Marvin 2D Structure

The following exact ligands are found in BindingDB

Wt: 559.5 BDBM19477

Wt: 558.5 BDBM161472

Wt: 559.5 BDBM50039492

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB (change energy unit to kcal/mol)

Found 8 hits in this display   

Target/Host (Institution)	Ligand	Target/Host Links	Ligand Links	Trg + Lig Links	Ki nM	ΔG° kJ/mole	IC50 nM	Kd nM	EC50/IC50 nM	koff s-1	kon M-1s-1	pH	Temp °C
Bifunctional ligase/repressor BirA (Staphylococcus aureus)	BDBM161472 (US9108978, 2.02) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/p-1/t10-,11+,12-,13-,15+,16+,19+/m0/s1	PDB KEGG UniProtKB/TrEMBL B.MOAD GoogleScholar AffyNet	PC cid PC sid UniChem Similars	US Patent	30	-44.7	203	n/a	n/a	n/a	n/a	8.0	37
Monash University; Adelaide Research & Innovation Pty Ltd US Patent					Assay Description Quantitation of BPL catalysed 3H-biotin incorporation into the biotin domain substrate was performed as previously described by Polyak et al, J. Biol...				US Patent US9108978 (2015) BindingDB Entry DOI: 10.7270/Q2T43RVW
					More data for this Ligand-Target Pair
Bifunctional ligase/repressor BirA (Escherichia coli)	BDBM50039492 (CHEMBL1231498) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO[P@@](O)(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/t10-,11+,12-,13-,15+,16+,19+/m0/s1	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Patents Similars	DrugBank PDB Article PubMed	87	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Adelaide Curated by ChEMBL					Assay Description Inhibition of Escherichia coli recombinant BPL using 3H-biotin as substrate after 10 mins by liquid scintillation counting analysis				ACS Med Chem Lett 6: 216-20 (2015) Article DOI: 10.1021/ml500475n BindingDB Entry DOI: 10.7270/Q2VT1TTQ
					More data for this Ligand-Target Pair				3D Structure (crystal)
Biotin--protein ligase (Homo sapiens (Human))	BDBM50039492 (CHEMBL1231498) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO[P@@](O)(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/t10-,11+,12-,13-,15+,16+,19+/m0/s1	Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Patents Similars	Article PubMed	182	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Adelaide Curated by ChEMBL					Assay Description Inhibition of human recombinant BPL using 3H-biotin as substrate after 10 mins by liquid scintillation counting analysis				ACS Med Chem Lett 6: 216-20 (2015) Article DOI: 10.1021/ml500475n BindingDB Entry DOI: 10.7270/Q2VT1TTQ
					More data for this Ligand-Target Pair
Bifunctional ligase/repressor BirA (Escherichia coli)	BDBM161472 (US9108978, 2.02) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/p-1/t10-,11+,12-,13-,15+,16+,19+/m0/s1	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	PC cid PC sid UniChem Similars	US Patent	225	-39.5	n/a	n/a	n/a	n/a	n/a	8.0	37
Monash University; Adelaide Research & Innovation Pty Ltd US Patent					Assay Description Quantitation of BPL catalysed 3H-biotin incorporation into the biotin domain substrate was performed as previously described by Polyak et al, J. Biol...				US Patent US9108978 (2015) BindingDB Entry DOI: 10.7270/Q2T43RVW
					More data for this Ligand-Target Pair
Bifunctional ligase/repressor BirA (Escherichia coli)	BDBM161472 (US9108978, 2.02) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/p-1/t10-,11+,12-,13-,15+,16+,19+/m0/s1	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	PC cid PC sid UniChem Similars	US Patent	420	-37.9	n/a	n/a	n/a	n/a	n/a	8.0	37
Monash University; Adelaide Research & Innovation Pty Ltd US Patent					Assay Description Quantitation of BPL catalysed 3H-biotin incorporation into the biotin domain substrate was performed as previously described by Polyak et al, J. Biol...				US Patent US9108978 (2015) BindingDB Entry DOI: 10.7270/Q2T43RVW
					More data for this Ligand-Target Pair
Biotin--protein ligase (Homo sapiens (Human))	BDBM50039492 (CHEMBL1231498) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO[P@@](O)(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/t10-,11+,12-,13-,15+,16+,19+/m0/s1	Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Patents Similars	Article PubMed	7.54E+5	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Nebraska-Lincoln Curated by ChEMBL					Assay Description Inhibition of human recombinant HLCS using P67 as substrate after 2 hrs relative to vehicle-treated control				Bioorg Med Chem Lett 24: 5568-71 (2014) Article DOI: 10.1016/j.bmcl.2014.11.010 BindingDB Entry DOI: 10.7270/Q2W097KM
					More data for this Ligand-Target Pair
Biotin--protein ligase (Homo sapiens (Human))	BDBM50039492 (CHEMBL1231498) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO[P@@](O)(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/t10-,11+,12-,13-,15+,16+,19+/m0/s1	Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	8.80E+3	n/a	n/a	n/a	n/a	n/a	n/a
University of Nebraska-Lincoln Curated by ChEMBL					Assay Description Inhibition of human recombinant HLCS using P67 as substrate after 2 hrs relative to vehicle-treated control				Bioorg Med Chem Lett 24: 5568-71 (2014) Article DOI: 10.1016/j.bmcl.2014.11.010 BindingDB Entry DOI: 10.7270/Q2W097KM
					More data for this Ligand-Target Pair
Bifunctional ligase/repressor BirA (Escherichia coli)	BDBM50039492 (CHEMBL1231498) Show SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO[P@@](O)(=O)OCCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)[C@@H](O)[C@H]1O |r| Show InChI InChI=1S/C20H30N7O8PS/c21-17-14-18(23-8-22-17)27(9-24-14)19-16(29)15(28)11(35-19)6-34-36(31,32)33-5-3-1-2-4-12-13-10(7-37-12)25-20(30)26-13/h8-13,15-16,19,28-29H,1-7H2,(H,31,32)(H2,21,22,23)(H2,25,26,30)/t10-,11+,12-,13-,15+,16+,19+/m0/s1	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	CHEMBL DrugBank PC cid PC sid PDB UniChem Patents Similars	DrugBank PDB Article PubMed	n/a	n/a	n/a	1.5	n/a	n/a	n/a	n/a	n/a
University of Nebraska-Lincoln Curated by ChEMBL					Assay Description Binding affinity to Escherichia coli biotin protein ligase				Bioorg Med Chem Lett 24: 5568-71 (2014) Article DOI: 10.1016/j.bmcl.2014.11.010 BindingDB Entry DOI: 10.7270/Q2W097KM
					More data for this Ligand-Target Pair				3D Structure (crystal)

Activity Spreadsheet -- ITC Data from BindingDB (change energy unit to kcal/mol)

Found 5 hits in this search

Cell (A)	Syringe (B)	Cell Links	Syringe Links	Cell + Syr Links	ΔG° kJ/mole	-TΔS° kJ/mole	ΔH° kJ/mole	log K	pH	Temp °C
BirA Bifunctional Protein (Escherichia coli)	BDBM19477 (btnOH-AMP | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-...)	DrugBank GoogleScholar KEGG PDB	PC cid PC sid PDB		-49.4	-7.94	-41.4	8.83	7.5	20
University of Maryland					Biochemistry 44: 3112-21 (2005)
BirA Bifunctional Protein (Escherichia coli)	BDBM19477 (btnOH-AMP | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-...)	DrugBank GoogleScholar KEGG PDB	PC cid PC sid PDB		-49.3	-8.77	-41.4	8.85	7.5	20
University of Maryland College Park					J Mol Biol 373: 96-111 (2007)
BirA Bifunctional Protein Mutant (V219A) (Escherichia coli)	BDBM19477 (btnOH-AMP | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-...)	GoogleScholar PDB	PC cid PC sid PDB		-46.0	9.62	-55.6	8.24	7.5	20
University of Maryland College Park					J Mol Biol 373: 96-111 (2007)
BirA Bifunctional Protein Mutant (V214A) (Escherichia coli)	BDBM19477 (btnOH-AMP | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-...)	GoogleScholar PDB	PC cid PC sid PDB		-45.6	9.18	-54.8	8.16	7.5	20
University of Maryland College Park					J Mol Biol 373: 96-111 (2007)
BirA Bifunctional Protein Mutant (W223A) (Escherichia coli)	BDBM19477 (btnOH-AMP | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-...)	GoogleScholar PDB	PC cid PC sid PDB		-41.8	-8.56	-33.4	7.41	7.5	20
University of Maryland College Park					J Mol Biol 373: 96-111 (2007)