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Literature summary for 3.4.21.75 extracted from

  • Komiyama, T.; Coppola, J.M.; Larsen, M.J.; van Dort, M.E.; Ross, B.D.; Day, R.; Rehemtulla, A.; Fuller, R.S.
    Inhibition of furin/PC-catalyzed surface and intracellular processing by small molecules (2009), J. Biol. Chem., 284, 15729-15738.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.21.75

Application

Application Comment Organism
drug development extensive clinical use, high bioavailability and relatively low toxicity of dicoumarols suggests that the dicoumarol structure will be a good starting point for development of drug-like inhibitors of furin and other proprotein convertases that can act both intracellularly and at the cell surface Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
plasmid pEFGRAPfurin expressed in CHO cells Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(E)-N-((E)-5-(2-chloro-5-nitrobenzylidene)-4-oxothiazolidin-2-ylidene)-4-methylbenzenesulfonamide competitive inhibitor Homo sapiens
(N'Z,N''Z)-4,4'-oxybis(N'-(2-hydroxybenzylidene)benzenesulfonohydrazide) competitive inhibitor Homo sapiens
2-(11-hydroxy-3-oxo-3H-dibenzo[c,h]xanthen-7-yl)benzoic acid noncompetitive inhibitor Homo sapiens
3'-oxo-6a,14a-dihydro-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl diacetate
-
 Homo sapiens
3,3',3'',3'''-(1,4-phenylenebis(methanetriyl))tetrakis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-((2,3-dihydro-1H-inden-5-yl)methylene)bis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-((2-bromophenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-((2-chlorophenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-((3,4,5-trimethoxyphenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-((4-isopropoxyphenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-(benzo[d][1,3]dioxol-5-ylmethylene)bis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3,3'-methylenebis(4-hydroxy-2H-chromen-2-one) noncompetitive inhibitor Homo sapiens
3-(alpha-acetonyl-benzyl)-4-(hydroxycoumarin)
-
 Homo sapiens
3-allyl-1-methyl-1,2,3,4-tetrahydroisoquinoline competitive inhibitor Homo sapiens
3-hydroxy-5-(4-methoxyphenyl)-2-(4-phenoxy-3-sulfophenyl)-3H-pyrazol-2-ium competitive inhibitor Homo sapiens
4-hydroxy-3-oxo-1-phenylbutylcoumarin
-
 Homo sapiens
4-Hydroxycoumarin
-
 Homo sapiens
6-oxo-6H-benzo[c]chromen-3-yl 2-chlorobenzoate
-
 Homo sapiens
methyl 4-(bis(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl)benzoate noncompetitive inhibitor Homo sapiens
N''-[(1E)-[2-[(4-chlorobenzyl)oxy]phenyl]methylidene]carbonohydrazonic diamide competitive inhibitor Homo sapiens
N-(benzo[d][1,3]dioxol-5-yl)-1,2,3,4-tetrahydroacridin-9-amine competitive inhibitor Homo sapiens
N-(thiazol-2-yl)-4-(5-((2,4,6-trioxotetrahydropyrimidin-5(6H)-ylidene)methyl)furan-2-yl)benzenesulfonamide competitive inhibitor Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0123
-
 Ac-Arg-Val-Arg-Arg-4-nitroanilide
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
cell surface
-
 Homo sapiens 9986
-

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Ac-Arg-Val-Arg-Arg-4-nitroanilide + H2O
-
 Homo sapiens Ac-Arg-Val-Arg-Arg + 4-nitroaniline
-
 ?
anthrax protective antigen precursor + H2O
-
 Homo sapiens ?
-
 ?
CPA95 + H2O
-
 Homo sapiens ?
-
 ?
membrane-type 1-matrix metalloproteinase + H2O
-
 Homo sapiens ?
-
 ?
N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-4-methylcoumarin 7-amide + H2O
-
 Homo sapiens ?
-
 ?

Synonyms

Synonyms Comment Organism
Proprotein convertase
-
 Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00104
-
 3,3'-((2,3-dihydro-1H-inden-5-yl)methylene)bis(4-hydroxy-2H-chromen-2-one) with CPA95 as substrate Homo sapiens
0.0033
-
 3,3',3'',3'''-(1,4-phenylenebis(methanetriyl))tetrakis(4-hydroxy-2H-chromen-2-one) with CPA95 as substrate Homo sapiens
0.00605
-
 3,3'-(benzo[d][1,3]dioxol-5-ylmethylene)bis(4-hydroxy-2H-chromen-2-one) with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
0.0118
-
 N''-[(1E)-[2-[(4-chlorobenzyl)oxy]phenyl]methylidene]carbonohydrazonic diamide with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
0.012
-
 2-(11-hydroxy-3-oxo-3H-dibenzo[c,h]xanthen-7-yl)benzoic acid with CPA95 as substrate/with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens
0.0188
-
 3,3'-methylenebis(4-hydroxy-2H-chromen-2-one) with CPA95 as substrate Homo sapiens
0.0208
-
 3,3'-((4-isopropoxyphenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
0.022
-
 3,3'-((3,4,5-trimethoxyphenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
0.0783
-
 3,3'-((2-chlorophenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
0.1452
-
 methyl 4-(bis(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl)benzoate with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
0.1851
-
 3,3'-((2-bromophenyl)methylene)bis(4-hydroxy-2H-chromen-2-one) with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
1.3
-
 4-hydroxy-3-oxo-1-phenylbutylcoumarin with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
2
-
 3-(alpha-acetonyl-benzyl)-4-(hydroxycoumarin) with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens
7.3
-
 4-Hydroxycoumarin with Ac-Arg-Val-Arg-Arg-4-nitroanilide as substrate Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.004
-
 with CPA95 as substrate Homo sapiens 3,3'-((2,3-dihydro-1H-inden-5-yl)methylene)bis(4-hydroxy-2H-chromen-2-one)
0.007
-
 with CPA95 as substrate/with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens 2-(11-hydroxy-3-oxo-3H-dibenzo[c,h]xanthen-7-yl)benzoic acid
0.011
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens N-(thiazol-2-yl)-4-(5-((2,4,6-trioxotetrahydropyrimidin-5(6H)-ylidene)methyl)furan-2-yl)benzenesulfonamide
0.02
-
 with CPA95 as substrate Homo sapiens 3,3'-methylenebis(4-hydroxy-2H-chromen-2-one)
0.025
-
 with CPA95 as substrate Homo sapiens 3'-oxo-6a,14a-dihydro-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl diacetate
0.028
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens 6-oxo-6H-benzo[c]chromen-3-yl 2-chlorobenzoate
0.051
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens 3-allyl-1-methyl-1,2,3,4-tetrahydroisoquinoline
0.055
-
 with CPA95 as substrate Homo sapiens 3,3',3'',3'''-(1,4-phenylenebis(methanetriyl))tetrakis(4-hydroxy-2H-chromen-2-one)
0.084
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens (N'Z,N''Z)-4,4'-oxybis(N'-(2-hydroxybenzylidene)benzenesulfonohydrazide)
0.102
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens (E)-N-((E)-5-(2-chloro-5-nitrobenzylidene)-4-oxothiazolidin-2-ylidene)-4-methylbenzenesulfonamide
0.137
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens 3-hydroxy-5-(4-methoxyphenyl)-2-(4-phenoxy-3-sulfophenyl)-3H-pyrazol-2-ium
0.159
-
 with N-tert-butoxycarbonyl-Arg-Val-Arg-Arg-methylcoumarin amide as substrate Homo sapiens N-(benzo[d][1,3]dioxol-5-yl)-1,2,3,4-tetrahydroacridin-9-amine