GSK2830371   Click here for help

GtoPdb Ligand ID: 11103

Synonyms: compound 8 [PMID: 24390428] | GSK-2830371
Compound class: Synthetic organic
Comment: GSK2830371 is an orally active, small-molecule inhibitor of metal-dependent Ser/Thr phosphatase PPM1D [1]. Inhibition of PPM1D increases phosphorylation (inhibits dephosphorylation) of PPM1D substrates. GSK2830371 binds at an allosteric position close to PPM1D's catalytic site. Referred to as the 'flap' subdomain, this region is unique to PPM1D compared to other members of the PPM phosphatase family, and this confers PPM1D selectivity. GSK2830371 appears to be effective only in cell lines overexpressing PPM1D and with wild-type TP53 (HGNC:11998). Cell lines with mutant TP53 seem to be resistant to GSK2830371.
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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 11
Topological polar surface area 111.36
Molecular weight 460.17
XLogP 3.63
No. Lipinski's rules broken 0
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Canonical SMILES O=C([C@@H](NC(=O)c1ccc(s1)CNc1cc(Cl)cnc1C)CC1CCCC1)NC1CC1
Isomeric SMILES O=C([C@@H](NC(=O)c1ccc(s1)CNc1cc(Cl)cnc1C)CC1CCCC1)NC1CC1
InChI InChI=1S/C23H29ClN4O2S/c1-14-19(11-16(24)12-25-14)26-13-18-8-9-21(31-18)23(30)28-20(10-15-4-2-3-5-15)22(29)27-17-6-7-17/h8-9,11-12,15,17,20,26H,2-7,10,13H2,1H3,(H,27,29)(H,28,30)/t20-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 8 [PMID: 24390428] | GSK-2830371
Database Links Click here for help
BindingDB Ligand 50118478
CAS Registry No. 1404456-53-6 (source: PubChem)
ChEMBL Ligand CHEMBL3613749
GtoPdb PubChem SID 434122164
PubChem CID 70983932
Search Google for chemical match using the InChIKey IVDUVEGCMXCMSO-FQEVSTJZSA-N
Search Google for chemicals with the same backbone IVDUVEGCMXCMSO
UniChem Compound Search for chemical match using the InChIKey IVDUVEGCMXCMSO-FQEVSTJZSA-N
UniChem Connectivity Search for chemical match using the InChIKey IVDUVEGCMXCMSO-FQEVSTJZSA-N