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Literature summary extracted from

  • Cholewinski, G.; Iwaszkiewicz-Grzes, D.; Prejs, M.; Glowacka, A.; Dzierzbicka, K.
    Synthesis of the inosine 5'-monophosphate dehydrogenase (IMPDH) inhibitors (2015), J. Enzyme Inhib. Med. Chem., 30, 550-563.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.205 (1R,2R,3R,5S)-2,3,5-trihydroxy-5-(propylcarbamoyl)cyclohexyl (4E)-6-[4-(acetyloxy)-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-4-methylhex-4-enoate
-
 Homo sapiens
1.1.1.205 (1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid
-
 Homo sapiens
1.1.1.205 (2-methoxy-4-nitrophenyl)methylene diacetate
-
 Homo sapiens
1.1.1.205 (2E)-4-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-methylbut-2-enal
-
 Homo sapiens
1.1.1.205 (2E)-4-[4-(acetyloxy)-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-2-methylbut-2-enoic acid
-
 Homo sapiens
1.1.1.205 (2E)-4-{6-methoxy-7-methyl-3-oxo-4-[2-(trimethylsilyl)ethoxy]-1,3-dihydro-2-benzofuran-5-yl}-2-methylbut-2-enal
-
 Homo sapiens
1.1.1.205 (2E)-N-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)-3-phenylprop-2-enamide
-
 Homo sapiens
1.1.1.205 (2E)-N-hydroxy-3-[3-({[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoyl}amino)phenyl]prop-2-enamide
-
 Homo sapiens
1.1.1.205 (2E)-N-hydroxy-3-[4-({[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoyl}amino)phenyl]prop-2-enamide
-
 Homo sapiens
1.1.1.205 (3aR,4R,6S,7aR)-6-hydroxy-2,2-dimethyl-6-(propylcarbamoyl)hexahydro-2H-1,3-benzodioxol-4-yl (4E)-6-[4-(acetyloxy)-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-4-methylhex-4-enoate
-
 Homo sapiens
1.1.1.205 (3aR,4R,7S,8aR)-7-hydroxy-2,2-dimethyltetrahydro-2H-4,7-methano[1,3]dioxolo[4,5-c]oxepin-6(4H)-one
-
 Homo sapiens
1.1.1.205 (3aR,5R,7R,7aS)-5,7-dihydroxy-2,2-dimethyl-N-propylhexahydro-2H-1,3-benzodioxole-5-carboxamide
-
 Homo sapiens
1.1.1.205 (3S)-oxolan-3-yl {[3-({[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoyl}amino)phenyl]methyl}carbamate
-
 Homo sapiens
1.1.1.205 (3S,4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-3,4-dimethylhex-4-enoic acid
-
 Homo sapiens
1.1.1.205 (4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)acetaldehyde
-
 Homo sapiens
1.1.1.205 (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methyl-N-(1H-1,2,4-triazol-5-yl)hex-4-enamide
-
 Homo sapiens
1.1.1.205 (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methyl-N-{[(1-nitro-4a,9a-dihydroacridin-9-yl)amino]methyl}hex-4-enamide
-
 Homo sapiens
1.1.1.205 (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methyl-N-{[(4-nitro-9-oxo-4a,9,9a,10-tetrahydroacridin-1-yl)amino]methyl}hex-4-enamide
-
 Homo sapiens
1.1.1.205 (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enal
-
 Homo sapiens
1.1.1.205 (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enamide
-
 Homo sapiens
1.1.1.205 (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
-
 Homo sapiens
1.1.1.205 (4E)-N-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enamide
-
 Homo sapiens
1.1.1.205 (E)-N-[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]-1-(thiophen-2-yl)methanimine
-
 Homo sapiens
1.1.1.205 ({hydroxy[2-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)ethoxy]phosphoryl}methyl)phosphonic acid
-
 Homo sapiens
1.1.1.205 1-[3,4-bis(benzyloxy)-5-oxo-2,5-dihydrofuran-2-yl]ethane-1,2-diyl diacetate
-
 Homo sapiens
1.1.1.205 1-{5-O-[hydroxy({hydroxy[2-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)ethoxy]phosphoryl}methyl)phosphoryl]-beta-D-ribofuranosyl}-1H-benzimidazol-4-amine
-
 Homo sapiens
1.1.1.205 2,2,2-trichloroethyl (1-oxo-1,3-dihydro-2-benzofuran-5-yl)carbamate
-
 Homo sapiens
1.1.1.205 2-(methyl{2-[(2lambda~5~-triaza-1,2-dien-2-yl)acetyl]phenyl}amino)-2-oxoethyl acetate
-
 Homo sapiens
1.1.1.205 2-anilino-5-fluorobenzene-1,4-dicarboxylic acid
-
 Homo sapiens
1.1.1.205 2-ethyl-5'-O-[hydroxy({hydroxy[2-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)ethoxy]phosphoryl}methyl)phosphoryl]adenosine
-
 Homo sapiens
1.1.1.205 2-fluoro-9-oxo-4a,9,9a,10-tetrahydroacridine-3-carboxylic acid
-
 Homo sapiens
1.1.1.205 2-methoxy-1-methyl-4-nitrobenzene
-
 Homo sapiens
1.1.1.205 2-methoxy-4-nitrobenzaldehyde
-
 Homo sapiens
1.1.1.205 2-[(2-{2-[3-methoxy-4-(1,3-oxazol-5-yl)anilino]-1,3-oxazol-5-yl}phenyl)(methyl)amino]-2-oxoethyl acetate
-
 Homo sapiens
1.1.1.205 2-[6-(4-ethylpiperazin-1-yl)pyridin-3-yl]propan-2-amine
-
 Homo sapiens
1.1.1.205 3-methoxy-4-(1,3-oxazol-5-yl)aniline
-
 Homo sapiens
1.1.1.205 4-nitro-1-beta-D-ribofuranosyl-1H-benzimidazole
-
 Homo sapiens
1.1.1.205 5'-amino-5'-deoxyadenosine
-
 Homo sapiens
1.1.1.205 5'-deoxy-5'-[(3-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]amino}-2-oxopropyl)amino]adenosine
-
 Homo sapiens
1.1.1.205 5'-O-({[2-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]sulfamoyl}methanesulfonyl)adenosine
-
 Homo sapiens
1.1.1.205 5'-O-[hydroxy({hydroxy[2-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)ethoxy]phosphoryl}methyl)phosphoryl]adenosine
-
 Homo sapiens
1.1.1.205 5-(2-methoxy-4-nitrophenyl)-1,3-oxazole
-
 Homo sapiens
1.1.1.205 5-(4-isothiocyanato-2-methoxyphenyl)-1,3-oxazole
-
 Homo sapiens
1.1.1.205 5-aminoisobenzofuran-1(3H)-one
-
 Homo sapiens
1.1.1.205 6-(4-ethylpiperazin-1-yl)pyridine-3-carbonitrile
-
 Homo sapiens
1.1.1.205 6-{(2E)-4-[4-({[(2S,5R)-5-(6-amino-7,8-dihydro-9H-purin-9-yl)oxolan-2-yl]methoxy}methyl)-1H-1,2,3-triazol-1-yl]-3-methylbut-2-en-1-yl}-7-hydroxy-5-methoxy-4-methyl-2-benzofuran-1(3H)-one
-
 Homo sapiens
1.1.1.205 7-hydroxy-5-methoxy-4-methyl-6-[(2E)-3-methyl-4-(2lambda~5~-triaza-1,2-dien-2-yl)but-2-en-1-yl]-2-benzofuran-1(3H)-one
-
 Homo sapiens
1.1.1.205 7-hydroxy-5-methoxy-4-methyl-6-{(2E)-3-methyl-6-[(2R)-oxiran-2-yl]-6-oxohex-2-en-1-yl}-2-benzofuran-1(3H)-one
-
 Homo sapiens
1.1.1.205 7-hydroxy-5-methoxy-4-methyl-6-{(2E)-3-methyl-6-[(2S)-oxiran-2-yl]-6-oxohex-2-en-1-yl}-2-benzofuran-1(3H)-one
-
 Homo sapiens
1.1.1.205 7-hydroxy-6-[(2E)-6-hydroxy-3-methylocta-2,7-dien-1-yl]-5-methoxy-4-methyl-2-benzofuran-1(3H)-one
-
 Homo sapiens
1.1.1.205 8-methoxy-8-oxooctanoic acid
-
 Homo sapiens
1.1.1.205 dimethyl 1-{(2Z)-2-[3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidene]ethyl}-4,5-dihydro-1H-imidazole-4,5-dicarboxylate
-
 Homo sapiens
1.1.1.205 dimethyl 2-amino-5-fluorobenzene-1,4-dicarboxylate
-
 Homo sapiens
1.1.1.205 dimethyl 2-fluorobenzene-1,4-dicarboxylate
-
 Homo sapiens
1.1.1.205 dimethyl 4,5-dihydro-1H-imidazole-4,5-dicarboxylate
-
 Homo sapiens
1.1.1.205 ethyl (2E)-3-[3-methoxy-4-(1,3-oxazol-5-yl)anilino]-3-phenylprop-2-enoate
-
 Homo sapiens
1.1.1.205 ethyl (2E)-3-[4-({[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoyl}amino)phenyl]prop-2-enoate
-
 Homo sapiens
1.1.1.205 ethyl (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl carbonate
-
 Homo sapiens
1.1.1.205 methyl N-[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]alaninate
-
 Homo sapiens
1.1.1.205 mizoribine
-
 Homo sapiens
1.1.1.205 additional information inhibitor synthesis, analysis and comparison of potencies against isozymes IMPDH1 and IMPDH2, overview; inhibitor synthesis, analysis and comparison of potencies against isozymes IMPDH1 and IMPDH2, overview Homo sapiens
1.1.1.205 mycophenolate
-
 Homo sapiens
1.1.1.205 mycophenolate mofetil
-
 Homo sapiens
1.1.1.205 Mycophenolic acid
-
 Homo sapiens
1.1.1.205 N-(1,4-dinitroacridin-9-yl)methanediamine
-
 Homo sapiens
1.1.1.205 N-(1-nitroacridin-9-yl)methanediamine
-
 Homo sapiens
1.1.1.205 N-(2-{2-[3-methoxy-4-(1,3-oxazol-5-yl)anilino]-1,3-oxazol-5-yl}phenyl)-N-methyl-2-(morpholin-4-yl)acetamide
-
 Homo sapiens
1.1.1.205 N-methyl-N'-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)urea
-
 Homo sapiens
1.1.1.205 N-[(4-fluorophenyl)(1-methyl-1H-imidazol-2-yl)methyl]-2-methyl-3-(1,2,4-thiadiazol-5-yl)-1H-indole-6-carboxamide
-
 Homo sapiens
1.1.1.205 N-[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]alanine
-
 Homo sapiens
1.1.1.205 N-{2-[6-(4-ethylpiperazin-1-yl)pyridin-3-yl]propan-2-yl}-2-fluoro-9-oxo-4a,9,9a,10-tetrahydroacridine-3-carboxamide
-
 Homo sapiens
1.1.1.205 N1-methyl-N~2~-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethanediamide
-
 Homo sapiens
1.1.1.205 N~1~-hydroxy-N~8~-phenyloctanediamide
-
 Homo sapiens
1.1.1.205 N~1~-hydroxy-N~8~-[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]octanediamide
-
 Homo sapiens
1.1.1.205 oxolan-3-yl {[3-({[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]carbamoyl}amino)phenyl]methyl}carbamate
-
 Homo sapiens
1.1.1.205 ribavirin 1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide, a prodrug of corresponding 5-monophosphate, which as a competitive inhibitor interacts with the IMP domain of IMPDH; 1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide, a prodrug of corresponding 5-monophosphate, which as a competitive inhibitor interacts with the IMP domain of IMPDH Homo sapiens
1.1.1.205 S-[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-en-1-yl] ethanethioate
-
 Homo sapiens
1.1.1.205 tiazofurin
-
 Homo sapiens
1.1.1.205 [(2S,5R)-5-(6-amino-7,8-dihydro-9H-purin-9-yl)oxolan-2-yl]methyl cyanate
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.205 IMP + NAD+ + H2O Homo sapiens
-
 XMP + NADH + H+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.205 Homo sapiens P12268 IMPDH2
-
1.1.1.205 Homo sapiens P20839 IMPDH1
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.205 IMP + NAD+ + H2O
-
 Homo sapiens XMP + NADH + H+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.205 IMPDH1
-
 Homo sapiens
1.1.1.205 IMPDH2
-
 Homo sapiens
1.1.1.205 IMPDHI
-
 Homo sapiens
1.1.1.205 IMPDHII
-
 Homo sapiens
1.1.1.205 inosine 5'-monophosphate dehydrogenase
-
 Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.205 NAD+
-
 Homo sapiens