example 8 [WO1999033801A1]   Click here for help

GtoPdb Ligand ID: 8581

Compound class: Synthetic organic
Comment: Example 8 binds to and inhibits the activity of tripeptidyl peptidase II (TPP2) [1]. TPP2 is vital for essential processes such as antigen processing, apoptosis and cell division, with inhibitors predicted to have clinical potential in muscle wasting diseases, obesity, and cancer [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 75.43
Molecular weight 347.13
XLogP 1.91
No. Lipinski's rules broken 0
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Canonical SMILES CCC(C(=O)N1C(Cc2c1cccc2F)C(=O)NCC(F)(F)F)N
Isomeric SMILES CC[C@@H](C(=O)N1[C@H](Cc2c1cccc2F)C(=O)NCC(F)(F)F)N
InChI InChI=1S/C15H17F4N3O2/c1-2-10(20)14(24)22-11-5-3-4-9(16)8(11)6-12(22)13(23)21-7-15(17,18)19/h3-5,10,12H,2,6-7,20H2,1H3,(H,21,23)/t10-,12+/m0/s1
1. Chen Y, Ganellin CR, Rose C, Samad S, Schwartz J-C, Vargas F, Zhao L. (1999)
Tripeptidyl peptidase inhibitors.
Patent number: WO1999033801 A1. Assignee: Inst Nat Sante Rech Med, Chen Y, Ganellin CR, Rose C, Samad S, Schwartz J-C, Vargas F, Zhao L. Priority date: 23/12/1998. Publication date: 08/07/1999.
2. Rockel B, Kopec KO, Lupas AN, Baumeister W. (2012)
Structure and function of tripeptidyl peptidase II, a giant cytosolic protease.
Biochim Biophys Acta, 1824 (1): 237-45. [PMID:21771670]