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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL941
CHEMBL941
Compound Name IMATINIB
ChEMBL Synonyms STI-571 | STI 571 | Gleevec | IMATINIB | Imatinib mesylate
Max Phase 4 (Approved)
Trade Names Gleevec
Molecular Formula C29H31N7O

Additional synonyms for CHEMBL941 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCN(Cc2ccc(cc2)C(=O)Nc3ccc(C)c(Nc4nccc(n4)c5cccnc5)c3)CC1
Standard InChI InChI=1S/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26( ...
Download InChI
Standard InChI Key KTUFNOKKBVMGRW-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Sanger Institute Genomics of Drug Sensitivity in Cancer
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL941

Molecule Features

CHEMBL941 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Platelet-derived growth factor receptor beta inhibitor Platelet-derived growth factor receptor beta DailyMed
Stem cell growth factor receptor inhibitor Stem cell growth factor receptor DailyMed
Tyrosine-protein kinase ABL inhibitor Tyrosine-protein kinase ABL DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MELANOMAD008545EFO:0000756MELANOMA2ClinicalTrials
NEUROFIBROMATOSIS 1D009456Orphanet:636NEUROFIBROMATOSIS TYPE 12ClinicalTrials
STOMACH NEOPLASMSD013274EFO:0000178GASTRIC CARCINOMA2ClinicalTrials
CARCINOMA, MERKEL CELLD015266EFO:1001471MERKEL CELL SKIN CANCER2ClinicalTrials
POLYCYTHEMIA VERAD011087EFO:0002429POLYCYTHEMIA VERA2ClinicalTrials
ASTHMAD001249EFO:0000270ASTHMA2ClinicalTrials
CARCINOMAD002277EFO:0000313CARCINOMA2ClinicalTrials
LEUKEMIA, MYELOGENOUS, CHRONIC, BCR-ABL POSITIVED015464EFO:0000339CHRONIC MYELOGENOUS LEUKEMIA3ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER1ClinicalTrials
NEUROFIBROMA, PLEXIFORMD018318EFO:0000658PLEXIFORM NEUROFIBROMA2ClinicalTrials
PRECURSOR CELL LYMPHOBLASTIC LEUKEMIA-LYMPHOMAD054198EFO:0000220ACUTE LYMPHOBLASTIC LEUKEMIA2ClinicalTrials
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS2ClinicalTrials
BREAST NEOPLASMS, MALED018567EFO:0006861MALE BREAST CARCINOMA2ClinicalTrials
CHONDROSARCOMAD002813EFO:0000333CHONDROSARCOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM1ClinicalTrials
NEURILEMMOMAD009442EFO:0000760MALIGNANT PERIPHERAL NERVE SHEATH TUMOR2ClinicalTrials
SARCOMAD012509EFO:0000691SARCOMA3ClinicalTrials
SMALL CELL LUNG CARCINOMAD055752EFO:0000702SMALL CELL LUNG CARCINOMA2ClinicalTrials
HYPERTENSION, PULMONARYD006976EFO:0001361PULMONARY HYPERTENSION3ClinicalTrials
OVARIAN NEOPLASMSD010051EFO:0001075OVARIAN CARCINOMA2ClinicalTrials
LEUKEMIAD007938EFO:0000565LEUKEMIA2ClinicalTrials
GASTROINTESTINAL STROMAL TUMORSD046152Orphanet:44890GASTROINTESTINAL STROMAL TUMOR4ClinicalTrials
GLIOMAD005910EFO:0000326CENTRAL NERVOUS SYSTEM CANCER1ClinicalTrials
HYPEREOSINOPHILIC SYNDROMED017681EFO:1001467HYPEREOSINOPHILIC SYNDROME2ClinicalTrials
SCLERODERMA, SYSTEMICD012595EFO:0000717SYSTEMIC SCLERODERMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov IMATINIB
The Cochrane Collaboration IMATINIB

Metabolites for CHEMBL941

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL941. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1862 Tyrosine-protein kinase ABL Homo sapiens 1.000
CHEMBL5145 Serine/threonine-protein kinase B-raf Homo sapiens 1.000
CHEMBL5122 Discoidin domain-containing receptor 2 Homo sapiens 1.000
CHEMBL1936 Stem cell growth factor receptor Homo sapiens 1.000
CHEMBL3905 Tyrosine-protein kinase Lyn Homo sapiens 1.000
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 1.000
CHEMBL1974 Tyrosine-protein kinase receptor FLT3 Homo sapiens 1.000
CHEMBL4722 Serine/threonine-protein kinase Aurora-A Homo sapiens 1.000
CHEMBL5319 Epithelial discoidin domain-containing receptor 1 Homo sapiens 1.000
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL260 MAP kinase p38 alpha Homo sapiens 1.000
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.997
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 0.993
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 0.991
CHEMBL2971 Tyrosine-protein kinase JAK2 Homo sapiens 0.986
CHEMBL4014 Tyrosine-protein kinase ABL2 Homo sapiens 0.982
CHEMBL5387 Sonic hedgehog protein Mus musculus 0.959
CHEMBL2637 c-Jun N-terminal kinase 3 Homo sapiens 0.909
CHEMBL4223 Tyrosine-protein kinase FRK Homo sapiens 0.903



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1862 Tyrosine-protein kinase ABL Homo sapiens 1.000
CHEMBL5145 Serine/threonine-protein kinase B-raf Homo sapiens 1.000
CHEMBL1936 Stem cell growth factor receptor Homo sapiens 1.000
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 1.000
CHEMBL5122 Discoidin domain-containing receptor 2 Homo sapiens 1.000
CHEMBL1974 Tyrosine-protein kinase receptor FLT3 Homo sapiens 1.000
CHEMBL3905 Tyrosine-protein kinase Lyn Homo sapiens 1.000
CHEMBL4722 Serine/threonine-protein kinase Aurora-A Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL5319 Epithelial discoidin domain-containing receptor 1 Homo sapiens 1.000
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 1.000
CHEMBL260 MAP kinase p38 alpha Homo sapiens 1.000
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 1.000
CHEMBL3055 Cyclin-dependent kinase 7 Homo sapiens 0.999
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 0.999
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 0.999
CHEMBL4014 Tyrosine-protein kinase ABL2 Homo sapiens 0.996
CHEMBL2971 Tyrosine-protein kinase JAK2 Homo sapiens 0.995
CHEMBL2637 c-Jun N-terminal kinase 3 Homo sapiens 0.994
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.985

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
493.6 493.259 4.22 7 86.28 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 2 0 8 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.28 7.55 2.89 2.49 4 37 0.4

Structural Alerts

There are no structural alerts for CHEMBL941

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01X - OTHER ANTINEOPLASTIC AGENTS
L01XE - Protein kinase inhibitors
L01XE01 - imatinib

ChemSpider ChemSpider:KTUFNOKKBVMGRW-UHFFFAOYSA-N
DailyMed imatinib mesylate
PubChem SID: 103905596 SID: 124892207 SID: 124892208 SID: 124892209 SID: 26755316 SID: 29215405 SID: 50100104
Wikipedia Imatinib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL941



ACToR 152459-95-5
Atlas imatinib
BindingDB 13530
Brenda 2314 163324
ChEBI 45783
DrugBank DB00619
DrugCentral 1423
eMolecules 876446
EPA CompTox Dashboard DTXSID3037125
FDA SRS BKJ8M8G5HI
Guide to Pharmacology 5687
Human Metabolome Database HMDB0014757
IBM Patent System 2C349E68BE42FC7B2B0FDD5080E27BB3
LINCS LSM-1023
Mcule MCULE-2384256888
Nikkaji J1.337.143A
PDBe STI
PharmGKB PA10804
PubChem 5291
PubChem: Thomson Pharma 14859628
Selleck Imatinib(STI571)
SureChEMBL SCHEMBL3827
ZINC ZINC000019632618

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/KTUFNOKKBVMGRW-UHFFFAOYSA-N spacer
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