BDBM50241313 (5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1,3-dienyl]thiophen-2(5H)-one::(R)-(+)-Thiolactomycin::(R)-4-Hydroxy-3,5-dimethyl-5-((E)-2-methyl-buta-1,3-dienyl)-5H-thiophen-2-one::(R,E)-4-hydroxy-3,5-dimethyl-5-(2-methylbuta-1,3-dienyl)thiophen-2(5H)-one::5R-Thiolactomycin::CHEMBL399043::TLM analog, 1
SMILES: CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O
InChI Key: InChIKey=IKJRVRCIDNWYPZ-CXQVHHQOSA-N
Target/Host (Institution) | Ligand | Target/Host Links | Ligand Links | Trg + Lig Links | Ki nM | ΔG° kcal/mole | IC50 nM | Kd nM | EC50/IC50 nM | koff s-1 | kon M-1s-1 | pH | Temp °C |
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Beta-ketoacyl-ACP synthase (KasA) C171Q (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB KEGG UniProtKB/SwissProt B.MOAD GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | PDB Article PubMed | 1.90E+3 | n/a | n/a | n/a | n/a | n/a | n/a | 8.5 | n/a |
Institute for Chemical Biology & Drug Discovery | Assay Description Binding of TLM and the TLM analogs to KasA was quantified by monitoring changes in the intrinsic tryptophan fluroescence of the enzyme using 280-nm e... | J Biol Chem 288: 6045-52 (2013) Article DOI: 10.1074/jbc.M112.414516 BindingDB Entry DOI: 10.7270/Q2KP80S4 | |||||||||||
More data for this Ligand-Target Pair | ![]() 3D Structure (crystal) | ||||||||||||
Beta-ketoacyl-ACP synthase (KasA) C171Q (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB KEGG UniProtKB/SwissProt B.MOAD GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | PDB Article PubMed | 1.75E+5 | n/a | n/a | n/a | n/a | n/a | n/a | 8.5 | n/a |
Institute for Chemical Biology & Drug Discovery | Assay Description Binding of TLM and the TLM analogs to KasA was quantified by monitoring changes in the intrinsic tryptophan fluroescence of the enzyme using 280-nm e... | J Biol Chem 288: 6045-52 (2013) Article DOI: 10.1074/jbc.M112.414516 BindingDB Entry DOI: 10.7270/Q2KP80S4 | |||||||||||
More data for this Ligand-Target Pair | ![]() 3D Structure (crystal) | ||||||||||||
β-Ketoacyl-acyl carrier protein (ACP) synthase III (FabH) (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB UniProtKB/SwissProt GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | 4.00E+3 | n/a | n/a | n/a | n/a | n/a | n/a |
National Institute of Allergy and Infectious Diseases Curated by ChEMBL | Assay Description Inhibitory activity against KasA from Mycobacterium tuberculosis H37Rv | J Med Chem 49: 159-71 (2006) Article DOI: 10.1021/jm050825p BindingDB Entry DOI: 10.7270/Q2NG4RDB | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
β-Ketoacyl-acyl carrier protein (ACP) synthase III (FabH) (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB UniProtKB/SwissProt GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | 8.70E+4 | n/a | n/a | n/a | n/a | n/a | n/a |
National Institute of Allergy and Infectious Diseases Curated by ChEMBL | Assay Description Inhibitory activity against FabH from Mycobacterium tuberculosis H37Rv | J Med Chem 49: 159-71 (2006) Article DOI: 10.1021/jm050825p BindingDB Entry DOI: 10.7270/Q2NG4RDB | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
3-oxoacyl-[acyl-carrier-protein] synthase 2 (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB KEGG UniProtKB/SwissProt B.MOAD GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | 6.00E+3 | n/a | n/a | n/a | n/a | n/a | n/a |
National Institute of Allergy and Infectious Diseases Curated by ChEMBL | Assay Description Inhibitory activity against KasB from Mycobacterium tuberculosis H37Rv | J Med Chem 49: 159-71 (2006) Article DOI: 10.1021/jm050825p BindingDB Entry DOI: 10.7270/Q2NG4RDB | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Fatty acid synthase (Homo sapiens (Human)) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | PubMed | n/a | n/a | 1.42E+5 | n/a | n/a | n/a | n/a | n/a | n/a |
Johns Hopkins University Curated by ChEMBL | Assay Description Inhibitory concentration against purified human fatty acid synthase activity in ZR-75-1 breast cancer cells | J Med Chem 48: 946-61 (2005) BindingDB Entry DOI: 10.7270/Q2NS0XN4 | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Fatty acid synthase (Homo sapiens (Human)) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | 1.00E+5 | n/a | n/a | n/a | n/a | n/a | n/a |
National Institute of Allergy and Infectious Diseases Curated by ChEMBL | Assay Description Inhibitory activity against human FAS1 | J Med Chem 49: 159-71 (2006) Article DOI: 10.1021/jm050825p BindingDB Entry DOI: 10.7270/Q2NG4RDB | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Fatty acid synthase (Homo sapiens (Human)) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | >3.80E+5 | n/a | n/a | n/a | n/a | n/a | n/a |
Wayne State University Curated by ChEMBL | Assay Description Inhibition of FASN in human HepG2 cells | J Med Chem 54: 5615-38 (2011) Article DOI: 10.1021/jm2005805 BindingDB Entry DOI: 10.7270/Q21N8261 | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Fatty acid synthase (Rattus norvegicus) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | >9.51E+5 | n/a | n/a | n/a | n/a | n/a | n/a |
Wayne State University Curated by ChEMBL | Assay Description Inhibition of FASN in rat liver | J Med Chem 54: 5615-38 (2011) Article DOI: 10.1021/jm2005805 BindingDB Entry DOI: 10.7270/Q21N8261 | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
β-Ketoacyl-acyl carrier protein (ACP) synthase III (FabH) (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB UniProtKB/SwissProt GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | 7.50E+4 | n/a | n/a | n/a | n/a | n/a | n/a |
University of Birmingham Curated by ChEMBL | Assay Description Inhibition of Mycobacterium tuberculosis FabH | Bioorg Med Chem Lett 17: 5643-6 (2007) Article DOI: 10.1016/j.bmcl.2007.07.082 BindingDB Entry DOI: 10.7270/Q2QF8TPJ | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Apurinic-apyrimidinic endonuclease 1 (APE-1) (Homo sapiens (Human)) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank antibodypedia GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | PubMed | n/a | n/a | 1.00E+3 | n/a | n/a | n/a | n/a | n/a | n/a |
Russian Academy of Sciences Curated by ChEMBL | Assay Description Inhibition of human APE1 preincubated for 15 mins followed by substrate addition by HTS assay | Bioorg Med Chem 25: 2531-2544 (2017) BindingDB Entry DOI: 10.7270/Q2P55R4B | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Fatty acid synthase (Homo sapiens (Human)) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB Reactome pathway KEGG UniProtKB/SwissProt B.MOAD DrugBank antibodypedia GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | PubMed | n/a | n/a | 9.98E+4 | n/a | n/a | n/a | n/a | n/a | n/a |
Johns Hopkins University Curated by ChEMBL | Assay Description Inhibitory concentration against purified human fatty acid synthase activity in ZR-75-1 breast cancer cells | J Med Chem 48: 946-61 (2005) BindingDB Entry DOI: 10.7270/Q2NS0XN4 | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Beta-ketoacyl-ACP synthase III (FabH) (Escherichia coli) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB UniProtKB/TrEMBL B.MOAD DrugBank GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | Article PubMed | n/a | n/a | n/a | 1.21E+5 | n/a | n/a | n/a | n/a | n/a |
Konkuk University Curated by ChEMBL | Assay Description Binding affinity to Escherichia coli K12 KAS 3 expressed in Escherichia coli BL21 by fluorescence quenching analysis | Bioorg Med Chem 17: 1506-13 (2009) Article DOI: 10.1016/j.bmc.2009.01.004 BindingDB Entry DOI: 10.7270/Q2XS5V8R | |||||||||||
More data for this Ligand-Target Pair | |||||||||||||
Beta-ketoacyl-ACP synthase (KasA) (Mycobacterium tuberculosis) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB KEGG UniProtKB/SwissProt B.MOAD GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | PDB Article PubMed | n/a | n/a | n/a | 2.26E+5 | n/a | n/a | n/a | 8.5 | n/a |
Institute for Chemical Biology & Drug Discovery | Assay Description Binding of TLM and the TLM analogs to KasA was quantified by monitoring changes in the intrinsic tryptophan fluroescence of the enzyme using 280-nm e... | J Biol Chem 288: 6045-52 (2013) Article DOI: 10.1074/jbc.M112.414516 BindingDB Entry DOI: 10.7270/Q2KP80S4 | |||||||||||
More data for this Ligand-Target Pair | ![]() 3D Structure (crystal) | ||||||||||||
3-oxoacyl-[acyl-carrier-protein] synthase 1 (Escherichia coli (strain K12)) | BDBM50241313![]() ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) | PDB MMDB KEGG UniProtKB/SwissProt UniProtKB/TrEMBL B.MOAD DrugBank GoogleScholar | CHEMBL MMDB PC cid PC sid PDB UniChem Patents Similars | MMDB PDB Article PubMed | n/a | n/a | 1.20E+4 | n/a | n/a | n/a | n/a | n/a | n/a |
National Institute of Allergy and Infectious Diseases Curated by ChEMBL | Assay Description Inhibitory activity against FabB from Escherichia coli ANSI | J Med Chem 49: 159-71 (2006) Article DOI: 10.1021/jm050825p BindingDB Entry DOI: 10.7270/Q2NG4RDB | |||||||||||
More data for this Ligand-Target Pair | ![]() 3D Structure (crystal) |