Coumestan-cpd8
Lead compound 8 presented potential safety concerns because it inhibits the hERG potassium channel in electrophysiology patch-clamp assays (IC50 = 0.52 microM) Fluoro-substituted compound 23 and oxazine-containing coumestan 32 where then developped
General
Type : Piperidine, Benzofuran, Chromen
Chemical_Nomenclature : 3,8-dihydroxy-7-(piperidin-1-ylmethyl)-[1]benzofuro[3,2-c]chromen-6-one
Canonical SMILES : C1CCN(CC1)CC2=C(C=CC3=C2C4=C(O3)C5=C(C=C(C=C5)O)OC4=O)O
InChI : InChI=1S\/C21H19NO5\/c23-12-4-5-13-17(10-12)27-21(25)19-18-14(11-22-8-2-1-3-9-22)15(24)6-7-16(18)26-20(13)19\/h4-7,10,23-24H,1-3,8-9,11H2
InChIKey : SORWCEYAEWEEFV-UHFFFAOYSA-N
Other name(s) : CHEMBL4527696 || 3,8-bis(oxidanyl)-7-(piperidin-1-ylmethyl)-[1]benzofuro[3,2-c]chromen-6-one || BDBM50590067 || 3,8-dihydroxy-7-(1-piperidylmethyl)benzofuro[3,2-c]chromen-6-one || 7IJ
MW : 365.4
Formula : C21H19NO5
CAS_number :
PubChem : 155545329
UniChem : SORWCEYAEWEEFV-UHFFFAOYSA-N
Target
Families : Coumestan-cpd8 ligand of proteins in family
Thioesterase
Structure :
7VJT
Protein :
myctu-PKS13
References (3)
| Title : Structure-Based Optimization of Coumestan Derivatives as Polyketide Synthase 13-Thioesterase(Pks13-TE) Inhibitors with Improved hERG Profiles for Mycobacterium tuberculosis Treatment - Zhang_2022_J.Med.Chem_65_13240 |
| Author(s) : Zhang W , Lun S , Wang SS , Cai YP , Yang F , Tang J , Bishai WR , Yu LF |
| Ref : Journal of Medicinal Chemistry , 65 :13240 , 2022 |
| Abstract : |
| PubMedSearch : Zhang_2022_J.Med.Chem_65_13240 |
| PubMedID: 36174223 |
| Gene_locus related to this paper: myctu-PKS13 |
| Title : Identification of Novel Coumestan Derivatives as Polyketide Synthase 13 Inhibitors against Mycobacterium tuberculosis. Part II - Zhang_2019_J.Med.Chem_62_3575 |
| Author(s) : Zhang W , Lun S , Liu LL , Xiao S , Duan G , Gunosewoyo H , Yang F , Tang J , Bishai WR , Yu LF |
| Ref : Journal of Medicinal Chemistry , 62 :3575 , 2019 |
| Abstract : |
| PubMedSearch : Zhang_2019_J.Med.Chem_62_3575 |
| PubMedID: 30875203 |
| Gene_locus related to this paper: myctu-PKS13 |
| Title : Identification of Novel Coumestan Derivatives as Polyketide Synthase 13 Inhibitors against Mycobacterium tuberculosis - Zhang_2018_J.Med.Chem_61_791 |
| Author(s) : Zhang W , Lun S , Wang SH , Jiang XW , Yang F , Tang J , Manson AL , Earl AM , Gunosewoyo H , Bishai WR , Yu LF |
| Ref : Journal of Medicinal Chemistry , 61 :791 , 2018 |
| Abstract : |
| PubMedSearch : Zhang_2018_J.Med.Chem_61_791 |
| PubMedID: 29328655 |
| Gene_locus related to this paper: myctu-PKS13 |