ulevostinag   Click here for help

GtoPdb Ligand ID: 11972

Synonyms: compound 26 [PMID: 35332774] | MK-1454 | MK1454
Compound class: Synthetic organic
Comment: Ulevostinag (MK-1454) is a small molecule STING agonist that was developed as an anti-tumour agent [1]. It is a cyclic dinucleotide derivative.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 345.95
Molecular weight 710.05
XLogP -0.81
No. Lipinski's rules broken 1
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Canonical SMILES Nc1[nH]c(=O)c2c(n1)n(cn2)[C@@H]1O[C@H]2[C@H]([C@H]1O[P@](=O)(S)OC[C@@H]1[C@@H](O[P@@](=O)(OC2)S)[C@@H]([C@@H](O1)n1cnc2c1ncnc2N)F)F
Isomeric SMILES Nc1ncnc2c1ncn2[C@H]1[C@@H](F)[C@@H]2O[P@](=O)(S)OC[C@@H]3[C@H]([C@@H](O[P@@](=O)(OC[C@H]2O1)S)[C@@H](O3)n1c2nc(N)[nH]c(=O)c2nc1)F
InChI InChI=1S/C20H22F2N10O9P2S2/c21-8-6-1-36-42(34,44)40-12-7(39-18(9(12)22)31-4-27-10-14(23)25-3-26-15(10)31)2-37-43(35,45)41-13(8)19(38-6)32-5-28-11-16(32)29-20(24)30-17(11)33/h3-9,12-13,18-19H,1-2H2,(H,34,44)(H,35,45)(H2,23,25,26)(H3,24,29,30,33)/t6-,7-,8-,9+,12-,13-,18-,19-,42-,43-/m1/s1
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 Mm Agonist Agonist 10.7 pKd - 1
pKd 10.7 (Kd 2x10-11 M) [1]
stimulator of interferon response cGAMP interactor 1 Hs Agonist Agonist 8.5 pKd - 1
pKd 8.5 (Kd 2.95x10-9 M) [1]