingDB
P16083 NQO2 Homo sapiens Human PF02525 7.4 IC50 ChEMBL;BindingDB
P09619 PDGFRB Homo sapiens Human PF00047 PF13927 PF25305 PF07714 7.3 IC50 ChEMBL;BindingDB
P16234 PDGFRA Homo sapiens Human PF07679 PF25305 PF07714 7.3 IC50 ChEMBL;BindingDB
Q96FL8 SLC47A1 Homo sapiens Human PF01554 7.3 IC50 ChEMBL;BindingDB
P06239 LCK Homo sapiens Human PF07714 PF00017 PF00018 7.2 Kd ChEMBL;BindingDB
P10721 KIT Homo sapiens Human PF00047 PF07714 7.2 IC50 ChEMBL;BindingDB
Q16790 CA9 Homo sapiens Human PF00194 7.1 Ki ChEMBL;BindingDB
P00519 ABL1 Homo sapiens Human PF08919 PF07714 PF00017 PF00018 7.0 IC50 ChEMBL;BindingDB
P43166 CA7 Homo sapiens Human PF00194 7.0 Ki ChEMBL;BindingDB
P36888 FLT3 Homo sapiens Human PF00047 PF07714 6.9 IC50 ChEMBL;BindingDB
Q16832 DDR2 Homo sapiens Human PF21114 PF00754 PF07714 6.8 Kd ChEMBL;BindingDB
P11274 BCR Homo sapiens Human PF09036 PF00168 PF19057 PF00620 PF00621 6.8 IC50 ChEMBL
P24557 TBXAS1 Homo sapiens Human PF00067 6.7 IC50 ChEMBL
P42685 FRK Homo sapiens Human PF07714 PF00017 PF00018 6.5 Ki ChEMBL
Q86VL8 SLC47A2 Homo sapiens Human PF01554 6.5 IC50 ChEMBL;BindingDB
Q8TBX8 PIP4K2C Homo sapiens Human PF01504 6.4 Kd ChEMBL;BindingDB
P23280 CA6 Homo sapiens Human PF00194 6.4 Ki ChEMBL;BindingDB
O00571 DDX3X Homo sapiens Human PF00270 PF00271 6.4 Kd ChEMBL
P07948 LYN Homo sapiens Human PF07714 PF00017 PF00018 6.4 Kd ChEMBL;BindingDB
Q9ULX7 CA14 Homo sapiens Human PF00194 6.3 Ki ChEMBL;BindingDB
P07451 CA3 Homo sapiens Human PF00194 6.3 Ki ChEMBL;BindingDB
P51451 BLK Homo sapiens Human PF07714 PF00017 PF00018 6.3 Kd ChEMBL;BindingDB
P28223 HTR2A Homo sapiens Human PF00001 6.3 Ki ChEMBL
P08183 ABCB1 Homo sapiens Human PF00664 PF00005 6.2 IC50 ChEMBL;BindingDB
Q9UNQ0 ABCG2 Homo sapiens Human PF01061 PF19055 PF00005 6.2 IC50 ChEMBL;BindingDB
P31645 SLC6A4 Homo sapiens Human PF03491 PF00209 6.1 Ki ChEMBL
Q8NE63 HIPK4 Homo sapiens Human PF00069 6.0 Kd ChEMBL;BindingDB
O43570 CA12 Homo sapiens Human PF00194 6.0 Ki ChEMBL;BindingDB
O14976 GAK Homo sapiens Human PF00069 PF10409 6.0 Kd ChEMBL;BindingDB
P53779 MAPK10 Homo sapiens Human PF00069 6.0 Ki ChEMBL
DrugBank Target Actions (40)
Target Gene Target Name Action Type
P02763 P02763 Alpha-1-acid glycoprotein 1 binder carriers
P02768 ALB Albumin binder carriers
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P20815 CYP3A5 Cytochrome P450 3A5 inhibitor enzymes
P24462 CYP3A7 Cytochrome P450 3A7 inhibitor enzymes
P05177 CYP1A2 Cytochrome P450 1A2 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10632 CYP2C8 Cytochrome P450 2C8 substrate enzymes
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P20815 CYP3A5 Cytochrome P450 3A5 substrate enzymes
P24462 CYP3A7 Cytochrome P450 3A7 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
P07333 CSF1R Macrophage colony-stimulating factor 1 receptor antagonist targets
P09619 PDGFRB Platelet-derived growth factor receptor beta antagonist targets
P10721 KIT Mast/stem cell growth factor receptor Kit antagonist targets
P16234 PDGFRA Platelet-derived growth factor receptor alpha antagonist targets
Q08345 DDR1 Epithelial discoidin domain-containing receptor 1 antagonist targets
Q16832 DDR2 Discoidin domain-containing receptor 2 antagonist targets
P00519 ABL1 Tyrosine-protein kinase ABL1 inhibitor targets
P07949 RET Proto-oncogene tyrosine-protein kinase receptor Ret inhibitor targets
P11274 BCR Breakpoint cluster region protein inhibitor targets
Q07820 MCL1 Induced myeloid leukemia cell differentiation protein Mcl-1 other/unknown targets
O15244 SLC22A2 Solute carrier family 22 member 2 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 inhibitor transporters
Q9UNQ0 ABCG2 Broad substrate specificity ATP-binding cassette transporter ABCG2 inhibitor transporters
O15245 SLC22A1 Solute carrier family 22 member 1 substrate transporters
O15439 O15439 ATP-binding cassette sub-family C member 4 substrate transporters
O76082 O76082 Organic cation/carnitine transporter 2 substrate transporters
O95342 ABCB11 Bile salt export pump substrate transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 substrate transporters
P33527 ABCC1 Multidrug resistance-associated protein 1 substrate transporters
P46721 P46721 Solute carrier organic anion transporter family member 1A2 substrate transporters
Q92887 ABCC2 ATP-binding cassette sub-family C member 2 substrate transporters
Q99758 Q99758 Phospholipid-transporting ATPase ABCA3 substrate transporters
Q9NPD5 SLCO1B3 Solute carrier organic anion transporter family member 1B3 substrate transporters
Q9UNQ0 ABCG2 Broad substrate specificity ATP-binding cassette transporter ABCG2 substrate transporters