NC1   Click here for help

GtoPdb Ligand ID: 10373

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: NC1 is reported as an allosteric inhibitor of tyrosine phosphatase PTPN22 [1]. The binding mode of NC1 is noncompetitive. Its binding restricts the closure of the phosphatase's catalytic WPD-loop, and simultaneously binds to a second PTPN22-specific pocket which determines its selectivity for PTPN22 compared to other phosphatases.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 140.03
Molecular weight 546.15
XLogP 4.52
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)c1ccc(cc1)N=C1SC(=Cc2ccc(c(c2)OC)OCc2ccc(cc2)C(=O)O)C(=O)N1C
Isomeric SMILES CCOC(=O)c1ccc(cc1)N=C1S/C(=C\c2ccc(c(c2)OC)OCc2ccc(cc2)C(=O)O)/C(=O)N1C
InChI InChI=1S/C29H26N2O7S/c1-4-37-28(35)21-10-12-22(13-11-21)30-29-31(2)26(32)25(39-29)16-19-7-14-23(24(15-19)36-3)38-17-18-5-8-20(9-6-18)27(33)34/h5-16H,4,17H2,1-3H3,(H,33,34)/b25-16-,30-29?
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[[4-[(Z)-[2-(4-ethoxycarbonylphenyl)imino-3-methyl-4-oxo-1,3-thiazolidin-5-ylidene]methyl]-2-methoxyphenoxy]methyl]benzoic acid
Database Links Click here for help
GtoPdb PubChem SID 384403653
PubChem CID 6534740
Search Google for chemical match using the InChIKey MEYCXOYFLJPZOT-FXALAWDZSA-N
Search Google for chemicals with the same backbone MEYCXOYFLJPZOT
UniChem Compound Search for chemical match using the InChIKey MEYCXOYFLJPZOT-FXALAWDZSA-N
UniChem Connectivity Search for chemical match using the InChIKey MEYCXOYFLJPZOT-FXALAWDZSA-N