Literature summary for 3.4.24.B4 extracted from

Nuti, E.; Casalini, F.; Avramova, S.I.; Santamaria, S.; Cercignani, G.; Marinelli, L.; La Pietra, V.; Novellino, E.; Orlandini, E.; Nencetti, S.; Tuccinardi, T.; Martinelli, A.; Lim, N.H.; Visse, R.; Nagase, H.; Rossello, A.
N-O-isopropyl sulfonamido-based hydroxamates: design, synthesis and biological evaluation of selective matrix metalloproteinase-13 inhibitors as potential therapeutic agents for osteoarthritis (2009), J. Med. Chem., 52, 4757-4773.

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Inhibitors

Inhibitors	Comment	Organism
(E)-2-(4-(2-(biphenyl-4-yl)vinyl)-N-isopropoxyphenylsulfonamido)-N-hydroxyacetamide	-	Homo sapiens
(R)-2-(4'-(4-chlorobenzyloxy)-N-isopropoxybiphenyl-4-ylsulfonamido)-N-hydroxy-3-methylbutanamide	-	Homo sapiens
2-(4'-(4-chlorobenzyloxy)-N-isopropoxybiphenyl-4-ylsulfonamido)-N-hydroxyacetamide	-	Homo sapiens
2-(4'-butoxy-N-isopropoxybiphenyl-4-ylsulfonamido)-N-hydroxyacetamide	-	Homo sapiens
2-(5-((4-butylphenyl)ethynyl)-N-isopropoxythiophene-2-sulfonamido)-N-hydroxyacetamide	-	Homo sapiens
2-(5-(4-ethylphenyl)-N-isopropoxythiophene-2-sulfonamido)-N-hydroxyacetamide	-	Homo sapiens
2-(5-(4-fluorophenyl)-N-isopropoxythiophene-2-sulfonamido)-N-hydroxyacetamide	-	Homo sapiens
additional information	design, synthesis and biological evaluation of selective matrix metalloproteinase-13 N-O-isopropyl sulfonamido-based hydroxamate inhibitors as potential therapeutic agents for osteoarthritis, docking study and molecular modelling, overview	Homo sapiens
N-hydroxy-2-(N-isopropoxy-4'-(methylthio)biphenyl-4-ylsulfonamido)acetamide	-	Homo sapiens
N-hydroxy-2-(N-isopropoxy-4'-methoxybiphenyl-4-ylsulfonamido)acetamide	-	Homo sapiens
N-hydroxy-2-(N-isopropoxy-4-phenoxyphenylsulfonamido)-acetamide	-	Homo sapiens
N-hydroxy-2-(N-isopropoxy-5-(4-methoxyphenyl)thiophene-2-sulfonamido)acetamide	-	Homo sapiens
N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(2-methylpropyl)glycinamide	-	Homo sapiens
N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(propan-2-yloxy)-L-valinamide	-	Homo sapiens
N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(propan-2-yloxy)glycinamide	-	Homo sapiens
N2-(biphenyl-4-ylsulfonyl)-N-hydroxyglycinamide	-	Homo sapiens
N2-({4'-[(4-chlorobenzyl)oxy]biphenyl-4-yl}sulfonyl)-N-hydroxy-N2-(propan-2-yloxy)glycinamide	-	Homo sapiens

Localization

Localization	Comment	Organism	GeneOntology No.	Textmining
extracellular matrix	-	Homo sapiens	31012	-

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
Collagen + H2O	Homo sapiens	-	?	-	?

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P45452	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
Collagen + H2O	-	Homo sapiens	?	-	?
Mca-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 + H2O	-	Homo sapiens	?	-	?

Synonyms

Synonyms	Comment	Organism
MMP-13	-	Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
25	-	assay at	Homo sapiens

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism
additional information	-	additional information	inhibition kinetics, overview	Homo sapiens
0.0000015	-	N2-(biphenyl-4-ylsulfonyl)-N-hydroxyglycinamide	pH not specified in the publication, 25°C	Homo sapiens
0.0000015	-	N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(propan-2-yloxy)-L-valinamide	pH not specified in the publication, 25°C	Homo sapiens
0.0000058	-	N-hydroxy-2-(N-isopropoxy-4'-methoxybiphenyl-4-ylsulfonamido)acetamide	pH not specified in the publication, 25°C	Homo sapiens
0.0000082	-	N2-({4'-[(4-chlorobenzyl)oxy]biphenyl-4-yl}sulfonyl)-N-hydroxy-N2-(propan-2-yloxy)glycinamide	pH not specified in the publication, 25°C	Homo sapiens
0.00002	-	N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(propan-2-yloxy)glycinamide	pH not specified in the publication, 25°C	Homo sapiens

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
0.0000028	-	pH not specified in the publication, 25°C	Homo sapiens	N2-(biphenyl-4-ylsulfonyl)-N-hydroxyglycinamide
0.000003	-	pH not specified in the publication, 25°C	Homo sapiens	(R)-2-(4'-(4-chlorobenzyloxy)-N-isopropoxybiphenyl-4-ylsulfonamido)-N-hydroxy-3-methylbutanamide
0.0000072	-	pH not specified in the publication, 25°C	Homo sapiens	N-hydroxy-2-(N-isopropoxy-4'-(methylthio)biphenyl-4-ylsulfonamido)acetamide
0.00001	-	pH not specified in the publication, 25°C	Homo sapiens	N-hydroxy-2-(N-isopropoxy-4'-methoxybiphenyl-4-ylsulfonamido)acetamide
0.000015	-	pH not specified in the publication, 25°C	Homo sapiens	2-(4'-butoxy-N-isopropoxybiphenyl-4-ylsulfonamido)-N-hydroxyacetamide
0.000019	-	pH not specified in the publication, 25°C	Homo sapiens	2-(4'-(4-chlorobenzyloxy)-N-isopropoxybiphenyl-4-ylsulfonamido)-N-hydroxyacetamide
0.000025	-	pH not specified in the publication, 25°C	Homo sapiens	N-hydroxy-2-(N-isopropoxy-5-(4-methoxyphenyl)thiophene-2-sulfonamido)acetamide
0.000039	-	pH not specified in the publication, 25°C	Homo sapiens	N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(2-methylpropyl)glycinamide
0.000041	-	pH not specified in the publication, 25°C	Homo sapiens	(E)-2-(4-(2-(biphenyl-4-yl)vinyl)-N-isopropoxyphenylsulfonamido)-N-hydroxyacetamide
0.000045	-	pH not specified in the publication, 25°C	Homo sapiens	N2-(biphenyl-4-ylsulfonyl)-N-hydroxy-N2-(propan-2-yloxy)glycinamide
0.000063	-	pH not specified in the publication, 25°C	Homo sapiens	N-hydroxy-2-(N-isopropoxy-4-phenoxyphenylsulfonamido)-acetamide
0.000091	-	pH not specified in the publication, 25°C	Homo sapiens	2-(5-(4-ethylphenyl)-N-isopropoxythiophene-2-sulfonamido)-N-hydroxyacetamide
0.00026	-	pH not specified in the publication, 25°C	Homo sapiens	2-(5-((4-butylphenyl)ethynyl)-N-isopropoxythiophene-2-sulfonamido)-N-hydroxyacetamide
0.0006	-	pH not specified in the publication, 25°C	Homo sapiens	2-(5-(4-fluorophenyl)-N-isopropoxythiophene-2-sulfonamido)-N-hydroxyacetamide

General Information

General Information	Comment	Organism
physiological function	MMP-13 is a key enzyme implicated in the degradation of the extracellular matrix in osteoarthritis	Homo sapiens