OPB-171775   Click here for help

GtoPdb Ligand ID: 13643

Synonyms: Example 124 [US20190023662] [2] | OPB171775
Compound class: Synthetic organic
Comment: OPB-171775 is a molecular glue [3]. Structurally it is a PDE3A inhibitor derivative. In gastrointestinal stromal tumour cells it promotes formation of a ternary complex with phosphodiesterase 3A (PDE3A) and schlafen family member 12 (SLFN12). PDE3A/SLFN12 complex formation activates the pro-apoptotic ribonuclease activity of SLFN12, which results in a cytotoxic antitumour effect [1]. This molecular mechanism is proposed as an alternative to tyrosine kinase inhibitor (TKI)-based cancer therapies, particularly for TKI-resistant tumours.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 70.92
Molecular weight 312.31
XLogP 1.55
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES C[C@@H]1CC(=O)NN=C1C2=C(C(=C(C=C2)OCC(C)(C)O)F)F
Isomeric SMILES C[C@@H]1CC(=O)NN=C1C2=C(C(=C(C=C2)OCC(C)(C)O)F)F
InChI InChI=1S/C15H18F2N2O3/c1-8-6-11(20)18-19-14(8)9-4-5-10(13(17)12(9)16)22-7-15(2,3)21/h4-5,8,21H,6-7H2,1-3H3,(H,18,20)/t8-/m1/s1
InChI Key GGUTYKLJESECBW-MRVPVSSYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
(4R)-3-[2,3-difluoro-4-(2-hydroxy-2-methylpropoxy)phenyl]-4-methyl-4,5-dihydro-1H-pyridazin-6-one
Synonyms Click here for help
Example 124 [US20190023662] [2] | OPB171775
Database Links Click here for help
CAS Registry No. 2131210-15-4 (source: PubChem)
GtoPdb PubChem SID 504705462
PubChem CID 137378218
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UniChem Connectivity Search for chemical match using the InChIKey GGUTYKLJESECBW-MRVPVSSYSA-N