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BDBM50300710 8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrimidin-6-amine::CHEMBL582044

SMILES: NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1

InChI Key: InChIKey=UFWSJOVQEPTPNE-UHFFFAOYSA-N

Data: 13 IC50  2 EC50

PDB links: 1 PDB ID matches this monomer.

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

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 15 hits for monomerid = 50300710   
Target/Host
(Institution)
LigandTarget/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
pHTemp
°C
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE1 by FRET based peptide cleavage assay


J Med Chem 53: 1146-58 (2010)


Article DOI: 10.1021/jm901414e
BindingDB Entry DOI: 10.7270/Q2SX6DBS
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 2


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.83E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE2 by FRET assay


Bioorg Med Chem 18: 630-9 (2010)


Article DOI: 10.1016/j.bmc.2009.12.007
BindingDB Entry DOI: 10.7270/Q2DV1KT4
More data for this
Ligand-Target Pair
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE1 by FRET assay


Bioorg Med Chem Lett 20: 632-5 (2010)


Article DOI: 10.1016/j.bmcl.2009.11.052
BindingDB Entry DOI: 10.7270/Q20Z73BN
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE1 by FRET


J Med Chem 52: 6314-23 (2009)


Article DOI: 10.1021/jm9006752
BindingDB Entry DOI: 10.7270/Q2Z89CHR
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/an/an/a 1.60E+4n/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of BACE1 expressed in CHO cells co-expressing human wild type APP protein by ELISA


J Med Chem 52: 6314-23 (2009)


Article DOI: 10.1021/jm9006752
BindingDB Entry DOI: 10.7270/Q2Z89CHR
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Pfizer Inc.

Curated by ChEMBL


Assay Description
Inhibition of human BACE1 by FRET assay


Bioorg Med Chem Lett 20: 6597-605 (2010)


Article DOI: 10.1016/j.bmcl.2010.09.029
BindingDB Entry DOI: 10.7270/Q2C829JF
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of BACE1 by FRET assay


Bioorg Med Chem Lett 20: 2326-9 (2010)


Article DOI: 10.1016/j.bmcl.2010.01.136
BindingDB Entry DOI: 10.7270/Q28C9WDF
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE1 by FRET assay


Bioorg Med Chem 18: 630-9 (2010)


Article DOI: 10.1016/j.bmc.2009.12.007
BindingDB Entry DOI: 10.7270/Q2DV1KT4
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Beta-secretase 2


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.83E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE2 by FRET


J Med Chem 52: 6314-23 (2009)


Article DOI: 10.1021/jm9006752
BindingDB Entry DOI: 10.7270/Q2Z89CHR
More data for this
Ligand-Target Pair
Beta amyloid A4 protein


(Homo sapiens (human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/an/an/a 1.60E+4n/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human recombinant APP expressed in CHO-K1 cells assessed as reduction of amyloid beta level by ELISA


Bioorg Med Chem Lett 20: 632-5 (2010)


Article DOI: 10.1016/j.bmcl.2009.11.052
BindingDB Entry DOI: 10.7270/Q20Z73BN
More data for this
Ligand-Target Pair
Beta-secretase 2


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.80E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human BACE2 by FRET assay


Bioorg Med Chem Lett 20: 632-5 (2010)


Article DOI: 10.1016/j.bmcl.2009.11.052
BindingDB Entry DOI: 10.7270/Q20Z73BN
More data for this
Ligand-Target Pair
Beta-secretase 2


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 3.83E+4n/an/an/an/an/an/a



Pfizer Inc.

Curated by ChEMBL


Assay Description
Inhibition of BACE2 by FRET assay


Bioorg Med Chem Lett 21: 5164-70 (2011)


Article DOI: 10.1016/j.bmcl.2011.07.057
BindingDB Entry DOI: 10.7270/Q2WQ045T
More data for this
Ligand-Target Pair
Cathepsin D


(Homo sapiens (human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a>1.00E+5n/an/an/an/an/an/a



Pfizer Inc.

Curated by ChEMBL


Assay Description
Inhibition of cathepsin D by FRET assay


Bioorg Med Chem Lett 21: 5164-70 (2011)


Article DOI: 10.1016/j.bmcl.2011.07.057
BindingDB Entry DOI: 10.7270/Q2WQ045T
More data for this
Ligand-Target Pair
Cathepsin D


(Homo sapiens (human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a>1.00E+5n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of human cathepsin D by FRET assay


Bioorg Med Chem 18: 630-9 (2010)


Article DOI: 10.1016/j.bmc.2009.12.007
BindingDB Entry DOI: 10.7270/Q2DV1KT4
More data for this
Ligand-Target Pair
Beta-secretase 1


(Homo sapiens (Human))
BDBM50300710
PNG
(8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrim...)
Show SMILES NC1=NC(C2=NCCCN12)(c1ccccc1)c1ccccc1
Show InChI InChI=1S/C18H18N4/c19-17-21-18(14-8-3-1-4-9-14,15-10-5-2-6-11-15)16-20-12-7-13-22(16)17/h1-6,8-11H,7,12-13H2,(H2,19,21)
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n/an/a 2.70E+4n/an/an/an/an/an/a



Wyeth Research

Curated by ChEMBL


Assay Description
Inhibition of BACE1 expressed in CHOK1 cells coexpressing human recombinant wild type APP assessed as blockade of amyloid beta production by ELISA


J Med Chem 53: 1146-58 (2010)


Article DOI: 10.1021/jm901414e
BindingDB Entry DOI: 10.7270/Q2SX6DBS
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)