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Compile Data Set for Download or QSAR

Found 195 hits with Last Name = 'vauquelin' and Initial = 'g'   
Target/Host
(Institution)
LigandTarget/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
pHTemp
°C
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346448
PNG
(2-(2-(((2S,6S,13S,E)-13-Amino-2-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CC\C=C\CC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r,t:4|
Show InChI InChI=1S/C29H36N4O6/c30-24-9-3-1-2-4-10-25(29(39)31-18-21-8-6-5-7-20(21)16-27(36)37)33-26(35)17-22(32-28(24)38)15-19-11-13-23(34)14-12-19/h1-2,5-8,11-14,22,24-25,34H,3-4,9-10,15-18,30H2,(H,31,39)(H,32,38)(H,33,35)(H,36,37)/b2-1+/t22-,24-,25-/m0/s1
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1.80n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331042
PNG
(2-(2-(((4R,8S,11S)-11-amino-8-(4-hydroxybenzyl)-6,...)
Show SMILES N[C@H]1CCSSC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C26H32N4O6S2/c27-21-9-10-37-38-15-22(26(36)28-14-18-4-2-1-3-17(18)12-24(33)34)30-23(32)13-19(29-25(21)35)11-16-5-7-20(31)8-6-16/h1-8,19,21-22,31H,9-15,27H2,(H,28,36)(H,29,35)(H,30,32)(H,33,34)/t19-,21-,22-/m0/s1
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3.30n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346455
PNG
(2-(2-(((2S,5S,13S,E)-13-Amino-2-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CCCC\C=C\C[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r,t:6|
Show InChI InChI=1S/C29H36N4O6/c30-23-10-4-2-1-3-5-11-24(28(38)31-18-21-9-7-6-8-20(21)17-26(35)36)32-29(39)25(33-27(23)37)16-19-12-14-22(34)15-13-19/h3,5-9,12-15,23-25,34H,1-2,4,10-11,16-18,30H2,(H,31,38)(H,32,39)(H,33,37)(H,35,36)/b5-3+/t23-,24-,25-/m0/s1
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4.10n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331046
PNG
(2-(2-(((5S,9S,12S)-12-amino-9-(4-hydroxybenzyl)-7,...)
Show SMILES N[C@H]1CCSSCC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C27H34N4O6S2/c28-22-9-11-38-39-12-10-23(27(37)29-16-19-4-2-1-3-18(19)14-25(34)35)31-24(33)15-20(30-26(22)36)13-17-5-7-21(32)8-6-17/h1-8,20,22-23,32H,9-16,28H2,(H,29,37)(H,30,36)(H,31,33)(H,34,35)/t20-,22-,23-/m0/s1
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5.20n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM85550
PNG
(Ang IV | CAS_12676-15-2 | CHEMBL261120 | cid_12381...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C40H54N8O8/c1-5-24(4)34(47-35(50)29(44-37(52)33(41)23(2)3)18-26-13-15-28(49)16-14-26)38(53)45-30(20-27-21-42-22-43-27)39(54)48-17-9-12-32(48)36(51)46-31(40(55)56)19-25-10-7-6-8-11-25/h6-8,10-11,13-16,21-24,29-34,49H,5,9,12,17-20,41H2,1-4H3,(H,42,43)(H,44,52)(H,45,53)(H,46,51)(H,47,50)(H,55,56)/t24-,29-,30-,31-,32-,33-,34-/m0/s1
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7n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [125I]Angiotensin 4 from human recombinant IRAP expressed in CHOK1 cells


Bioorg Med Chem 16: 6924-35 (2008)


Article DOI: 10.1016/j.bmc.2008.05.046
BindingDB Entry DOI: 10.7270/Q2B857XC
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415629
PNG
(CHEMBL1077583)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@H]1Cc2c(CN(CC(=O)N[C@@H](Cc3ccccc3)C(O)=O)C1=O)[nH]c1ccccc21 |r|
Show InChI InChI=1S/C44H55N7O8/c1-5-26(4)39(50-41(55)34(19-28-15-17-29(52)18-16-28)48-40(54)32(22-45)25(2)3)42(56)49-35-21-31-30-13-9-10-14-33(30)46-37(31)23-51(43(35)57)24-38(53)47-36(44(58)59)20-27-11-7-6-8-12-27/h6-18,25-26,32,34-36,39,46,52H,5,19-24,45H2,1-4H3,(H,47,53)(H,48,54)(H,49,56)(H,50,55)(H,58,59)/t26-,32-,34-,35-,36-,39-/m0/s1
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8.51n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331035
PNG
((S)-2-((S)-1-((S)-2-((2S,3S)-2-((S)-2-amino-3-meth...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C31H45N7O6/c1-5-19(4)26(37-28(40)25(32)18(2)3)29(41)35-22(15-21-16-33-17-34-21)30(42)38-13-9-12-24(38)27(39)36-23(31(43)44)14-20-10-7-6-8-11-20/h6-8,10-11,16-19,22-26H,5,9,12-15,32H2,1-4H3,(H,33,34)(H,35,41)(H,36,39)(H,37,40)(H,43,44)/t19-,22-,23-,24-,25-,26-/m0/s1
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9.30n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331046
PNG
(2-(2-(((5S,9S,12S)-12-amino-9-(4-hydroxybenzyl)-7,...)
Show SMILES N[C@H]1CCSSCC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C27H34N4O6S2/c28-22-9-11-38-39-12-10-23(27(37)29-16-19-4-2-1-3-18(19)14-25(34)35)31-24(33)15-20(30-26(22)36)13-17-5-7-21(32)8-6-17/h1-8,20,22-23,32H,9-16,28H2,(H,29,37)(H,30,36)(H,31,33)(H,34,35)/t20-,22-,23-/m0/s1
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10n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415628
PNG
(CHEMBL1077582)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@H]1Cc2ccccc2CN(CC(=O)N[C@@H](Cc2ccccc2)C(O)=O)C1=O |r|
Show InChI InChI=1S/C42H54N6O8/c1-5-26(4)37(47-39(52)33(19-28-15-17-31(49)18-16-28)45-38(51)32(22-43)25(2)3)40(53)46-34-21-29-13-9-10-14-30(29)23-48(41(34)54)24-36(50)44-35(42(55)56)20-27-11-7-6-8-12-27/h6-18,25-26,32-35,37,49H,5,19-24,43H2,1-4H3,(H,44,50)(H,45,51)(H,46,53)(H,47,52)(H,55,56)/t26-,32-,33-,34-,35-,37-/m0/s1
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12.6n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331044
PNG
((4R,8S,11S)-11-amino-N-benzyl-8-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CCSSC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1 |r|
Show InChI InChI=1S/C24H30N4O4S2/c25-20-10-11-33-34-15-21(24(32)26-14-17-4-2-1-3-5-17)28-22(30)13-18(27-23(20)31)12-16-6-8-19(29)9-7-16/h1-9,18,20-21,29H,10-15,25H2,(H,26,32)(H,27,31)(H,28,30)/t18-,20-,21-/m0/s1
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19n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331048
PNG
(CHEMBL1277437 | ethyl 2-acetamido-7-hydroxy-4-(qui...)
Show SMILES CCOC(=O)C1=C(NC(C)=O)Oc2cc(O)ccc2C1c1cnc2ccccc2c1 |c:5|
Show InChI InChI=1S/C23H20N2O5/c1-3-29-23(28)21-20(15-10-14-6-4-5-7-18(14)24-12-15)17-9-8-16(27)11-19(17)30-22(21)25-13(2)26/h4-12,20,27H,3H2,1-2H3,(H,25,26)
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20n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478359
PNG
(CHEMBL408871)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@H](CC(O)=O)Cc1ccccc1
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)36(48-37(53)31(46-39(55)35(42)24(2)3)19-27-13-15-30(50)16-14-27)40(56)47-32(20-29-22-43-23-44-29)41(57)49-17-9-12-33(49)38(54)45-28(21-34(51)52)18-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,28,31-33,35-36,50H,5,9,12,17-21,42H2,1-4H3,(H,43,44)(H,45,54)(H,46,55)(H,47,56)(H,48,53)(H,51,52)/t25-,28-,31-,32-,33-,35-,36-/m0/s1
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20n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331048
PNG
(CHEMBL1277437 | ethyl 2-acetamido-7-hydroxy-4-(qui...)
Show SMILES CCOC(=O)C1=C(NC(C)=O)Oc2cc(O)ccc2C1c1cnc2ccccc2c1 |c:5|
Show InChI InChI=1S/C23H20N2O5/c1-3-29-23(28)21-20(15-10-14-6-4-5-7-18(14)24-12-15)17-9-8-16(27)11-19(17)30-22(21)25-13(2)26/h4-12,20,27H,3H2,1-2H3,(H,25,26)
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20n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331038
PNG
(2-(2-(((5R,8S,11R)-11-amino-8-(4-hydroxybenzyl)-7,...)
Show SMILES N[C@@H]1CCSSCC[C@@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C26H32N4O6S2/c27-20-9-11-37-38-12-10-21(25(35)28-15-18-4-2-1-3-17(18)14-23(32)33)29-26(36)22(30-24(20)34)13-16-5-7-19(31)8-6-16/h1-8,20-22,31H,9-15,27H2,(H,28,35)(H,29,36)(H,30,34)(H,32,33)/t20-,21-,22+/m1/s1
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23n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331044
PNG
((4R,8S,11S)-11-amino-N-benzyl-8-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CCSSC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1 |r|
Show InChI InChI=1S/C24H30N4O4S2/c25-20-10-11-33-34-15-21(24(32)26-14-17-4-2-1-3-5-17)28-22(30)13-18(27-23(20)31)12-16-6-8-19(29)9-7-16/h1-9,18,20-21,29H,10-15,25H2,(H,26,32)(H,27,31)(H,28,30)/t18-,20-,21-/m0/s1
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23n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346461
PNG
(2-(2-(((2S,5S,13S)-13-amino-2-(4-hydroxybenzyl)-3,...)
Show SMILES N[C@H]1CCCCCCC[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C29H38N4O6/c30-23-10-4-2-1-3-5-11-24(28(38)31-18-21-9-7-6-8-20(21)17-26(35)36)32-29(39)25(33-27(23)37)16-19-12-14-22(34)15-13-19/h6-9,12-15,23-25,34H,1-5,10-11,16-18,30H2,(H,31,38)(H,32,39)(H,33,37)(H,35,36)/t23-,24-,25-/m0/s1
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25n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331038
PNG
(2-(2-(((5R,8S,11R)-11-amino-8-(4-hydroxybenzyl)-7,...)
Show SMILES N[C@@H]1CCSSCC[C@@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C26H32N4O6S2/c27-20-9-11-37-38-12-10-21(25(35)28-15-18-4-2-1-3-17(18)14-23(32)33)29-26(36)22(30-24(20)34)13-16-5-7-19(31)8-6-16/h1-8,20-22,31H,9-15,27H2,(H,28,35)(H,29,36)(H,30,34)(H,32,33)/t20-,21-,22+/m1/s1
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25n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415633
PNG
(CHEMBL259019)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@H](CC(O)=O)Cc1ccccc1 |r|
Show InChI InChI=1S/C42H58N8O8/c1-5-26(4)37(49-39(55)33(19-28-13-15-31(51)16-14-28)47-38(54)32(22-43)25(2)3)41(57)48-34(20-30-23-44-24-45-30)42(58)50-17-9-12-35(50)40(56)46-29(21-36(52)53)18-27-10-7-6-8-11-27/h6-8,10-11,13-16,23-26,29,32-35,37,51H,5,9,12,17-22,43H2,1-4H3,(H,44,45)(H,46,56)(H,47,54)(H,48,57)(H,49,55)(H,52,53)/t26-,29-,32-,33-,34-,35-,37-/m0/s1
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27.5n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50415633
PNG
(CHEMBL259019)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@H](CC(O)=O)Cc1ccccc1 |r|
Show InChI InChI=1S/C42H58N8O8/c1-5-26(4)37(49-39(55)33(19-28-13-15-31(51)16-14-28)47-38(54)32(22-43)25(2)3)41(57)48-34(20-30-23-44-24-45-30)42(58)50-17-9-12-35(50)40(56)46-29(21-36(52)53)18-27-10-7-6-8-11-27/h6-8,10-11,13-16,23-26,29,32-35,37,51H,5,9,12,17-22,43H2,1-4H3,(H,44,45)(H,46,56)(H,47,54)(H,48,57)(H,49,55)(H,52,53)/t26-,29-,32-,33-,34-,35-,37-/m0/s1
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28n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346452
PNG
(2-(2-(((2S,6S,13S,Z)-13-amino-2-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CCC=CCN[C@@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r,w:5.5|
Show InChI InChI=1S/C28H35N5O6/c29-23-8-2-1-5-13-30-26(28(39)31-17-20-7-4-3-6-19(20)15-25(36)37)33-24(35)16-21(32-27(23)38)14-18-9-11-22(34)12-10-18/h1,3-7,9-12,21,23,26,30,34H,2,8,13-17,29H2,(H,31,39)(H,32,38)(H,33,35)(H,36,37)/t21-,23-,26-/m0/s1
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30.4n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331047
PNG
(2-(2-(((5R,9S,12S)-12-amino-9-(4-hydroxybenzyl)-7,...)
Show SMILES N[C@H]1CCSSCC[C@@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C27H34N4O6S2/c28-22-9-11-38-39-12-10-23(27(37)29-16-19-4-2-1-3-18(19)14-25(34)35)31-24(33)15-20(30-26(22)36)13-17-5-7-21(32)8-6-17/h1-8,20,22-23,32H,9-16,28H2,(H,29,37)(H,30,36)(H,31,33)(H,34,35)/t20-,22-,23+/m0/s1
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35n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331042
PNG
(2-(2-(((4R,8S,11S)-11-amino-8-(4-hydroxybenzyl)-6,...)
Show SMILES N[C@H]1CCSSC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C26H32N4O6S2/c27-21-9-10-37-38-15-22(26(36)28-14-18-4-2-1-3-17(18)12-24(33)34)30-23(32)13-19(29-25(21)35)11-16-5-7-20(31)8-6-16/h1-8,19,21-22,31H,9-15,27H2,(H,28,36)(H,29,35)(H,30,32)(H,33,34)/t19-,21-,22-/m0/s1
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35n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346456
PNG
(2-(2-(((2S,5S,12S,Z)-12-amino-2-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CC\C=C/CC[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r,c:4|
Show InChI InChI=1S/C28H34N4O6/c29-22-9-3-1-2-4-10-23(27(37)30-17-20-8-6-5-7-19(20)16-25(34)35)31-28(38)24(32-26(22)36)15-18-11-13-21(33)14-12-18/h1-2,5-8,11-14,22-24,33H,3-4,9-10,15-17,29H2,(H,30,37)(H,31,38)(H,32,36)(H,34,35)/b2-1-/t22-,23-,24-/m0/s1
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41.1n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346451
PNG
(2-(2-(((2S,5S,12S,E)-12-amino-2-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CC\C=C\CC[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r,t:4|
Show InChI InChI=1S/C28H34N4O6/c29-22-9-3-1-2-4-10-23(27(37)30-17-20-8-6-5-7-19(20)16-25(34)35)31-28(38)24(32-26(22)36)15-18-11-13-21(33)14-12-18/h1-2,5-8,11-14,22-24,33H,3-4,9-10,15-17,29H2,(H,30,37)(H,31,38)(H,32,36)(H,34,35)/b2-1+/t22-,23-,24-/m0/s1
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50n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415627
PNG
(CHEMBL1077592)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@H]1Cc2ccccc2CN(CC(=O)N[C@@H](Cc2ccccc2)C(O)=O)C1=O |r|
Show InChI InChI=1S/C41H52N6O8/c1-5-25(4)36(46-37(50)31(44-38(51)35(42)24(2)3)19-27-15-17-30(48)18-16-27)39(52)45-32-21-28-13-9-10-14-29(28)22-47(40(32)53)23-34(49)43-33(41(54)55)20-26-11-7-6-8-12-26/h6-18,24-25,31-33,35-36,48H,5,19-23,42H2,1-4H3,(H,43,49)(H,44,51)(H,45,52)(H,46,50)(H,54,55)/t25-,31-,32-,33-,35-,36-/m0/s1
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50.1n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415632
PNG
(CHEMBL1077586)
Show SMILES CCCC[C@H](N)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C41H56N8O8/c1-4-6-13-30(42)36(51)45-31(20-27-15-17-29(50)18-16-27)37(52)48-35(25(3)5-2)39(54)46-32(22-28-23-43-24-44-28)40(55)49-19-10-14-34(49)38(53)47-33(41(56)57)21-26-11-8-7-9-12-26/h7-9,11-12,15-18,23-25,30-35,50H,4-6,10,13-14,19-22,42H2,1-3H3,(H,43,44)(H,45,51)(H,46,54)(H,47,53)(H,48,52)(H,56,57)/t25-,30-,31-,32-,33-,34-,35-/m0/s1
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52.5n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415631
PNG
(CHEMBL1077585)
Show SMILES CCCC[C@@H](N)CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]1Cc2c(CN(CC(=O)N[C@@H](Cc3ccccc3)C(O)=O)C1=O)[nH]c1ccccc21 |r|
Show InChI InChI=1S/C45H57N7O8/c1-4-6-14-30(46)23-39(54)48-35(21-29-17-19-31(53)20-18-29)42(56)51-41(27(3)5-2)43(57)50-36-24-33-32-15-10-11-16-34(32)47-38(33)25-52(44(36)58)26-40(55)49-37(45(59)60)22-28-12-8-7-9-13-28/h7-13,15-20,27,30,35-37,41,47,53H,4-6,14,21-26,46H2,1-3H3,(H,48,54)(H,49,55)(H,50,57)(H,51,56)(H,59,60)/t27-,30+,35-,36-,37-,41-/m0/s1
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55.0n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331040
PNG
((5S,8S,11S)-11-amino-N-benzyl-8-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CCSSCC[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1 |r|
Show InChI InChI=1S/C24H30N4O4S2/c25-19-10-12-33-34-13-11-20(23(31)26-15-17-4-2-1-3-5-17)27-24(32)21(28-22(19)30)14-16-6-8-18(29)9-7-16/h1-9,19-21,29H,10-15,25H2,(H,26,31)(H,27,32)(H,28,30)/t19-,20-,21-/m0/s1
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55n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Displacement of [3H]AL-11 from human IRAP expressed in CHO-K1 cells after 30 mins by liquid scintillation counting in presence of 30 mM EDTA/600 uM 1...


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM85550
PNG
(Ang IV | CAS_12676-15-2 | CHEMBL261120 | cid_12381...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C40H54N8O8/c1-5-24(4)34(47-35(50)29(44-37(52)33(41)23(2)3)18-26-13-15-28(49)16-14-26)38(53)45-30(20-27-21-42-22-43-27)39(54)48-17-9-12-32(48)36(51)46-31(40(55)56)19-25-10-7-6-8-11-25/h6-8,10-11,13-16,21-24,29-34,49H,5,9,12,17-20,41H2,1-4H3,(H,42,43)(H,44,52)(H,45,53)(H,46,51)(H,47,50)(H,55,56)/t24-,29-,30-,31-,32-,33-,34-/m0/s1
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56n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM85550
PNG
(Ang IV | CAS_12676-15-2 | CHEMBL261120 | cid_12381...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C40H54N8O8/c1-5-24(4)34(47-35(50)29(44-37(52)33(41)23(2)3)18-26-13-15-28(49)16-14-26)38(53)45-30(20-27-21-42-22-43-27)39(54)48-17-9-12-32(48)36(51)46-31(40(55)56)19-25-10-7-6-8-11-25/h6-8,10-11,13-16,21-24,29-34,49H,5,9,12,17-20,41H2,1-4H3,(H,42,43)(H,44,52)(H,45,53)(H,46,51)(H,47,50)(H,55,56)/t24-,29-,30-,31-,32-,33-,34-/m0/s1
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56.2n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM85550
PNG
(Ang IV | CAS_12676-15-2 | CHEMBL261120 | cid_12381...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C40H54N8O8/c1-5-24(4)34(47-35(50)29(44-37(52)33(41)23(2)3)18-26-13-15-28(49)16-14-26)38(53)45-30(20-27-21-42-22-43-27)39(54)48-17-9-12-32(48)36(51)46-31(40(55)56)19-25-10-7-6-8-11-25/h6-8,10-11,13-16,21-24,29-34,49H,5,9,12,17-20,41H2,1-4H3,(H,42,43)(H,44,52)(H,45,53)(H,46,51)(H,47,50)(H,55,56)/t24-,29-,30-,31-,32-,33-,34-/m0/s1
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60n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


Bioorg Med Chem 16: 6924-35 (2008)


Article DOI: 10.1016/j.bmc.2008.05.046
BindingDB Entry DOI: 10.7270/Q2B857XC
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331035
PNG
((S)-2-((S)-1-((S)-2-((2S,3S)-2-((S)-2-amino-3-meth...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C31H45N7O6/c1-5-19(4)26(37-28(40)25(32)18(2)3)29(41)35-22(15-21-16-33-17-34-21)30(42)38-13-9-12-24(38)27(39)36-23(31(43)44)14-20-10-7-6-8-11-20/h6-8,10-11,16-19,22-26H,5,9,12-15,32H2,1-4H3,(H,33,34)(H,35,41)(H,36,39)(H,37,40)(H,43,44)/t19-,22-,23-,24-,25-,26-/m0/s1
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62n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM85550
PNG
(Ang IV | CAS_12676-15-2 | CHEMBL261120 | cid_12381...)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C40H54N8O8/c1-5-24(4)34(47-35(50)29(44-37(52)33(41)23(2)3)18-26-13-15-28(49)16-14-26)38(53)45-30(20-27-21-42-22-43-27)39(54)48-17-9-12-32(48)36(51)46-31(40(55)56)19-25-10-7-6-8-11-25/h6-8,10-11,13-16,21-24,29-34,49H,5,9,12,17-20,41H2,1-4H3,(H,42,43)(H,44,52)(H,45,53)(H,46,51)(H,47,50)(H,55,56)/t24-,29-,30-,31-,32-,33-,34-/m0/s1
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62.4n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50346453
PNG
(2-(2-(((2S,5S,12S)-12-amino-2-(4-hydroxybenzyl)-3,...)
Show SMILES N[C@H]1CCCCCC[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1CC(O)=O |r|
Show InChI InChI=1S/C28H36N4O6/c29-22-9-3-1-2-4-10-23(27(37)30-17-20-8-6-5-7-19(20)16-25(34)35)31-28(38)24(32-26(22)36)15-18-11-13-21(33)14-12-18/h5-8,11-14,22-24,33H,1-4,9-10,15-17,29H2,(H,30,37)(H,31,38)(H,32,36)(H,34,35)/t22-,23-,24-/m0/s1
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64.2n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of recombinant human IRAP transfected in human HEK-293 cells assessed as clevage of substrate L-leucine-p-nitroanili...


J Med Chem 54: 3779-92 (2011)


Article DOI: 10.1021/jm200036n
BindingDB Entry DOI: 10.7270/Q2348KPZ
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478364
PNG
(CHEMBL248592)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCCC[C@@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)35(48-36(51)30(45-38(53)34(42)24(2)3)19-27-14-16-29(50)17-15-27)39(54)46-31(21-28-22-43-23-44-28)40(55)49-18-10-9-13-33(49)37(52)47-32(41(56)57)20-26-11-7-6-8-12-26/h6-8,11-12,14-17,22-25,30-35,50H,5,9-10,13,18-21,42H2,1-4H3,(H,43,44)(H,45,53)(H,46,54)(H,47,52)(H,48,51)(H,56,57)/t25-,30-,31-,32-,33+,34-,35-/m0/s1
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81n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331045
PNG
((4R,8S,11S)-11-amino-8-(4-hydroxybenzyl)-6,10-diox...)
Show SMILES N[C@H]1CCSSC[C@H](NC(=O)C[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1cccnc1 |r|
Show InChI InChI=1S/C23H29N5O4S2/c24-19-7-9-33-34-14-20(23(32)26-13-16-2-1-8-25-12-16)28-21(30)11-17(27-22(19)31)10-15-3-5-18(29)6-4-15/h1-6,8,12,17,19-20,29H,7,9-11,13-14,24H2,(H,26,32)(H,27,31)(H,28,30)/t17-,19-,20-/m0/s1
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94n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50331040
PNG
((5S,8S,11S)-11-amino-N-benzyl-8-(4-hydroxybenzyl)-...)
Show SMILES N[C@H]1CCSSCC[C@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)NCc1ccccc1 |r|
Show InChI InChI=1S/C24H30N4O4S2/c25-19-10-12-33-34-13-11-20(23(31)26-15-17-4-2-1-3-5-17)27-24(32)21(28-22(19)30)14-16-6-8-18(29)9-7-16/h1-9,19-21,29H,10-15,25H2,(H,26,31)(H,27,32)(H,28,30)/t19-,20-,21-/m0/s1
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96n/an/an/an/an/an/an/an/a



Uppsala University

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human recombinant IRAP expressed in HEK293 cells


J Med Chem 53: 8059-71 (2010)


Article DOI: 10.1021/jm100793t
BindingDB Entry DOI: 10.7270/Q23B60C6
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415634
PNG
(CHEMBL260622)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)35(48-37(52)31(18-27-13-15-29(50)16-14-27)45-36(51)30(21-42)24(2)3)39(54)46-32(20-28-22-43-23-44-28)40(55)49-17-9-12-34(49)38(53)47-33(41(56)57)19-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,30-35,50H,5,9,12,17-21,42H2,1-4H3,(H,43,44)(H,45,51)(H,46,54)(H,47,53)(H,48,52)(H,56,57)/t25-,30-,31-,32-,33-,34-,35-/m0/s1
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100n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50415634
PNG
(CHEMBL260622)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O |r|
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)35(48-37(52)31(18-27-13-15-29(50)16-14-27)45-36(51)30(21-42)24(2)3)39(54)46-32(20-28-22-43-23-44-28)40(55)49-17-9-12-34(49)38(53)47-33(41(56)57)19-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,30-35,50H,5,9,12,17-21,42H2,1-4H3,(H,43,44)(H,45,51)(H,46,54)(H,47,53)(H,48,52)(H,56,57)/t25-,30-,31-,32-,33-,34-,35-/m0/s1
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100n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478356
PNG
(CHEMBL408132)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)NC[C@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)35(48-36(51)31(46-38(53)34(42)24(2)3)19-27-13-15-30(50)16-14-27)39(54)47-32(20-29-22-43-23-45-29)40(55)49-17-9-12-33(49)37(52)44-21-28(41(56)57)18-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,28,31-35,50H,5,9,12,17-21,42H2,1-4H3,(H,43,45)(H,44,52)(H,46,53)(H,47,54)(H,48,51)(H,56,57)/t25-,28-,31-,32-,33-,34-,35-/m0/s1
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110n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415630
PNG
(CHEMBL1077584)
Show SMILES CCCC[C@@H](N)CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]1Cc2ccccc2CN(CC(=O)N[C@@H](Cc2ccccc2)C(O)=O)C1=O |r|
Show InChI InChI=1S/C43H56N6O8/c1-4-6-16-32(44)24-37(51)45-34(21-29-17-19-33(50)20-18-29)40(53)48-39(27(3)5-2)41(54)47-35-23-30-14-10-11-15-31(30)25-49(42(35)55)26-38(52)46-36(43(56)57)22-28-12-8-7-9-13-28/h7-15,17-20,27,32,34-36,39,50H,4-6,16,21-26,44H2,1-3H3,(H,45,51)(H,46,52)(H,47,54)(H,48,53)(H,56,57)/t27-,32+,34-,35-,36-,39-/m0/s1
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129n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50478366
PNG
(CHEMBL258480)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC[C@H](CC(C)C)C(O)=O)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C42H57N7O9/c1-5-26(4)36(48-37(51)32(19-28-13-15-31(50)16-14-28)44-22-29(41(55)56)18-25(2)3)39(53)46-33(21-30-23-43-24-45-30)40(54)49-17-9-12-35(49)38(52)47-34(42(57)58)20-27-10-7-6-8-11-27/h6-8,10-11,13-16,23-26,29,32-36,44,50H,5,9,12,17-22H2,1-4H3,(H,43,45)(H,46,53)(H,47,52)(H,48,51)(H,55,56)(H,57,58)/t26-,29-,32-,33-,34-,35-,36-/m0/s1
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141n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant APN expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Type-1 angiotensin II receptor


(Homo sapiens (Human))
BDBM50415628
PNG
(CHEMBL1077582)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](CN)C(C)C)C(=O)N[C@H]1Cc2ccccc2CN(CC(=O)N[C@@H](Cc2ccccc2)C(O)=O)C1=O |r|
Show InChI InChI=1S/C42H54N6O8/c1-5-26(4)37(47-39(52)33(19-28-15-17-31(49)18-16-28)45-38(51)32(22-43)25(2)3)40(53)46-34-21-29-13-9-10-14-30(29)23-48(41(34)54)24-36(50)44-35(42(55)56)20-27-11-7-6-8-12-27/h6-18,25-26,32-35,37,49H,5,19-24,43H2,1-4H3,(H,44,50)(H,45,51)(H,46,53)(H,47,52)(H,55,56)/t26-,32-,33-,34-,35-,37-/m0/s1
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141n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Displacement of [3H]valsartan from human recombinant AT1 receptor expressed in CHO cells after 40 mins by liquid scintillation counting


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478362
PNG
(CHEMBL261417)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1CC(=O)N[C@@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)36(48-37(52)31(46-38(53)35(42)24(2)3)18-27-13-15-30(50)16-14-27)39(54)47-32(20-28-22-43-23-44-28)40(55)49-17-9-12-29(49)21-34(51)45-33(41(56)57)19-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,29,31-33,35-36,50H,5,9,12,17-21,42H2,1-4H3,(H,43,44)(H,45,51)(H,46,53)(H,47,54)(H,48,52)(H,56,57)/t25-,29-,31-,32-,33-,35-,36-/m0/s1
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145n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478360
PNG
(CHEMBL261731)
Show SMILES CC[C@H](C)[C@H](CC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)30(46-37(52)31(47-39(54)36(42)24(2)3)18-27-13-15-29(50)16-14-27)21-35(51)45-32(20-28-22-43-23-44-28)40(55)49-17-9-12-34(49)38(53)48-33(41(56)57)19-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,30-34,36,50H,5,9,12,17-21,42H2,1-4H3,(H,43,44)(H,45,51)(H,46,52)(H,47,54)(H,48,53)(H,56,57)/t25-,30-,31-,32-,33-,34-,36-/m0/s1
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148n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478354
PNG
(CHEMBL261422)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC[C@H](CC(C)C)C(O)=O)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@H](CC(O)=O)Cc1ccccc1
Show InChI InChI=1S/C43H59N7O9/c1-5-27(4)38(49-39(54)34(20-29-13-15-33(51)16-14-29)45-23-30(43(58)59)18-26(2)3)41(56)48-35(21-32-24-44-25-46-32)42(57)50-17-9-12-36(50)40(55)47-31(22-37(52)53)19-28-10-7-6-8-11-28/h6-8,10-11,13-16,24-27,30-31,34-36,38,45,51H,5,9,12,17-23H2,1-4H3,(H,44,46)(H,47,55)(H,48,56)(H,49,54)(H,52,53)(H,58,59)/t27-,30-,31-,34-,35-,36-,38-/m0/s1
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166n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478367
PNG
(CHEMBL259382)
Show SMILES CC[C@H](C)[C@H](NC(=O)C[C@@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C41H56N8O8/c1-5-25(4)36(48-34(51)21-28(45-38(53)35(42)24(2)3)18-27-13-15-30(50)16-14-27)39(54)46-31(20-29-22-43-23-44-29)40(55)49-17-9-12-33(49)37(52)47-32(41(56)57)19-26-10-7-6-8-11-26/h6-8,10-11,13-16,22-25,28,31-33,35-36,50H,5,9,12,17-21,42H2,1-4H3,(H,43,44)(H,45,53)(H,46,54)(H,47,52)(H,48,51)(H,56,57)/t25-,28+,31-,32-,33-,35-,36-/m0/s1
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174n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478357
PNG
(CHEMBL428457)
Show SMILES CC(C)C[C@@H](CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C41H56N8O8/c1-24(2)17-28(21-44-37(52)31(46-39(54)35(42)25(3)4)18-27-12-14-30(50)15-13-27)36(51)47-32(20-29-22-43-23-45-29)40(55)49-16-8-11-34(49)38(53)48-33(41(56)57)19-26-9-6-5-7-10-26/h5-7,9-10,12-15,22-25,28,31-35,50H,8,11,16-21,42H2,1-4H3,(H,43,45)(H,44,52)(H,46,54)(H,47,51)(H,48,53)(H,56,57)/t28-,31-,32-,33-,34-,35-/m0/s1
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177n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Leucyl-cystinyl aminopeptidase


(Homo sapiens (Human))
BDBM50478357
PNG
(CHEMBL428457)
Show SMILES CC(C)C[C@@H](CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(O)=O
Show InChI InChI=1S/C41H56N8O8/c1-24(2)17-28(21-44-37(52)31(46-39(54)35(42)25(3)4)18-27-12-14-30(50)15-13-27)36(51)47-32(20-29-22-43-23-45-29)40(55)49-16-8-11-34(49)38(53)48-33(41(56)57)19-26-9-6-5-7-10-26/h5-7,9-10,12-15,22-25,28,31-35,50H,8,11,16-21,42H2,1-4H3,(H,43,45)(H,44,52)(H,46,54)(H,47,51)(H,48,53)(H,56,57)/t28-,31-,32-,33-,34-,35-/m0/s1
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178n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of human recombinant IRAP expressed in HEK293 cells


J Med Chem 51: 2291-6 (2008)


Article DOI: 10.1021/jm701490g
BindingDB Entry DOI: 10.7270/Q25M68HP
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50415626
PNG
(CHEMBL1077591)
Show SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@H]1Cc2c(CN(CC(=O)N[C@@H](Cc3ccccc3)C(O)=O)C1=O)[nH]c1ccccc21 |r|
Show InChI InChI=1S/C43H53N7O8/c1-5-25(4)38(49-39(53)32(47-40(54)37(44)24(2)3)19-27-15-17-28(51)18-16-27)41(55)48-33-21-30-29-13-9-10-14-31(29)45-35(30)22-50(42(33)56)23-36(52)46-34(43(57)58)20-26-11-7-6-8-12-26/h6-18,24-25,32-34,37-38,45,51H,5,19-23,44H2,1-4H3,(H,46,52)(H,47,54)(H,48,55)(H,49,53)(H,57,58)/t25-,32-,33-,34-,37-,38-/m0/s1
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Article
PubMed
182n/an/an/an/an/an/an/an/a



Vrije Universiteit Brussel

Curated by ChEMBL


Assay Description
Inhibition of catalytic activity of human aminopeptidase N transfected in HEK293 cells assessed as formation of p-nitroaniline


J Med Chem 52: 5612-8 (2009)


Article DOI: 10.1021/jm900651p
BindingDB Entry DOI: 10.7270/Q2TB185F
More data for this
Ligand-Target Pair
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