BDBM50467780 CHEBI:5801::Hydroxychloroquine::acs.jmedchem.1c00409_ST.817::med.21724, Compound 9

SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12

InChI Key InChIKey=XXSMGPRMXLTPCZ-UHFFFAOYSA-N

Data  12 KI  5 IC50  3 EC50

Find this compound or compounds like it in BindingDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 20 hits for monomerid = 50467780   

TargetSigma non-opioid intracellular receptor 1(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  126nMAssay Description:Displacement of [3H]-pentazocin from the Sigma1 receptorMore data for this Ligand-Target Pair
TargetSigma intracellular receptor 2(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  1.00E+3nMAssay Description:Displacement of [3H]-DTG from the Sigma2 receptorMore data for this Ligand-Target Pair
Target1,3-beta-glucan synthase component GSC2(Saccharomyces cerevisiae)
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  2.51E+3nMAssay Description:hERG binding assays: Displacement of [3H]-Dofetilide (5 nM final) from hERG membranes obtained from HEK293 cellsMore data for this Ligand-Target Pair
TargetMuscarinic acetylcholine receptor M3(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  4.79E+3nMAssay Description:Activity of compound against Muscarinic acetylcholine receptor M3 (CHRM3) by displacement of 3H-QNBMore data for this Ligand-Target Pair
TargetMuscarinic acetylcholine receptor M2(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  5.13E+3nMAssay Description:Activity of compound against Muscarinic acetylcholine receptor M2 (CHRM2) by displacement of 3H-QNBMore data for this Ligand-Target Pair
TargetMuscarinic acetylcholine receptor M4(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  5.50E+3nMAssay Description:Activity of compound against Muscarinic acetylcholine receptor M4 (CHRM4) by displacement of 3H-QNBMore data for this Ligand-Target Pair
TargetAlpha-2A adrenergic receptor(Homo sapiens)
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  6.46E+3nMAssay Description:Activity of compound against Alpha-2A (ADRA2A) adrenergic receptor by displacement of [3H]-rauwolscineMore data for this Ligand-Target Pair
TargetMuscarinic acetylcholine receptor M1(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  1.55E+4nMAssay Description:Activity of compound against Muscarinic acetylcholine receptor M1 (CHRM1) by displacement of 3H-QNBMore data for this Ligand-Target Pair
TargetAlpha-2C adrenergic receptor(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  1.58E+4nMAssay Description:Activity of compound against Alpha 2C (ADRA2C) adrenergic receptor by displacement of [3H]-rauwolscineMore data for this Ligand-Target Pair
TargetMuscarinic acetylcholine receptor M5(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  2.00E+4nMAssay Description:Activity of compound against Muscarinic acetylcholine receptor M5 (CHRM5) by displacement of 3H-QNBMore data for this Ligand-Target Pair
TargetAlpha-2B adrenergic receptor(Homo sapiens (Human))
QBI COVID-19 Research Group (QCRG)

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  7.24E+4nMAssay Description:Activity of compound against Alpha 2B (ADRA2B) adrenergic receptor by displacement of [3H]-rauwolscineMore data for this Ligand-Target Pair
TargetNonstructural protein 3(Zika virus)
Australian National University

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataKi:  9.23E+4nMAssay Description:Inhibition of Zika virus NS2B-NS3 proteaseMore data for this Ligand-Target Pair
TargetReplicase polyprotein 1ab(2019-nCoV)
Michigan State University

LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataIC50: 3.58E+6nMAssay Description:This is a review article. Please point to the original journal.More data for this Ligand-Target Pair
TargetToll-like receptor 7(Homo sapiens (Human))
CSIR-Indian Institute of Chemical Biology

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataIC50: 8.60E+3nMAssay Description:Antagonist activity at human TLR7 expressed in HEK-Blue cells assessed as inhibition of CL264-induced NFkappaB activation by measuring reduction in S...More data for this Ligand-Target Pair
TargetReplicase polyprotein 1ab(Human SARS coronavirus (SARS-CoV) (Severe acute re...)
University of Bonn

LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataEC50:  7.96E+3nMAssay Description:This is a review article.More data for this Ligand-Target Pair
TargetOrf1a protein(MERS-CoV)
University of Bonn

LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataEC50:  8.27E+3nMAssay Description:This is a review article.More data for this Ligand-Target Pair
TargetAngiotensin-converting enzyme 2(Homo sapiens (Human))
University of Bonn

LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataEC50:  740nMAssay Description:This is a review article.More data for this Ligand-Target Pair
TargetToll-like receptor 7(Homo sapiens (Human))
CSIR-Indian Institute of Chemical Biology

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataIC50: 800nMAssay Description:Antagonist activity at TLR7 (unknown origin)More data for this Ligand-Target Pair
TargetToll-like receptor 9(Homo sapiens (Human))
CSIR-Indian Institute of Chemical Biology

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataIC50: 110nMAssay Description:Antagonist activity at human TLR9 expressed in HEK-Blue cells assessed as reduction in CpGB-induced NF-kappaB levels after 24 hrs by spectrophotometr...More data for this Ligand-Target Pair
TargetToll-like receptor 7(Homo sapiens (Human))
CSIR-Indian Institute of Chemical Biology

Curated by ChEMBL
LigandPNGBDBM50467780(CHEBI:5801 | Hydroxychloroquine | acs.jmedchem.1c0...)
Show SMILES CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
Show InChI InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
Affinity DataIC50: 800nMAssay Description:Antagonist activity at human TLR7 expressed in HEK-Blue cells assessed as reduction in CL264-induced NF-kappaB levels after 24 hrs by spectrophotomet...More data for this Ligand-Target Pair