compound 6ee [PMID: 22364528]   Click here for help

GtoPdb Ligand ID: 8796

Compound class: Synthetic organic
Comment: Compound 6ee is reported from a SAR exploration to identify pan-hypoxia-Inducible factor prolyl hydroxylase 1-3 (HIF PHD1-3) inhibitors with drug-like properties as potential anti-anemia therapeutics [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 9
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 131.18
Molecular weight 586.24
XLogP 5.38
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=c1nc[nH]c(c1)N1C(=O)N(C(=O)C21CCN(CC2)Cc1ncccc1C)c1ccc(cc1)c1ccc(cc1)c1[nH]ncc1
Isomeric SMILES O=c1nc[nH]c(c1)N1C(=O)N(C(=O)C21CCN(CC2)Cc1ncccc1C)c1ccc(cc1)c1ccc(cc1)c1[nH]ncc1
InChI InChI=1S/C33H30N8O3/c1-22-3-2-15-34-28(22)20-39-17-13-33(14-18-39)31(43)40(32(44)41(33)29-19-30(42)36-21-35-29)26-10-8-24(9-11-26)23-4-6-25(7-5-23)27-12-16-37-38-27/h2-12,15-16,19,21H,13-14,17-18,20H2,1H3,(H,37,38)(H,35,36,42)
InChI Key COBUMZLYZWRZDS-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
egl-9 family hypoxia inducible factor 2 Hs Inhibitor Inhibition 9.7 pIC50 - 1
pIC50 9.7 (IC50 2x10-10 M) [1]
egl-9 family hypoxia inducible factor 1 Hs Inhibitor Inhibition 9.7 pIC50 - 1
pIC50 9.7 (IC50 2x10-10 M) [1]
egl-9 family hypoxia inducible factor 3 Hs Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3.5x10-9 M) [1]