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BDBM50065258 (2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol::(2S,3R,4S,5R)-2-methylpiperidine-3,4,5-triol::CHEMBL314772::Fucosidase Inhibitor, 3

SMILES: C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O

InChI Key: InChIKey=VYOCYWDJTQRZLC-KCDKBNATSA-N

Data: 10 KI  5 IC50  4 Kd  4 ITC

PDB links: 3 PDB IDs match 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 19 hits for monomerid = 50065258   
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
Alpha-L-fucosidase 1


(Bos taurus)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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PubMed
1.70n/an/an/an/an/an/an/an/a



Toyama Medical and Pharmaceutical University

Curated by ChEMBL


Assay Description
Ki value against bovine alpha-L-fucosidase


J Med Chem 48: 2036-44 (2005)


Article DOI: 10.1021/jm0495881
BindingDB Entry DOI: 10.7270/Q2DF6S0M
More data for this
Ligand-Target Pair
Alpha-L-fucosidase 1


(Bos taurus)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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3n/an/an/an/an/an/an/an/a



Universit£ de Reims Champagne-Ardenne

Curated by ChEMBL


Assay Description
Inhibition of bovine kidney alpha-L-fucosidase by para-nitrophenolate release assay


Bioorg Med Chem 17: 8020-6 (2009)


Article DOI: 10.1016/j.bmc.2009.10.010
BindingDB Entry DOI: 10.7270/Q2FB5307
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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6.20n/an/an/an/an/an/an/an/a



University of Connecticut

Curated by ChEMBL


Assay Description
Inhibitory activity of the compound was determined against alpha-L-fucosidase in bovine epididymis; Competitive Inhibition type


Bioorg Med Chem Lett 8: 3265-8 (1999)


Article DOI: 10.1016/s0960-894x(98)00596-4
BindingDB Entry DOI: 10.7270/Q24J0D9C
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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6.20n/an/an/an/an/an/an/an/a



TBA

Curated by ChEMBL


Assay Description
Compound was tested for inhibitory activity (competitive) against alpha-L-fucosidase from bovine kidney


Bioorg Med Chem Lett 5: 2169-2174 (1995)


Article DOI: 10.1016/0960-894X(95)00377-6
BindingDB Entry DOI: 10.7270/Q2Z038N8
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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6.20n/an/an/an/an/an/an/an/a



TBA

Curated by ChEMBL


Assay Description
Tested for inhibitory activity against alpha-L-fucosidase from bovine epididymus (sigma)


Bioorg Med Chem Lett 3: 2533-2536 (1993)


Article DOI: 10.1016/S0960-894X(01)80711-3
BindingDB Entry DOI: 10.7270/Q2BG2PGV
More data for this
Ligand-Target Pair
Alpha-L-fucosidase 2


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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9.80n/an/an/an/an/an/an/an/a



TBA

Curated by ChEMBL


Assay Description
Tested for inhibitory activity against alpha-L-fucosidase from solubilised human neutrophils


Bioorg Med Chem Lett 3: 2533-2536 (1993)


Article DOI: 10.1016/S0960-894X(01)80711-3
BindingDB Entry DOI: 10.7270/Q2BG2PGV
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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10n/an/an/an/an/an/an/an/a



Technische Universität Graz

Curated by ChEMBL


Assay Description
Inhibition of human liver alpha-L-fucosidase


Bioorg Med Chem Lett 16: 2067-70 (2006)


Article DOI: 10.1016/j.bmcl.2006.01.095
BindingDB Entry DOI: 10.7270/Q26Q1WV2
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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29n/an/an/an/an/an/an/an/a



TBA

Curated by ChEMBL


Assay Description
Inhibition constant against Alpha-Fucosidase


Bioorg Med Chem Lett 2: 33-36 (1992)


Article DOI: 10.1016/S0960-894X(00)80649-6
BindingDB Entry DOI: 10.7270/Q2FF3SV0
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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31n/an/an/an/an/an/an/an/a



Keio University

Curated by ChEMBL


Assay Description
Binding affinity against alpha-L-fucosidase in bovine kidney was determined


Bioorg Med Chem Lett 12: 2811-4 (2002)


Article DOI: 10.1016/s0960-894x(02)00627-3
BindingDB Entry DOI: 10.7270/Q2C24WZJ
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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80n/an/an/an/an/an/an/an/a



Hokuriku University

Curated by ChEMBL


Assay Description
Inhibitory activity measured against alpha-L-fucosidase of bovine epididymis by colorimetric assay using the D-glucose oxidase-peroxidase method


J Med Chem 41: 2565-71 (1998)


Article DOI: 10.1021/jm970836l
BindingDB Entry DOI: 10.7270/Q25D8SHK
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Rattus norvegicus)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/a 340n/an/an/an/an/an/a



University of Toyama

Curated by ChEMBL


Assay Description
Inhibition of rat epididymis alpha-L-fucosidase assessed as inhibition of release of p-nitrophenol by spectrophotometry


Bioorg Med Chem 21: 6565-73 (2013)


Article DOI: 10.1016/j.bmc.2013.08.028
BindingDB Entry DOI: 10.7270/Q2G73G5J
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/a 140n/an/an/an/an/an/a



University of Toyama

Curated by ChEMBL


Assay Description
Inhibition of human lysosome alpha-L-fucosidase using 4-methylumbelliferyl-alpha-L-fucopyranoside by spectrophotometry


Bioorg Med Chem 21: 6565-73 (2013)


Article DOI: 10.1016/j.bmc.2013.08.028
BindingDB Entry DOI: 10.7270/Q2G73G5J
More data for this
Ligand-Target Pair
Alpha-L-fucosidase I


(Homo sapiens)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/a 410n/an/an/an/an/an/a



Keio University

Curated by ChEMBL


Assay Description
Inhibition of bovine kidney alpha-L-fucosidase


Bioorg Med Chem Lett 12: 2811-4 (2002)


Article DOI: 10.1016/s0960-894x(02)00627-3
BindingDB Entry DOI: 10.7270/Q2C24WZJ
More data for this
Ligand-Target Pair
Alpha-L-fucosidase 1


(Bos taurus)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/a 5n/an/an/an/an/an/a



Université de Haute-Alsace

Curated by ChEMBL


Assay Description
Inhibition of bovine alpha-L-fucosidase


Bioorg Med Chem Lett 16: 1172-4 (2006)


Article DOI: 10.1016/j.bmcl.2005.11.100
BindingDB Entry DOI: 10.7270/Q2Q81CNB
More data for this
Ligand-Target Pair
Alpha-fucosidase


(Bacteroides thetaiotaomicron)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/an/a 372n/an/an/a8.537



University of York



Assay Description
The kinetic studies involving a spectrophotometric product were conducted by monitoring the change in UV/visible absorbance with a Cintra 10 spectrop...


Chembiochem 11: 1971-4 (2010)


Article DOI: 10.1002/cbic.201000339
BindingDB Entry DOI: 10.7270/Q2N87898
More data for this
Ligand-Target Pair
Alpha-fucosidase


(Bacteroides thetaiotaomicron)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/an/a 55.1n/an/an/a7.037



University of York



Assay Description
The kinetic studies involving a spectrophotometric product were conducted by monitoring the change in UV/visible absorbance with a Cintra 10 spectrop...


Chembiochem 11: 1971-4 (2010)


Article DOI: 10.1002/cbic.201000339
BindingDB Entry DOI: 10.7270/Q2N87898
More data for this
Ligand-Target Pair
Alpha-L-fucosidase 1


(Bos taurus)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/a 110n/an/an/an/an/an/a



University of Toyama

Curated by ChEMBL


Assay Description
Inhibition of bovine kidney alpha-L-fucosidase assessed as inhibition of release of p-nitrophenol by spectrophotometry


Bioorg Med Chem 21: 6565-73 (2013)


Article DOI: 10.1016/j.bmc.2013.08.028
BindingDB Entry DOI: 10.7270/Q2G73G5J
More data for this
Ligand-Target Pair
Alpha-fucosidase


(Bacteroides thetaiotaomicron)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/an/a 14.8n/an/an/a6.037



University of York



Assay Description
The kinetic studies involving a spectrophotometric product were conducted by monitoring the change in UV/visible absorbance with a Cintra 10 spectrop...


Chembiochem 11: 1971-4 (2010)


Article DOI: 10.1002/cbic.201000339
BindingDB Entry DOI: 10.7270/Q2N87898
More data for this
Ligand-Target Pair
Alpha-fucosidase


(Bacteroides thetaiotaomicron)
BDBM50065258
PNG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
Show SMILES C[C@@H]1NC[C@@H](O)[C@H](O)[C@@H]1O
Show InChI InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
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n/an/an/a 27n/an/an/a6.537



University of York



Assay Description
The kinetic studies involving a spectrophotometric product were conducted by monitoring the change in UV/visible absorbance with a Cintra 10 spectrop...


Chembiochem 11: 1971-4 (2010)


Article DOI: 10.1002/cbic.201000339
BindingDB Entry DOI: 10.7270/Q2N87898
More data for this
Ligand-Target Pair

Activity Spreadsheet -- ITC Data from BindingDB

Found 4 hits for monomerid = 50065258
Cell (A)Syringe (B)Cell
Links
Syringe
Links
Cell + Syr
Links
ΔG°
kcal/mole
-TΔS°
kcal/mole
ΔH°
kcal/mole
log KpHTemp
°C
Alpha-fucosidase

(Bacteroides thetaiotaomicron)
BDBM50065258
JPEG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
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-10.70.0530-10.2n/a6-236



University of York





Chembiochem 11: 1971-4 (2010)

Alpha-fucosidase

(Bacteroides thetaiotaomicron)
BDBM50065258
JPEG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
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-10.0-0.513-14.7n/a6.5-236



University of York





Chembiochem 11: 1971-4 (2010)

Alpha-fucosidase

(Bacteroides thetaiotaomicron)
BDBM50065258
JPEG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
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-10.0-0.680-15.6n/a6.5-236



University of York





Chembiochem 11: 1971-4 (2010)

Alpha-fucosidase

(Bacteroides thetaiotaomicron)
BDBM50065258
JPEG
((2S,3R,4S,5R)-2-Methyl-piperidine-3,4,5-triol | (2...)
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-8.84-0.566-13.4n/a6.5-236



University of York





Chembiochem 11: 1971-4 (2010)