panulisib   Click here for help

GtoPdb Ligand ID: 9916

Synonyms: example 96 [WO2012007926A1] | P7170
Compound class: Synthetic organic
Comment: Panulisib (P7170) is a potent small-molecule inhibitor of class I PI3K isoforms, mTOR kinase and activin receptor-like kinase 1 (ALK1) [1,3]. It was developed for antiangiogenic efficacy as a novel cancer therapy and has shown efficacy in in vitro and in vivo models of human non-small cell lung cancer [3]. The chemical structure is claimed in Piramal Life Sciences' patent WO2012007926 where it is example 96 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 133.97
Molecular weight 527.18
XLogP 4.73
No. Lipinski's rules broken 0
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Canonical SMILES N#CN=c1n(c2ccc(nc2)C(C#N)(C)C)c2c(n1C)cnc1c2cc(cc1)c1cnc(c(c1)C(F)(F)F)N
Isomeric SMILES N#CN=c1n(c2ccc(nc2)C(C#N)(C)C)c2c(n1C)cnc1c2cc(cc1)c1cnc(c(c1)C(F)(F)F)N
InChI InChI=1S/C27H20F3N9/c1-26(2,13-31)22-7-5-17(11-35-22)39-23-18-8-15(16-9-19(27(28,29)30)24(33)36-10-16)4-6-20(18)34-12-21(23)38(3)25(39)37-14-32/h4-12H,1-3H3,(H2,33,36)
1. Jalota-Badhwar A, Bhatia DR, Boreddy S, Joshi A, Venkatraman M, Desai N, Chaudhari S, Bose J, Kolla LS, Deore V et al.. (2015)
P7170: A Novel Molecule with Unique Profile of mTORC1/C2 and Activin Receptor-like Kinase 1 Inhibition Leading to Antitumor and Antiangiogenic Activity.
Mol Cancer Ther, 14 (5): 1095-106. [PMID:25700704]
2. Kumar S, Sharma R, Zahler R, Sahu B, Agarwal VR, Naik N. (2012)
Substituted imidazoquinoline derivatives as kinase inhibitors.
Patent number: WO2012007926. Assignee: Piramal Life Sciences Limited. Priority date: 16/07/2010. Publication date: 19/01/2012.
3. Venkatesha VA, Joshi A, Venkataraman M, Sonawane V, Bhatia D, Tannu P, Bose J, Choudhari S, Srivastava A, Pandey PK et al.. (2014)
P7170, a novel inhibitor of mTORC1/mTORC2 and Activin receptor-like Kinase 1 (ALK1) inhibits the growth of non small cell lung cancer.
Mol Cancer, 13: 259. [PMID:25466244]