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BDBM50247539 CHEMBL472915::N-((3S,5S)-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)-5-(hydroxycarbamoyl)pyrrolidin-3-yl)nicotinamide::N-((3S,5S)-1-(3-(3,4-dimethoxyphenyl)acryloyl)-5-(hydroxycarbamoyl)pyrrolidin-3-yl)nicotinamide

SMILES: COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC

InChI Key: InChIKey=AKOSAZUQCGCWJD-IWDGFTLQSA-N

Data: 14 IC50

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 14 hits for monomerid = 50247539   
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
Aminopeptidase N


(Sus scrofa (Pig))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a>1.00E+5n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of pig kidney microsomal APN using L-Leu-p-nitroanilide as substrate preincubated for 5 mins before substrate addition measured after 30 m...


Bioorg Med Chem 22: 3055-64 (2014)


Article DOI: 10.1016/j.bmc.2013.12.025
BindingDB Entry DOI: 10.7270/Q29888JP
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 4.38E+4n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of MMP2 in human SKOV3 cell suspension using succinylated gelatin as substrate preincubated for 10 mins before substrate addition measured...


Bioorg Med Chem 22: 3055-64 (2014)


Article DOI: 10.1016/j.bmc.2013.12.025
BindingDB Entry DOI: 10.7270/Q29888JP
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 950n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of MMP2 (unknown origin) using succinylated gelatin as substrate preincubated for 10 mins before substrate addition measured after 30 mins...


Bioorg Med Chem 22: 3055-64 (2014)


Article DOI: 10.1016/j.bmc.2013.12.025
BindingDB Entry DOI: 10.7270/Q29888JP
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 9n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of MMP2 (unknown origin) by microtiter plate fluorimetric assay


Eur J Med Chem 43: 2130-9 (2008)


Article DOI: 10.1016/j.ejmech.2007.12.020
BindingDB Entry DOI: 10.7270/Q22J6BNP
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 1.42E+5n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of aminopeptidase N (unknown origin) by microtiter plate fluorimetric assay


Eur J Med Chem 43: 2130-9 (2008)


Article DOI: 10.1016/j.ejmech.2007.12.020
BindingDB Entry DOI: 10.7270/Q22J6BNP
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 9n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of MMP2 (unknown origin)


Bioorg Med Chem 16: 5398-404 (2008)


Article DOI: 10.1016/j.bmc.2008.04.027
BindingDB Entry DOI: 10.7270/Q22B8XTN
More data for this
Ligand-Target Pair
Matrix metalloproteinase-9


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 360n/an/an/an/an/an/a



Weifang Medical University

Curated by ChEMBL


Assay Description
Inhibition of recombinant human MMP9 (Phe107 to Pro449 residues) expressed in Escherichia coli preincubated for 45 mins followed by Mea-Pro-Leu-Gly-L...


Bioorg Med Chem 26: 4363-4374 (2018)


BindingDB Entry DOI: 10.7270/Q2251MV0
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 9n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of MMP2 (unknown origin) by microtiter plate fluorimetric assay


Bioorg Med Chem 16: 7932-8 (2008)


Article DOI: 10.1016/j.bmc.2008.07.073
BindingDB Entry DOI: 10.7270/Q2MP533K
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 1.42E+5n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of APN (unknown origin) by spectrophotometric assay


Bioorg Med Chem 16: 7932-8 (2008)


Article DOI: 10.1016/j.bmc.2008.07.073
BindingDB Entry DOI: 10.7270/Q2MP533K
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 5.64E+3n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of gelatinase A (unknown origin) after 30 mins using succinylated gelatin as substrate


Bioorg Med Chem 24: 2125-36 (2016)


Article DOI: 10.1016/j.bmc.2016.03.043
BindingDB Entry DOI: 10.7270/Q28S4RSZ
More data for this
Ligand-Target Pair
Aminopeptidase N


(Sus scrofa (Pig))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 1.17E+5n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of porcine microsomal aminopeptidase N preincubated for 30 mins using L-Leu-p-nitroanilide as substrate by UV-VIS spectrophotometer


Bioorg Med Chem 24: 2125-36 (2016)


Article DOI: 10.1016/j.bmc.2016.03.043
BindingDB Entry DOI: 10.7270/Q28S4RSZ
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 5.60E+3n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of MMP2


Bioorg Med Chem 18: 1516-25 (2010)


Article DOI: 10.1016/j.bmc.2010.01.008
BindingDB Entry DOI: 10.7270/Q2765FDH
More data for this
Ligand-Target Pair
72 kDa type IV collagenase


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 266n/an/an/an/an/an/a



Weifang Medical University

Curated by ChEMBL


Assay Description
Inhibition of recombinant human MMP2 catalytic domain (Tyr110 to Asp452 residues) preincubated for 45 mins followed by Mea-Pro-Leu-Gly-Leu-Dap(Dnp)-A...


Bioorg Med Chem 26: 4363-4374 (2018)


BindingDB Entry DOI: 10.7270/Q2251MV0
More data for this
Ligand-Target Pair
Aminopeptidase N


(Homo sapiens (Human))
BDBM50247539
PNG
(CHEMBL472915 | N-((3S,5S)-1-((E)-3-(3,4-dimethoxyp...)
Show SMILES COc1ccc(\C=C\C(=O)N2C[C@H](C[C@H]2C(=O)NO)NC(=O)c2cccnc2)cc1OC
Show InChI InChI=1S/C22H24N4O6/c1-31-18-7-5-14(10-19(18)32-2)6-8-20(27)26-13-16(11-17(26)22(29)25-30)24-21(28)15-4-3-9-23-12-15/h3-10,12,16-17,30H,11,13H2,1-2H3,(H,24,28)(H,25,29)/b8-6+/t16-,17-/m0/s1
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n/an/a 1.42E+5n/an/an/an/an/an/a



Shandong University

Curated by ChEMBL


Assay Description
Inhibition of aminopeptidase N (unknown origin)


Bioorg Med Chem 16: 5398-404 (2008)


Article DOI: 10.1016/j.bmc.2008.04.027
BindingDB Entry DOI: 10.7270/Q22B8XTN
More data for this
Ligand-Target Pair