BindingDB PrimarySearch

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

Data: 2 KI 11 IC50 2 Kd

PDB links: 5 PDB IDs match this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 15 hits for monomerid = 50241313
Target/Host (Institution)	Ligand	Target/Host Links	Ligand Links	Trg + Lig Links	Ki nM	ΔG° kcal/mole	IC50 nM	Kd nM	EC50/IC50 nM	k_off s^-1	k_on 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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Institute for Chemical Biology & Drug Discovery					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Institute for Chemical Biology & Drug Discovery					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Johns Hopkins University Curated by ChEMBL					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Wayne State University Curated by ChEMBL					More data for this Ligand-Target Pair
Fatty acid synthase (Rattus norvegicus)	BDBM50241313 ((5R)-4-hydroxy-3,5-dimethyl-5-[(1E)-2-methylbuta-1...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Wayne State University Curated by ChEMBL					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
University of Birmingham Curated by ChEMBL					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Russian Academy of Sciences Curated by ChEMBL					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Johns Hopkins University Curated by ChEMBL					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Konkuk University Curated by ChEMBL					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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
Institute for Chemical Biology & Drug Discovery					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...) Show SMILES CC1C(=O)S[C@](C)(\C=C(/C)C=C)C1=O Show InChI	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)