RIPK2 inhibitor 3   Click here for help

GtoPdb Ligand ID: 10413

Synonyms: compound 3 [PMID: 31265286] | Example 1 [WO2014043446A1] | GSK2983559
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: This is an orally active RIPK2 inhibitor phosphate ester prodrug [1-2]. It is rapidly cleaved by alkaline phosphatases on contact with intestinal tissue and in whole blood. The prodrug formulation was designed to limit systemic exposure, and to focus activity at the preferred site of action in gut tissue.
A crystal structure of RIPK2 in complex with inhibitor 3 has been submitted to the PDB with ID 6RN8.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 207.26
Molecular weight 538.07
XLogP 1.49
No. Lipinski's rules broken 0
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Canonical SMILES OP(=O)(OCCOc1cc2ncnc(c2cc1S(=O)(=O)C(C)(C)C)Nc1ccc2c(c1)ncs2)O
Isomeric SMILES OP(=O)(OCCOc1cc2ncnc(c2cc1S(=O)(=O)C(C)(C)C)Nc1ccc2c(c1)ncs2)O
InChI InChI=1S/C21H23N4O7PS2/c1-21(2,3)35(29,30)19-9-14-15(10-17(19)31-6-7-32-33(26,27)28)22-11-23-20(14)25-13-4-5-18-16(8-13)24-12-34-18/h4-5,8-12H,6-7H2,1-3H3,(H,22,23,25)(H2,26,27,28)
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form RIPK2 inhibitor 5
IUPAC Name Click here for help
2-[4-(1,3-benzothiazol-5-ylamino)-6-tert-butylsulfonylquinazolin-7-yl]oxyethyl dihydrogen phosphate
Synonyms Click here for help
compound 3 [PMID: 31265286] | Example 1 [WO2014043446A1] | GSK2983559
Database Links Click here for help
GtoPdb PubChem SID 385612173
PubChem CID 73386708
Search Google for chemical match using the InChIKey MJLYDVMFNHZMLV-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey MJLYDVMFNHZMLV-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone MJLYDVMFNHZMLV