belizatinib   Click here for help

GtoPdb Ligand ID: 10474

Synonyms: compound 36 [PMID: 22734674] | TSR-011 | TSR011
PDB Ligand
Compound class: Synthetic organic
Comment: Belizatinib (TSR-011) is an inhibitor of anaplastic lymphoma kinase (ALK) [1]. It is reported as being potent, selective, and orally bioavailable, and was designed by Tesaro for potential anti-tumour activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 99.49
Molecular weight 577.34
XLogP 5.24
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(NC(=O)C1CCC(CC1)n1c(NC(=O)c2ccc(cc2)F)nc2c1cc(cc2)CN1CCC(CC1)C(O)(C)C)C
Isomeric SMILES CC(NC(=O)C1CCC(CC1)n1c(NC(=O)c2ccc(cc2)F)nc2c1cc(cc2)CN1CCC(CC1)C(O)(C)C)C
InChI InChI=1S/C33H44FN5O3/c1-21(2)35-30(40)24-8-12-27(13-9-24)39-29-19-22(20-38-17-15-25(16-18-38)33(3,4)42)5-14-28(29)36-32(39)37-31(41)23-6-10-26(34)11-7-23/h5-7,10-11,14,19,21,24-25,27,42H,8-9,12-13,15-18,20H2,1-4H3,(H,35,40)(H,36,37,41)
InChI Key WSTUJEXAPHIEIM-UHFFFAOYSA-N
Bioactivity Comments
Belizatinib (TSR-011) inhibits ALK Tyr1604 phosphorylation in intact cells with an IC50 of 4 nM [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
interleukin 1 receptor associated kinase 1 Hs Inhibitor Inhibition 8.2 pKd - 1
pKd 8.2 (Kd 5.7x10-9 M) [1]
Description: Binding affinity in vitro.
mitogen-activated protein kinase kinase kinase kinase 2 Hs Inhibitor Inhibition 8.0 pKd - 1
pKd 8.0 (Kd 1.1x10-8 M) [1]
Description: Binding affinity in vitro.
LCK proto-oncogene, Src family tyrosine kinase Hs Inhibitor Inhibition 7.6 pKd - 1
pKd 7.6 (Kd 2.8x10-8 M) [1]
Description: Binding affinity in vitro.
Selectivity at catalytic receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ALK receptor tyrosine kinase Hs Inhibitor Inhibition 9.4 pKd - 1
pKd 9.4 (Kd 3.6x10-10 M) [1]
Description: Binding affinity in vitro.
leukocyte receptor tyrosine kinase Hs Inhibitor Inhibition 8.6 pKd - 1
pKd 8.6 (Kd 2.5x10-9 M) [1]
Description: Binding affinity in vitro.
MER proto-oncogene, tyrosine kinase Hs Inhibitor Inhibition 7.7 pKd - 1
pKd 7.7 (Kd 1.8x10-8 M) [1]
Description: Binding affinity in vitro.
AXL receptor tyrosine kinase Hs Inhibitor Inhibition 7.5 pKd - 1
pKd 7.5 (Kd 2.9x10-8 M) [1]
Description: Binding affinity in vitro.
fms related receptor tyrosine kinase 3 Hs Inhibitor Inhibition 7.4 pKd - 1
pKd 7.4 (Kd 4.2x10-8 M) [1]
Description: Binding affinity in vitro.