ADU-S100   Click here for help

GtoPdb Ligand ID: 10192

Synonyms: dithio-(Rp,Rp)-[cyclic[A(2',5')pA(3',5')p]] | MIW815 | ML RR-S2 CDA [1] | S100
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: ADU-S100 (a.k.a. ML RR-S2 CDA) is a synthetic cyclic dinucleotide STING agonist that is being developed as an immuno-oncology lead by Aduro BioTech and Novartis [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 5
Rotatable bonds 2
Topological polar surface area 362.89
Molecular weight 690.06
XLogP -2.13
No. Lipinski's rules broken 1
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Canonical SMILES OC1C2COP(=O)(S)OC3C(COP(=S)(OC1C(O2)n1cnc2c1ncnc2N)O)OC(C3O)n1cnc2c1ncnc2N
Isomeric SMILES OC1[C@H]2COP(=O)(S)O[C@@H]3[C@@H](COP(=S)(O[C@H]1[C@@H](O2)n1cnc2c1ncnc2N)O)O[C@H]([C@@H]3O)n1cnc2c1ncnc2N
InChI InChI=1S/C20H24N10O10P2S2/c21-15-9-17(25-3-23-15)29(5-27-9)19-12(32)13-8(38-19)2-36-42(34,44)40-14-11(31)7(1-35-41(33,43)39-13)37-20(14)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,43)(H,34,44)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11?,12-,13-,14-,19-,20-,41?,42?/m1/s1
Bioactivity Comments
ADU-S100 activates human and mouse STING and promotes pro-inflammatory cytokine production [1]. In mouse xenograft models ADU-S100 induces profound regression of established tumours and distant metastases and generates long-lived anti-tumour immunologic memory.
Selectivity at other protein targets
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
stimulator of interferon response cGAMP interactor 1 Hs Agonist Agonist - - - 1