TAM16   Click here for help

GtoPdb Ligand ID: 9645

PDB Ligand
Compound class: Synthetic organic
Comment: TAM16 is a benzofuran inhibitor of MTB Pks13 with potent in vitro bactericidal activity against drug-susceptible and drug-resistant clinical isolates of M. tuberculosis. In multiple mouse infection models it showed in vivo efficacy equal to the first-line TB drug isoniazid [1]. There is PDB structure 5V3Y and the compound is example 32 in [2]. Analogues are exemplified with activity data (with some gaps).
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 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 85.94
Molecular weight 380.17
XLogP 3.14
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CNC(=O)c1c(oc2c1c(CN1CCCCC1)c(cc2)O)c1ccc(cc1)O
Isomeric SMILES CNC(=O)c1c(oc2c1c(CN1CCCCC1)c(cc2)O)c1ccc(cc1)O
InChI InChI=1S/C22H24N2O4/c1-23-22(27)20-19-16(13-24-11-3-2-4-12-24)17(26)9-10-18(19)28-21(20)14-5-7-15(25)8-6-14/h5-10,25-26H,2-4,11-13H2,1H3,(H,23,27)
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel