S4-1   Click here for help

GtoPdb Ligand ID: 12321

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: S4-1 is reported as a small molecule inhibitor of the PD-1/PD-L1 inhibitory immune checkpoint [1] that is exploited for cancer immunotherapy. It promotes dimerisation and internalisation of PD-L1 which reduces the opportunity of signaling via interaction with PD-1. As predicted, S4-1-induced PD-L1/PD-1 pathway blockade promotes T cell activation and reverses the immune inhibitory tumour microenvironment. In vivo, it has demonstrated anti-tumour effects in lung and colorectal cancer models (following intraperitoneal administration). Such small molecules are envisaged as alternatives to the existing anti-PD-L1 and anti-PD-1 monoclonal antibody therapeutics.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 116.17
Molecular weight 460.16
XLogP 3.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC[C@@H](C(=O)O)NCc1cc2c(cc1OC)C(=O)N(C2=O)c1cccc(c1C)c1ccccc1
Isomeric SMILES OC[C@@H](C(=O)O)NCc1cc2c(C(=O)N(c3c(C)c(c4ccccc4)ccc3)C2=O)cc1OC
InChI InChI=1S/C26H24N2O6/c1-15-18(16-7-4-3-5-8-16)9-6-10-22(15)28-24(30)19-11-17(13-27-21(14-29)26(32)33)23(34-2)12-20(19)25(28)31/h3-12,21,27,29H,13-14H2,1-2H3,(H,32,33)/t21-/m0/s1
InChI Key CUQPAAUFONWYPW-NRFANRHFSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
((6-Methoxy-2-(2-methyl-[1,1′-biphenyl]-3-yl)-1,3-dioxoisoindolin-5-yl)methyl)serine
Database Links Click here for help
GtoPdb PubChem SID 479821112
PubChem CID 166642489
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