compound 13r [PMID: 23639540]   Click here for help

GtoPdb Ligand ID: 8144

Compound class: Synthetic organic
Comment: Compound 13r is one of the analogues assessed in a study to identify selective inhibitors of bone morphogenetic protein receptor isotypes [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 49.56
Molecular weight 420.21
XLogP 4.41
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CN1CCN(CC1)c1ccc(cc1)c1cnc2n(c1)ncc2c1ccnc2c1cccc2
Isomeric SMILES CN1CCN(CC1)c1ccc(cc1)c1cnc2n(c1)ncc2c1ccnc2c1cccc2
InChI InChI=1S/C26H24N6/c1-30-12-14-31(15-13-30)21-8-6-19(7-9-21)20-16-28-26-24(17-29-32(26)18-20)22-10-11-27-25-5-3-2-4-23(22)25/h2-11,16-18H,12-15H2,1H3
Bioactivity Comments
Compound 13r shows little selectivity across the members of the Type I receptor serine/threonine kinases family, which contains the bone morphogenetic protein receptors, and also inhibits transforming growth factor, beta receptor II (TGFBR2, a Type II receptor serine/threonine kinase) with IC50 of 15nM [1].
We have tagged ALK1/ACVRL1 as primary target for compound 13r based only on the fact that this is the first member of the protein family, with several members being equally sensitive to compound 13r inhibition.
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
activin A receptor type IL Primary target of this compound Hs Inhibitor Inhibition >8.3 pIC50 - 1
pIC50 >8.3 (IC50 <5x10-9 M) [1]
activin A receptor type 1 Hs Inhibitor Inhibition >8.3 pIC50 - 1
pIC50 >8.3 (IC50 <5x10-9 M) [1]
bone morphogenetic protein receptor type IA Hs Inhibitor Inhibition >8.3 pIC50 - 1
pIC50 >8.3 (IC50 <5x10-9 M) [1]
bone morphogenetic protein receptor type IB Hs Inhibitor Inhibition >8.3 pIC50 - 1
pIC50 >8.3 (IC50 <5x10-9 M) [1]
transforming growth factor beta receptor 1 Hs Inhibitor Inhibition 7.1 pIC50 - 1
pIC50 7.1 (IC50 7.5x10-8 M) [1]
activin A receptor type 1B Hs Inhibitor Inhibition 6.7 pIC50 - 1
pIC50 6.7 (IC50 1.83x10-7 M) [1]