compound 1 [WO2012007375]   Click here for help

GtoPdb Ligand ID: 8084

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Development of this compound is covered in patent WO2012007375 [1]. It is a potent IRAK4 inhibitor.
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 6
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 108.78
Molecular weight 400.14
XLogP 1.94
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCC1CCN(CC1)c1ccc(cc1NC(=O)c1cnn2c1ncc(c2)O)Cl
Isomeric SMILES NCC1CCN(CC1)c1ccc(cc1NC(=O)c1cnn2c1ncc(c2)O)Cl
InChI InChI=1S/C19H21ClN6O2/c20-13-1-2-17(25-5-3-12(8-21)4-6-25)16(7-13)24-19(28)15-10-23-26-11-14(27)9-22-18(15)26/h1-2,7,9-12,27H,3-6,8,21H2,(H,24,28)
InChI Key BNVZRFQNZWYPQH-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-{2-[4-(aminomethyl)piperidin-1-yl]-5-chlorophenyl}-6-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxamide
Database Links Click here for help
GtoPdb PubChem SID 249565764
PubChem CID 58056241
Search Google for chemical match using the InChIKey BNVZRFQNZWYPQH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BNVZRFQNZWYPQH
UniChem Compound Search for chemical match using the InChIKey BNVZRFQNZWYPQH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BNVZRFQNZWYPQH-UHFFFAOYSA-N