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
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 479821112
PubChem CID 166642489
Search Google for chemical match using the InChIKey CUQPAAUFONWYPW-NRFANRHFSA-N
Search Google for chemicals with the same backbone CUQPAAUFONWYPW
UniChem Compound Search for chemical match using the InChIKey CUQPAAUFONWYPW-NRFANRHFSA-N
UniChem Connectivity Search for chemical match using the InChIKey CUQPAAUFONWYPW-NRFANRHFSA-N