dubermatinib   Click here for help

GtoPdb Ligand ID: 8863

Synonyms: compound 13 [2] | TP 0903 | TP-0903 | TP0903
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Dubermatinib (TP-0903) is an inhibitor of the TAM family receptor tyrosine kinase AXL and it is being investigated for its antineoplastic activity [2,4], in particular against pancreatic cancer and lymphocytic leukemias (in combination with ibrutinib or other antineoplastic drugs).
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 102.08
Molecular weight 515.19
XLogP 3.57
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CN1CCN(CC1)Cc1ccc(cc1)Nc1ncc(c(n1)Nc1ccccc1S(=O)(=O)N(C)C)Cl
Isomeric SMILES CN1CCN(CC1)Cc1ccc(cc1)Nc1ncc(c(n1)Nc1ccccc1S(=O)(=O)N(C)C)Cl
InChI InChI=1S/C24H30ClN7O2S/c1-30(2)35(33,34)22-7-5-4-6-21(22)28-23-20(25)16-26-24(29-23)27-19-10-8-18(9-11-19)17-32-14-12-31(3)13-15-32/h4-11,16H,12-15,17H2,1-3H3,(H2,26,27,28,29)
InChI Key YUAALFPUEOYPNX-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
TP-0903 is under clinical evaluation as a treatment for AML, CLL and advanced solid tumours. Experimental evidence suggests activity against drug-resistant AML [1]. Click here to link to ClinicalTrials.gov's full list of TP-0903 trials.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT03572634 Phase 1/2 Study of TP-0903 (an Inhibitor of AXL Kinase) in Patients With Previously Treated CLL Phase 1/Phase 2 Interventional Sumitomo Dainippon Pharma Oncology, Inc
NCT02729298 First-in-human Study of Oral TP-0903 (a Novel Inhibitor of AXL Kinase) in Patients With Advanced Solid Tumors Phase 1 Interventional Sumitomo Dainippon Pharma Oncology, Inc
NCT04518345 TP-0903 for the Treatment of FLT3 Mutated Acute Myeloid Leukemia Phase 1/Phase 2 Interventional Ohio State University Comprehensive Cancer Center
NCT03013998 Study of Biomarker-Based Treatment of Acute Myeloid Leukemia Phase 1/Phase 2 Interventional Beat AML, LLC