compound 18n [PMID: 34382802]   Click here for help

GtoPdb Ligand ID: 11735

Compound class: Synthetic organic
Comment: Compound 18n is a chemical tool that is suitable for exploring the function of monocarboxylate transporter 4 (MCT4: SLC16A3) [1]. MCT4 and its role in lactate modulation is under investigation as a potential mechanistic approach as a novel cancer therapy. Compound 18n is active in vitro and induces the expected pharmacodynamic effects (lactate modulation and antitumour activity) in an in vivo model.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 136.09
Molecular weight 537.08
XLogP 2.58
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CCOc1ccc(c2c1cccn2)S(=O)(=O)Nc1ccc(cc1C#Cc1cnc(cc1OC)C(=O)O)Cl
Isomeric SMILES Clc1ccc(c(c1)C#Cc1c(cc(nc1)C(=O)O)OC)NS(=O)(=O)c1ccc(c2cccnc12)OCC
InChI InChI=1S/C26H20ClN3O6S/c1-3-36-22-10-11-24(25-19(22)5-4-12-28-25)37(33,34)30-20-9-8-18(27)13-16(20)6-7-17-15-29-21(26(31)32)14-23(17)35-2/h4-5,8-15,30H,3H2,1-2H3,(H,31,32)
1. Heinrich T, Sala-Hojman A, Ferretti R, Petersson C, Minguzzi S, Gondela A, Ramaswamy S, Bartosik A, Czauderna F, Crowley L et al.. (2021)
Discovery of 5-{2-[5-Chloro-2-(5-ethoxyquinoline-8-sulfonamido)phenyl]ethynyl}-4-methoxypyridine-2-carboxylic Acid, a Highly Selective in Vivo Useable Chemical Probe to Dissect MCT4 Biology.
J Med Chem, 64 (16): 11904-11933. [PMID:34382802]