7ACC2   Click here for help

GtoPdb Ligand ID: 8818

Synonyms: compound 19 [PMID: 24095010]
PDB Ligand
Compound class: Synthetic organic
Comment: 7ACC2 is a lead entity identified as an inhibitor of lactate transport (uptake) mediated by the monocarboxylate transporter 4 (MCT4, SLC16A3) [1]. It is hypothesised that inhibition of lactate flux in cancer cells will have a cytotoxic effect, by limiting their ability to fuel the TCA cycle.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 70.75
Molecular weight 309.1
XLogP 4.61
No. Lipinski's rules broken 0
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Canonical SMILES CN(c1ccc2c(c1)oc(=O)c(c2)C(=O)O)Cc1ccccc1
Isomeric SMILES CN(c1ccc2c(c1)oc(=O)c(c2)C(=O)O)Cc1ccccc1
InChI InChI=1S/C18H15NO4/c1-19(11-12-5-3-2-4-6-12)14-8-7-13-9-15(17(20)21)18(22)23-16(13)10-14/h2-10H,11H2,1H3,(H,20,21)
1. Draoui N, Schicke O, Fernandes A, Drozak X, Nahra F, Dumont A, Douxfils J, Hermans E, Dogné JM, Corbau R et al.. (2013)
Synthesis and pharmacological evaluation of carboxycoumarins as a new antitumor treatment targeting lactate transport in cancer cells.
Bioorg Med Chem, 21 (22): 7107-17. [PMID:24095010]