I-C11   Click here for help

GtoPdb Ligand ID: 10374

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: I-C11 is an inhibitor of the PTPN22 tyrosine phosphatase [1-2]. It binds both the active (orthosteric) site and an allosteric, PTPN22 unique site (S35TKYKADK42) that confers selectivity. The chemical structure for I-C11 is claimed in patent WO2009049098A2 [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 130.48
Molecular weight 532.17
XLogP 5.99
No. Lipinski's rules broken 1
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Canonical SMILES O=C(Nc1cccc2c1cccc2)CCCn1nnc(c1)c1c(oc2c1cc(C(=O)O)c(c2)O)c1ccccc1
Isomeric SMILES O=C(Nc1cccc2c1cccc2)CCCn1nnc(c1)c1c(oc2c1cc(C(=O)O)c(c2)O)c1ccccc1
InChI InChI=1S/C31H24N4O5/c36-26-17-27-23(16-22(26)31(38)39)29(30(40-27)20-9-2-1-3-10-20)25-18-35(34-33-25)15-7-14-28(37)32-24-13-6-11-19-8-4-5-12-21(19)24/h1-6,8-13,16-18,36H,7,14-15H2,(H,32,37)(H,38,39)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-hydroxy-3-[1-[4-(naphthalen-1-ylamino)-4-oxobutyl]triazol-4-yl]-2-phenyl-1-benzofuran-5-carboxylic acid
Database Links Click here for help
BindingDB Ligand 50335895
ChEMBL Ligand CHEMBL260920
GtoPdb PubChem SID 384403654
PubChem CID 25262525
Search Google for chemical match using the InChIKey RSPKMGDZBNPGGF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RSPKMGDZBNPGGF
UniChem Compound Search for chemical match using the InChIKey RSPKMGDZBNPGGF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RSPKMGDZBNPGGF-UHFFFAOYSA-N