UNC4203   Click here for help

GtoPdb Ligand ID: 10131

Synonyms: MERTK inhibitor 19 [PMID: 30347155] | UNC4203A [US20150291606A1]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: The structure and activity of UNC4203 is disclosed in Zhao et al. (2018) [4] and we rendered the structure using the SMILES string provided therein. It is one of the chemical structures claimed in patent US20150291606A1 [3], with therapeutic uses of such compounds claimed in WO2015157125A1 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 69.45
Molecular weight 504.36
XLogP 5.29
No. Lipinski's rules broken 1
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Canonical SMILES CCCC(Nc1ncc2c(n1)n(cc2c1ccc(cc1)CN1CCCN(CC1)C)C1CCC(CC1)O)C
Isomeric SMILES CCC[C@@H](Nc1ncc2c(n1)n(cc2c1ccc(cc1)CN1CCCN(CC1)C)[C@@H]1CC[C@H](CC1)O)C
InChI InChI=1S/C30H44N6O/c1-4-6-22(2)32-30-31-19-27-28(21-36(29(27)33-30)25-11-13-26(37)14-12-25)24-9-7-23(8-10-24)20-35-16-5-15-34(3)17-18-35/h7-10,19,21-22,25-26,37H,4-6,11-18,20H2,1-3H3,(H,31,32,33)/t22-,25-,26-/m0/s1
1. Cook RS, Jacobsen KM, Wofford AM, DeRyckere D, Stanford J, Prieto AL, Redente E, Sandahl M, Hunter DM, Strunk KE et al.. (2013)
MerTK inhibition in tumor leukocytes decreases tumor growth and metastasis.
J Clin Invest, 123 (8): 3231-42. [PMID:23867499]
2. Wang X, Frye S. (2015)
Therapuetic uses of selected pyrazolopyrimidine compounds with anti-mer tyrosine kinase activity.
Patent number: WO2015157125A1. Assignee: The University Of North Carolina At Chapel Hill. Priority date: 11/04/2014. Publication date: 15/10/2015.
3. Wang X, Zhang W, Frye S, Kireev D. (2015)
Mertk-specific pyrrolopyrimidine compounds.
Patent number: US20150291606A1. Assignee: University of North Carolina at Chapel Hill. Priority date: 11/04/2014. Publication date: 15/10/2015.
4. Zhao J, Zhang D, Zhang W, Stashko MA, DeRyckere D, Vasileiadi E, Parker RE, Hunter D, Liu Q, Zhang Y et al.. (2018)
Highly Selective MERTK Inhibitors Achieved by a Single Methyl Group.
J Med Chem, 61 (22): 10242-10254. [PMID:30347155]