AZ1366   Click here for help

GtoPdb Ligand ID: 10676

Synonyms: AZ-1366 | compound 9 [PMID: 25815142]
Compound class: Synthetic organic
Comment: AZ1366 is an orally bioavailable inhibitor of the poly(ADP-ribose) polymerase (PARP) tankyrase enzymes TNKS and TNKS2 [1]. It exhibits some activity against PARP1 and PARP2. Structurally it is a nicotinamide mimetic that occupies the nicotinamide binding site of the PARP catalytic domain.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 100.13
Molecular weight 416.18
XLogP 3.66
No. Lipinski's rules broken 0
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Canonical SMILES COCCNc1ncc(c(c1)C)c1ccc(cc1)c1nc2c(CO)cccc2c(=O)[nH]1
Isomeric SMILES COCCNc1ncc(c(c1)C)c1ccc(cc1)c1nc2c(CO)cccc2c(=O)[nH]1
InChI InChI=1S/C24H24N4O3/c1-15-12-21(25-10-11-31-2)26-13-20(15)16-6-8-17(9-7-16)23-27-22-18(14-29)4-3-5-19(22)24(30)28-23/h3-9,12-13,29H,10-11,14H2,1-2H3,(H,25,26)(H,27,28,30)
Bioactivity Comments
AZ1366 has demonstrated efficacy against colorectal and non-small cell lung cancers in preclinical testing [2-3].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
tankyrase Hs Inhibitor Inhibition 8.1 pIC50 - 1
pIC50 8.1 (IC50 7x10-9 M) [1]
tankyrase 2 Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 1x10-8 M) [1]
poly(ADP-ribose) polymerase 2 Hs Inhibitor Inhibition 6.6 pIC50 - 1
pIC50 6.6 (IC50 2.32x10-7 M) [1]
poly(ADP-ribose) polymerase 1 Hs Inhibitor Inhibition 6.3 pIC50 - 1
pIC50 6.3 (IC50 5.59x10-7 M) [1]