compound 8u [PMID: 31999451]   

GtoPdb Ligand ID: 10682

Compound class: Synthetic organic
Comment: Compound 8u is a novel small molecule that simultaneously inhibits the cancer targets indoleamine-2,3-dioxygenase 1 (IDO1) and signal transducer and activator of transcription 3 (STAT3) [1] which was designed to elicit multicomponent antitumour immunity. Inhibition of IDO1 acts to circumvent IDO1-induced immunosuppression in the tumour microenvironment and inhbition of STAT3 targets multiple oncogenic signalling pathways in both tumour and immune cells within the tumour microenvironment.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 109.25
Molecular weight 471.18
XLogP 4.62
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O/N=C/1\C=C(NC(C(=O)Nc2cc(OC)cc(c2)OC)Cc2ccccc2)C(=O)c2c1cccc2
Isomeric SMILES O/N=C/1\C=C(NC(C(=O)Nc2cc(OC)cc(c2)OC)Cc2ccccc2)C(=O)c2c1cccc2
InChI InChI=1S/C27H25N3O5/c1-34-19-13-18(14-20(15-19)35-2)28-27(32)25(12-17-8-4-3-5-9-17)29-24-16-23(30-33)21-10-6-7-11-22(21)26(24)31/h3-11,13-16,25,29,33H,12H2,1-2H3,(H,28,32)/b30-23+
InChI Key BTNMSAUAXSTYIU-JJKYIXSRSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(Z)-N-(3,5-Dimethoxyphenyl)-2-((4-(hydroxyimino)-1-oxo-1,4-dihydronaphthalen-2-yl) amino)-3-phenylpropanamide
Database Links
GtoPdb PubChem SID 404859129
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