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Literature summary for 3.4.24.17 extracted from

  • Esser, C.K.; Bugianesi, R.L.; Caldwell, C.G.; Chapman, K.T.; Durette, P.L.; Girotra, N.N.; Kopka, I.E.; Lanza, T.J.; Levorse, D.A.; MacCoss, M.; Owens, K.A.; Ponpipom, M.M.; Simeone, J.P.; Harrison, R.K.; Niedzwiecki, L.; Becker, J.W.; Marcy, A.I.; Axel, M.G.; Christen, A.J.; McDonnell, J.; Moore, V.L.; Olszewski, J.M.; Saphos, C.; Visco, D.M.; Hagmann, W.K.; et al.
    Inhibition of stromelysin-1 (MMP-3) by P1'-biphenylylethyl carboxyalkyl dipeptides (1997), J. Med. Chem., 40, 1026-1040.
    View publication on PubMed
Search for more literature for 3.4.24.17

Crystallization (Commentary)

Crystallization (Comment) Organism
catalytic domain of MMP-3 in complex with a P1-biphenyl inhibitor Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
2(R)-[2-(4'-fluoro-4-biphenylyl)ethyl]-4-(S9-n-butyl-1,5-pentanedioic acid 1)-(alpha(S)-tert-butylglycine methylamide) amide L-758,354 Mus musculus
2(R)-[2-(4'-fluoro-4-biphenylyl)ethyl]-4-(S9-n-butyl-1,5-pentanedioic acid 1)-(alpha(S)-tert-butylglycine methylamide) amide compound 26, L-758,354 Rattus norvegicus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(3'-trifluoromethyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4'-fluoro-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4'-trifluoromethyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-naphthalen-1-yl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-naphthalen-2-yl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-phenethyl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-phenoxy-cyclohexa-1,5-dienyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-propyl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-styryl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-thiophen-3-yl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-phenyl-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-[4-(1H-indol-2-yl)-phenyl]-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-[4-(tetrahydro-furan-2-yl)-phenyl]-hexanoic acid
-
 Mus musculus
2-Butyl-4-(2,2-dimethyl-1-phenylcarbamoyl-propylcarbamoyl)-6-(4'-fluoro-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(2',6'-dimethyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(2'-fluoro-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(2'-sulfamoyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(3'-fluoro-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-formyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methanesulfinyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methanesulfonyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methoxy-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methylsulfanyl-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[1,1',4',1'']terphenyl-4-yl-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[4'-(1H-imidazol-2-yl)-biphenyl-4-yl]-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[4'-(1H-tetrazol-5-yl)-biphenyl-4-yl]-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[4'-[(N-methyl-aminooxy)-methyl]-biphenyl-4-yl]-hexanoic acid
-
 Mus musculus
2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-{4'-[(N-methyl-aminooxy)-methyl]-biphenyl-4-yl}-hexanoic acid
-
 Mus musculus
2-Butyl-4-[2,2-dimethyl-1-(pyridin-4-ylcarbamoyl)-propylcarbamoyl]-6-(4'-fluoro-biphenyl-4-yl)-hexanoic acid
-
 Mus musculus
2-Butyl-4-[2,2-dimethyl-1-(pyridin-4-ylcarbamoyl)-propylcarbamoyl]-6-(4-propyl-phenyl)-hexanoic acid
-
 Mus musculus
2-Butyl-6-(2',4'-dichloro-biphenyl-4-yl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
2-Butyl-6-(3',5'-dichloro-biphenyl-4-yl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
2-Butyl-6-(3'-chloro-4'-fluoro-biphenyl-4-yl)-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid
-
 Mus musculus
2-Butyl-6-(4'-chloro-biphenyl-4-yl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
2-Butyl-6-(4'-cyano-biphenyl-4-yl)-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid
-
 Mus musculus
2-Butyl-6-(4-cycloheptyl-phenyl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
2-Butyl-6-[4'-(N,N-dimethyl-aminooxymethyl)-biphenyl-4-yl]-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid
-
 Mus musculus
4'-[5-Carboxy-3-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-nonyl]-biphenyl-4-carboxylic acid
-
 Mus musculus
4'-[5-Carboxy-3-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-nonyl]-biphenyl-4-carboxylic acid methyl ester
-
 Mus musculus
4'-{5-Carboxy-3-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-nonyl}-biphenyl-4-carboxylic acid
-
 Mus musculus
4'-{5-Carboxy-3-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-nonyl}-biphenyl-4-carboxylic acid methyl ester
-
 Mus musculus
6-(3'-Amino-biphenyl-4-yl)-2-butyl-4-(2,2-dimethyl-1-phenylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
6-(4'-Aminooxymethyl-biphenyl-4-yl)-2-butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid
-
 Mus musculus
6-(4'-Bromo-biphenyl-4-yl)-2-butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid
-
 Mus musculus
6-(4-Benzyl-phenyl)-2-butyl-4-(2,2-dimethyl-1-phenylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
6-(4-Benzyloxy-phenyl)-2-butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
6-Biphenyl-4-yl-2-butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid
-
 Mus musculus
L-696,418
-
 Mus musculus

Metals/Ions

Metals/Ions Comment Organism Structure
Ca2+ calcium-dependent endopeptidase Mus musculus
Ca2+ calcium-dependent endopeptidase Rattus norvegicus
Zn2+ zinc-containing endopeptidase Mus musculus
Zn2+ zinc-containing endopeptidase Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Mus musculus
-
 mouse, C57B/6J
-
Mus musculus C57Bl6/J
-
 mouse, C57B/6J
-
Rattus norvegicus
-
 rat
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
cartilage + H2O
-
 Mus musculus ?
-
 ?
cartilage + H2O
-
 Rattus norvegicus ?
-
 ?
cartilage + H2O
-
 Mus musculus C57Bl6/J ?
-
 ?

Synonyms

Synonyms Comment Organism
MMP-3
-
 Mus musculus
MMP-3
-
 Rattus norvegicus
stromelysin-1
-
 Mus musculus
stromelysin-1
-
 Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000002
-
 2-Butyl-4-[2,2-dimethyl-1-(pyridin-4-ylcarbamoyl)-propylcarbamoyl]-6-(4'-fluoro-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000004
-
 2-Butyl-4-(2,2-dimethyl-1-phenylcarbamoyl-propylcarbamoyl)-6-(4'-fluoro-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000005
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methylsulfanyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000009
-
 2-Butyl-6-(4'-cyano-biphenyl-4-yl)-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.00001
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4'-fluoro-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000011
-
 6-(4'-Bromo-biphenyl-4-yl)-2-butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000011
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(2'-fluoro-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000011
-
 2-Butyl-4-[2,2-dimethyl-1-(pyridin-4-ylcarbamoyl)-propylcarbamoyl]-6-(4-propyl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000012
-
 2-Butyl-6-(2',4'-dichloro-biphenyl-4-yl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000012
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-[4-(1H-indol-2-yl)-phenyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000013
-
 2-Butyl-6-(4'-chloro-biphenyl-4-yl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000013
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methoxy-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000015
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-formyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000015
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-thiophen-3-yl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000019
-
 2-Butyl-6-(3'-chloro-4'-fluoro-biphenyl-4-yl)-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000021
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(3'-fluoro-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000021
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methanesulfonyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000024
-
 6-(4'-Aminooxymethyl-biphenyl-4-yl)-2-butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000025
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[4'-(1H-imidazol-2-yl)-biphenyl-4-yl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000027
-
 6-(3'-Amino-biphenyl-4-yl)-2-butyl-4-(2,2-dimethyl-1-phenylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000031
-
 4'-[5-Carboxy-3-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-nonyl]-biphenyl-4-carboxylic acid methyl ester pH 6.5, 25°C Mus musculus
0.000037
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4'-trifluoromethyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000039
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[1,1',4',1'']terphenyl-4-yl-hexanoic acid pH 6.5, 25°C Mus musculus
0.00004
-
 2-Butyl-6-[4'-(N,N-dimethyl-aminooxymethyl)-biphenyl-4-yl]-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000049
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[4'-[(N-methyl-aminooxy)-methyl]-biphenyl-4-yl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.000052
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(4'-methanesulfinyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000074
-
 6-(4-Benzyloxy-phenyl)-2-butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.000095
-
 2-Butyl-6-(4-cycloheptyl-phenyl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.00012
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-naphthalen-2-yl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.00014
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-propyl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.0002
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-phenoxy-cyclohexa-1,5-dienyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.00031
-
 L-696,418 pH 6.5, 25°C Mus musculus
0.00035
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-[4'-(1H-tetrazol-5-yl)-biphenyl-4-yl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.00049
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-phenethyl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.00065
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-styryl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.00069
-
 4'-[5-Carboxy-3-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-nonyl]-biphenyl-4-carboxylic acid pH 6.5, 25°C Mus musculus
0.0011
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(3'-trifluoromethyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.0012
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(2',6'-dimethyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.0014
-
 6-(4-Benzyl-phenyl)-2-butyl-4-(2,2-dimethyl-1-phenylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.0014
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-[4-(tetrahydro-furan-2-yl)-phenyl]-hexanoic acid pH 6.5, 25°C Mus musculus
0.0015
-
 2-Butyl-6-(3',5'-dichloro-biphenyl-4-yl)-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.0015
-
 6-Biphenyl-4-yl-2-butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.002
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-(4-naphthalen-1-yl-phenyl)-hexanoic acid pH 6.5, 25°C Mus musculus
0.0038
-
 2-Butyl-4-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-phenyl-hexanoic acid pH 6.5, 25°C Mus musculus
0.0094
-
 2-Butyl-4-[(2,2-dimethyl-1-methylcarbamoyl-propylamino)-hydroxy-methyl]-6-(2'-sulfamoyl-biphenyl-4-yl)-hexanoic acid pH 6.5, 25°C Mus musculus