SGX-523   Click here for help

GtoPdb Ligand ID: 5709

Synonyms: SGX523
PDB Ligand
Compound class: Synthetic organic
Comment: SGX-523 is an ATP-competitive, highly selective inhibitor of the receptor tyrosine kinase, hepatocyte growth factor receptor (MET) [1] [2]. While Buchanan et al. [1] include three PDB structures linked via PubMed to MMDB entries, two of them depict a charge-state tautomer of SGX-523. These thus point to a different compound PubChem CID 42628064 but the PDB link above points to the correct ligand structure. Note also, becasue of its established specificity, this now has a SGC Probe Portal entry SGX-523.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 99.09
Molecular weight 359.1
XLogP 4.78
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Cn1ncc(c1)c1ccc2n(n1)c(nn2)Sc1ccc2c(c1)cccn2
Isomeric SMILES Cn1ncc(c1)c1ccc2n(n1)c(nn2)Sc1ccc2c(c1)cccn2
InChI InChI=1S/C18H13N7S/c1-24-11-13(10-20-24)16-6-7-17-21-22-18(25(17)23-16)26-14-4-5-15-12(9-14)3-2-8-19-15/h2-11H,1H3
InChI Key BCZUAADEACICHN-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-[[6-(1-methylpyrazol-4-yl)-[1,2,4]triazolo[5,4-f]pyridazin-3-yl]sulfanyl]quinoline
Synonyms Click here for help
SGX523
Database Links Click here for help
CAS Registry No. 1022150-57-7 (source: PubChem)
ChEMBL Ligand CHEMBL1236107
GtoPdb PubChem SID 178102335
PubChem CID 24779724
RCSB PDB Ligand SX8
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SynPHARM 81064 (in complex with MET proto-oncogene, receptor tyrosine kinase)
81205 (in complex with MET proto-oncogene, receptor tyrosine kinase)

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Tocris
SGX 523
Cat. No. 5356