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Literature summary for 1.14.14.18 extracted from

  • Kong, X.; Vukomanovic, D.; Nakatsu, K.; Szarek, W.A.
    Structure-activity relationships of 1,2-disubstituted benzimidazoles: selective inhibition of heme oxygenase-2 activity (2015), ChemMedChem, 10, 1435-1441.
    View publication on PubMed
Search for more literature for 1.14.14.18

Inhibitors

Inhibitors Comment Organism Structure
1-(4-bromobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-bromobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-bromobenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-bromobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-chlorobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-chlorobenzyl)-2-(2-norbornylmethyl)-1H-benzimidazole
-
 Rattus norvegicus
1-(4-chlorobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-chlorobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-methylbenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(4-methylbenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(n-heptyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-(n-hexyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-benzyl-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-benzyl-2-(N-morpholinyl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-benzyl-2-(norborn-2-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
1-benzyl-2-cyclohexylmethyl-1H-benzimidazole hydrochloride
-
 Rattus norvegicus
1-bromobenzyl-2-cyclohexylmethyl-1H-benzimidazole
-
 Rattus norvegicus
1-chlorobenzyl-2-cyclohexylmethyl-1H-benzimidazole
-
 Rattus norvegicus
2-(1-cyclopentylmethyl)-1-(n-decyl)-1H-benzimidazole
-
 Rattus norvegicus
2-(1-cyclopentylmethyl)-1-(n-heptyl)-1H-benzimidazole
-
 Rattus norvegicus
2-(1-cyclopentylmethyl)-1-(n-hexyl)-1H-benzimidazole
-
 Rattus norvegicus
2-(1-cyclopentylmethyl)-1-(n-octadecyl)-1H-benzimidazole
-
 Rattus norvegicus
2-(1H-imidazol-1-yl)methyl-1-(4-methylbenzyl)-1H-benzimidazole
-
 Rattus norvegicus
2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
2-(N-morpholinyl)methyl-1H-benzimidazole
-
 Rattus norvegicus
2-(norborn-2-yl)methyl-1H-benzimidazole
-
 Rattus norvegicus
2-cyclohexylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
-
 Rattus norvegicus
2-cyclohexylmethyl-1-(n-decyl)-1H-benzimidazole
-
 Rattus norvegicus
2-cyclohexylmethyl-1-(n-heptyl)-1H-benzimidazole
-
 Rattus norvegicus
2-cyclohexylmethyl-1-(n-hexyl)-1H-benzimidazole
-
 Rattus norvegicus
2-cyclohexylmethyl-1H-benzimidazole
-
 Rattus norvegicus
2-cyclopentylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
-
 Rattus norvegicus
2-cyclopentylmethyl-1H-benzimidazole
-
 Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
protoheme + [reduced NADPH-hemoprotein reductase] + O2 Rattus norvegicus
-
 biliverdin + Fe2+ + CO + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
 Rattus norvegicus
-
spleen
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
protoheme + [reduced NADPH-hemoprotein reductase] + O2
-
 Rattus norvegicus biliverdin + Fe2+ + CO + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

Synonyms Comment Organism
heme oxygenase-1
-
 Rattus norvegicus
heme oxygenase-2
-
 Rattus norvegicus
HO-1
-
 Rattus norvegicus
HO-2
-
 Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0027
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0033
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
0.0042
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0043
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-(2-norbornylmethyl)-1H-benzimidazole
0.0044
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(1H-imidazol-1-yl)methyl-1-(4-methylbenzyl)-1H-benzimidazole
0.0051
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0053
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0054
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-chlorobenzyl-2-cyclohexylmethyl-1H-benzimidazole
0.0054
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-bromobenzyl-2-cyclohexylmethyl-1H-benzimidazole
0.0063
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0073
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0079
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(1H-imidazol-1-yl)methyl-1-(4-methylbenzyl)-1H-benzimidazole
0.0084
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
0.0085
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0086
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-cyclopentylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
0.0103
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-cyclohexylmethyl-1H-benzimidazole hydrochloride
0.0112
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-methylbenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0173
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(n-hexyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0174
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
0.0181
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclopentylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
0.0223
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(n-hexyl)-1H-benzimidazole
0.0301
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0319
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0324
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
0.0363
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-hexyl)-1H-benzimidazole
0.0475
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0499
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0509
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(n-heptyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0572
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(n-heptyl)-1H-benzimidazole
0.0643
-
 isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0756
-
 isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-methylbenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclopentylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-hexyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-heptyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-decyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-octadecyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-cyclohexylmethyl-1H-benzimidazole hydrochloride
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-chlorobenzyl-2-cyclohexylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-bromobenzyl-2-cyclohexylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(n-hexyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(n-heptyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(n-decyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 2-(norborn-2-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-benzyl-2-(norborn-2-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-methylbenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-chlorobenzyl)-2-(2-norbornylmethyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(4-bromobenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(n-hexyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C Rattus norvegicus 1-(n-heptyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 1-(4-methylbenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-cyclopentylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-heptyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-decyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-(1-cyclopentylmethyl)-1-(n-octadecyl)-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1H-benzimidazole
0.1
-
 IC50 above 0.1 mM, isoform HO-2, at pH 7.4 and 37°C Rattus norvegicus 2-cyclohexylmethyl-1-(n-decyl)-1H-benzimidazole