BindingDB PrimarySearch

BDBM23617 (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophenyl)methyl]sulfanyl}-9H-purin-9-yl)oxolane-3,4-diol::4-nitrobenzylmercaptopurine ribonucleoside::CHEMBL418509::NBMPR::NBTI::Nitrobenzylthioinosine

SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(SCc3ccc(cc3)[N+]([O-])=O)ncnc12

InChI Key: InChIKey=DYCJFJRCWPVDHY-LSCFUAHRSA-N

Data: 9 KI 6 IC50

PDB links: 1 PDB ID matches this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 14 hits for monomerid = 23617
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
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.430	-12.6	7.60	n/a	n/a	n/a	n/a	7.4	22
University of Tennessee Health Science Center					Assay Description The compounds were tested to determine their ENT1 nucleoside transporter binding ability by a flow cytometric assay using human leukemia K562 cells i...				J Med Chem 50: 3906-20 (2007) Article DOI: 10.1021/jm070311l BindingDB Entry DOI: 10.7270/Q2XK8CVN
University of Tennessee Health Science Center					More data for this Ligand-Target Pair				3D Structure (crystal)
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.700	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Sciences Center Curated by ChEMBL					Assay Description Binding affinity to human ENT1 assessed as [3H]uridine uptake by flow cytometry				Bioorg Med Chem Lett 19: 917-21 (2009) Article DOI: 10.1016/j.bmcl.2008.11.112 BindingDB Entry DOI: 10.7270/Q2K07440
					More data for this Ligand-Target Pair				3D Structure (crystal)
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.700	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Sciences Center Curated by ChEMBL					Assay Description Displacement of 5-(SAENTA)-X8-fluorescein from K562 cell nucleoside transporter				Bioorg Med Chem Lett 14: 2257-60 (2004) Article DOI: 10.1016/j.bmcl.2004.02.016 BindingDB Entry DOI: 10.7270/Q2NK3FKH
					More data for this Ligand-Target Pair				3D Structure (crystal)
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.700	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Sciences Center Curated by ChEMBL					Assay Description Binding affinity of compound towards Nucleoside transporter es-type by facile competitive binding flow cytometric assay using the human K562 chronic ...				J Med Chem 46: 831-7 (2003) Article DOI: 10.1021/jm020405p BindingDB Entry DOI: 10.7270/Q21R6R8G
					More data for this Ligand-Target Pair				3D Structure (crystal)
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.700	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Science Center Curated by ChEMBL					Assay Description Displacement of 5-(SAENTA)-X8-fluorescein from human ENT1 transporter in human K562 cells				Bioorg Med Chem 16: 3848-65 (2008) Article DOI: 10.1016/j.bmc.2008.01.044 BindingDB Entry DOI: 10.7270/Q2GM8866
					More data for this Ligand-Target Pair				3D Structure (crystal)
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.700	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Sciences Center Curated by ChEMBL					Assay Description Displacement of SAENTA-fluorescein from human ENT1 in K562 cells after 45 mins by flow cytometry				Bioorg Med Chem 15: 7726-37 (2007) Article DOI: 10.1016/j.bmc.2007.08.058 BindingDB Entry DOI: 10.7270/Q26Q1WZD
					More data for this Ligand-Target Pair				3D Structure (crystal)
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	0.708	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Sciences Center Curated by ChEMBL					Assay Description Inhibition of human ENT1				Bioorg Med Chem Lett 19: 314-8 (2008) Article DOI: 10.1016/j.bmcl.2008.11.092 BindingDB Entry DOI: 10.7270/Q2H996F3
					More data for this Ligand-Target Pair				3D Structure (crystal)
Adenosine kinase (Toxoplasma gondii)	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	Article	1.10E+3	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
TBA					Assay Description Inhibition of Toxoplasma gondii adenosine kinase				Citation and Details Article DOI: 10.1007/s00044-011-9554-z BindingDB Entry DOI: 10.7270/Q29G5QQ7
TBA					More data for this Ligand-Target Pair
Solute carrier family 28 member 3 (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	Article PubMed	8.81E+4	n/a	n/a	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Sciences Center Curated by ChEMBL					Assay Description Binding affinity to human recombinant CNT3 expressed in pig PK15NTD cells assessed as [3H]uridine uptake by beta-scintillation counter				Bioorg Med Chem Lett 19: 917-21 (2009) Article DOI: 10.1016/j.bmcl.2008.11.112 BindingDB Entry DOI: 10.7270/Q2K07440
					More data for this Ligand-Target Pair
Adenosine kinase (Toxoplasma gondii)	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	Article	n/a	n/a	1.20E+4	n/a	n/a	n/a	n/a	n/a	n/a
TBA					Assay Description Inhibition of Toxoplasma gondii adenosine kinase				Citation and Details Article DOI: 10.1007/s00044-011-9554-z BindingDB Entry DOI: 10.7270/Q29G5QQ7
TBA					More data for this Ligand-Target Pair
Adenosine kinase (Toxoplasma gondii)	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB MMDB KEGG UniProtKB/SwissProt B.MOAD DrugBank GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	Article	n/a	n/a	1.20E+4	n/a	n/a	n/a	n/a	n/a	n/a
TBA					Assay Description Inhibition of Toxoplasma gondii adenosine kinase				Citation and Details Article DOI: 10.1007/s00044-011-9554-z BindingDB Entry DOI: 10.7270/Q29G5QQ7
TBA					More data for this Ligand-Target Pair
Equilibrative Nucleoside Transporter 1 (ENT1) (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	PDB Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PDB Article PubMed	n/a	n/a	8.51	n/a	n/a	n/a	n/a	n/a	n/a
University of Tennessee Health Science Center Curated by ChEMBL					Assay Description Binding affinity to ENT1 transporter				Bioorg Med Chem 16: 3848-65 (2008) Article DOI: 10.1016/j.bmc.2008.01.044 BindingDB Entry DOI: 10.7270/Q2GM8866
					More data for this Ligand-Target Pair				3D Structure (crystal)
Multidrug resistance-associated protein 4 (Homo sapiens (Human))	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	Reactome pathway KEGG UniProtKB/SwissProt DrugBank antibodypedia GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	PubMed	n/a	n/a	7.50E+4	n/a	n/a	n/a	n/a	n/a	n/a
The Netherlands Cancer Institute Curated by ChEMBL					Assay Description TP_TRANSPORTER: inhibition of 9-(2-phosphonomethoxyethyl)adenine(PMEA) efflux (PMEA: 1 uM) in MRP4-expressing HEK293 cells				Mol Pharmacol 63: 1094-103 (2003) BindingDB Entry DOI: 10.7270/Q2KH0PMD
The Netherlands Cancer Institute Curated by ChEMBL					More data for this Ligand-Target Pair
Equilibrative nucleoside transporter 1 (Rattus norvegicus)	BDBM23617 ((2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(4-nitrophe...) Show SMILES Show InChI	Reactome pathway KEGG UniProtKB/SwissProt GoogleScholar AffyNet	Purchase CHEMBL PC cid PC sid PDB UniChem Patents Similars	Article PubMed	n/a	n/a	0.300	n/a	n/a	n/a	n/a	n/a	n/a
Universit£ degli Studi di Urbino Carlo Bo Curated by ChEMBL					Assay Description Inhibitory concentration against human Adenosine A3 receptor expressed in HEK293 cells using 0.1 nM [3H]AB-MECA				J Med Chem 48: 6887-96 (2005) Article DOI: 10.1021/jm058018d BindingDB Entry DOI: 10.7270/Q28C9X1X
					More data for this Ligand-Target Pair