BO1   Click here for help

GtoPdb Ligand ID: 8963

Synonyms: Bcr-abl Inhibitor II
Compound class: Synthetic organic
Comment: BO1 is a non-ATP competitive, negative allosteric modulator of mutant BCR-ABL kinase proteins [2], for example the fusion protein carrying the ABLT315I gatekeeper mutation which confers resistance to imatinib. Interation of BO1 with the wild type protein shows an ATP-competitive/mixed mechanism of action [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 108.42
Molecular weight 363.03
XLogP 4.79
No. Lipinski's rules broken 0
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Canonical SMILES Fc1ccc(cc1)CSc1nnc(s1)NC(=O)c1ccc(cc1)F
Isomeric SMILES Fc1ccc(cc1)CSc1nnc(s1)NC(=O)c1ccc(cc1)F
InChI InChI=1S/C16H11F2N3OS2/c17-12-5-1-10(2-6-12)9-23-16-21-20-15(24-16)19-14(22)11-3-7-13(18)8-4-11/h1-8H,9H2,(H,19,20,22)
1. Crespan E, Radi M, Zanoli S, Schenone S, Botta M, Maga G. (2010)
Dual Src and Abl inhibitors target wild type Abl and the AblT315I Imatinib-resistant mutant with different mechanisms.
Bioorg Med Chem, 18 (11): 3999-4008. [PMID:20451394]
2. Fallacara AL, Tintori C, Radi M, Schenone S, Botta M. (2014)
Insight into the allosteric inhibition of Abl kinase.
J Chem Inf Model, 54 (5): 1325-38. [PMID:24787133]
3. Radi M, Crespan E, Botta G, Falchi F, Maga G, Manetti F, Corradi V, Mancini M, Santucci MA, Schenone S et al.. (2008)
Discovery and SAR of 1,3,4-thiadiazole derivatives as potent Abl tyrosine kinase inhibitors and cytodifferentiating agents.
Bioorg Med Chem Lett, 18 (3): 1207-11. [PMID:18078752]