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Literature summary for 6.4.1.2 extracted from

  • Shinde, P.; Srivastava, S.K.; Odedara, R.; Tuli, D.; Munshi, S.; Patel, J.; Zambad, S.P.; Sonawane, R.; Gupta, R.C.; Chauthaiwale, V.; Dutt, C.
    Synthesis of spiro[chroman-2,4-piperidin]-4-one derivatives as acetyl-CoA carboxylase inhibitors (2008), Bioorg. Med. Chem. Lett., 19, 949-953.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
biotin dependent on Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
1'-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-ylcarbonyl)-6-morpholin-4-yl-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one 7% inhibition at 0.01 mM Mus musculus
1'-(10H-phenothiazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one 16% inhibition at 0.01 mM Mus musculus
1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one 51% inhibition at 0.005 mM Mus musculus
1'-(anthracen-9-ylcarbonyl)-3-(morpholin-4-ylcarbonyl)-1,4'-bipiperidine i.e. CP-640186 or bispiperidylcarboxamide derivative I with a tricyclic hydrophobic core, shows inhibition of both ACC1 and ACC2 Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-6-morpholin-4-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-(2-oxopyrrolidin-1-yl)spiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-(4-methylpiperazin-1-yl)spiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-methyl-6-morpholin-4-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-morpholin-4-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-piperidin-1-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-pyrrolidin-1-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
1'-[(2,6-diphenylpyridin-4-yl)carbonyl]spiro[chromene-2,4'-piperidin]-4(3H)-one 44% inhibition at 0.01 mM Mus musculus
1'-[(4,8-dimethoxyquinolin-2-yl)carbonyl]-6-(1H-1,2,4-triazol-3-yl)spiro[chromene-2,4'-piperidin]-4(3H)-one complete inhibition at 0.005 mM Mus musculus
1'-[(4,8-dimethoxyquinolin-2-yl)carbonyl]-6-[(1-methyl-1H-pyrazol-5-yl)amino]spiro[chromene-2,4'-piperidin]-4(3H)-one complete inhibition at 0.005 mM Mus musculus
6-(2-oxopyrrolidin-1-yl)-1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
6-morpholin-4-yl-1'-(10H-phenothiazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one 64% inhibition at 0.01 mM Mus musculus
6-morpholin-4-yl-1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
7-(3,5-dimethylmorpholin-4-yl)-1'-[(2,6-diphenylpyridin-4-yl)carbonyl]spiro[chromene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
7-morpholin-4-yl-1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one
-
Mus musculus
additional information synthesis of spiro[chroman-2,4-piperidin]-4-one derivatives as ACC inhibitors, overview Mus musculus
N-(3-[1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidin]-6-yl]-1-methylprop-2-yn-1-yl)acetamide
-
Mus musculus
N-[1'-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-ylcarbonyl)-4-oxo-3,4-dihydro-1H-spiro[naphthalene-2,4'-piperidin]-6-yl]butanamide 4% inhibition at 0.01 mM Mus musculus
N-[1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidin]-6-yl]-N-methylbutanamide 83% inhibition at 0.01 mM Mus musculus
N-[1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidin]-6-yl]butanamide
-
Mus musculus
N-[4-oxo-1'-(10H-phenothiazin-10-ylcarbonyl)-3,4-dihydro-1H-spiro[naphthalene-2,4'-piperidin]-6-yl]butanamide 48% inhibition at 0.01 mM Mus musculus
N-[4-oxo-1'-(10H-phenoxazin-10-ylcarbonyl)-3,4-dihydro-1H-spiro[naphthalene-2,4'-piperidin]-6-yl]butanamide
-
Mus musculus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+
-
Mus musculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + acetyl-CoA + HCO3- Mus musculus ACC plays an important role in energy balance by controlling malonyl-CoA synthesis ADP + phosphate + malonyl-CoA
-
?

Organism

Organism UniProt Comment Textmining
Mus musculus
-
C57BL/6J mice, isozymes ACC1 and ACC2
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + acetyl-CoA + HCO3-
-
Mus musculus ADP + phosphate + malonyl-CoA
-
?
ATP + acetyl-CoA + HCO3- ACC plays an important role in energy balance by controlling malonyl-CoA synthesis Mus musculus ADP + phosphate + malonyl-CoA
-
?
additional information structure-activity relationship, overview Mus musculus ?
-
?

Subunits

Subunits Comment Organism
More structure-activity relationship, overview Mus musculus

Synonyms

Synonyms Comment Organism
ACC
-
Mus musculus

Cofactor

Cofactor Comment Organism Structure
ATP
-
Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000002
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-methyl-6-morpholin-4-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
0.000006
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-6-morpholin-4-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
0.000006
-
-
Mus musculus N-[1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidin]-6-yl]butanamide
0.000014
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-(2-oxopyrrolidin-1-yl)spiro[chromene-2,4'-piperidin]-4(3H)-one
0.000026
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-morpholin-4-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
0.000027
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-(4-methylpiperazin-1-yl)spiro[chromene-2,4'-piperidin]-4(3H)-one
0.000036
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-piperidin-1-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
0.000055
-
ACC1 and ACC2 Mus musculus 1'-(anthracen-9-ylcarbonyl)-3-(morpholin-4-ylcarbonyl)-1,4'-bipiperidine
0.000059
-
-
Mus musculus 7-(3,5-dimethylmorpholin-4-yl)-1'-[(2,6-diphenylpyridin-4-yl)carbonyl]spiro[chromene-2,4'-piperidin]-4(3H)-one
0.000061
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-7-pyrrolidin-1-ylspiro[chromene-2,4'-piperidin]-4(3H)-one
0.000061
-
-
Mus musculus N-(3-[1'-[(2,6-diphenylpyridin-4-yl)carbonyl]-4-oxo-3,4-dihydrospiro[chromene-2,4'-piperidin]-6-yl]-1-methylprop-2-yn-1-yl)acetamide
0.000099
-
-
Mus musculus 6-morpholin-4-yl-1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one
0.000101
-
-
Mus musculus N-[4-oxo-1'-(10H-phenoxazin-10-ylcarbonyl)-3,4-dihydro-1H-spiro[naphthalene-2,4'-piperidin]-6-yl]butanamide
0.000208
-
-
Mus musculus 7-morpholin-4-yl-1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one
0.000236
-
-
Mus musculus 6-(2-oxopyrrolidin-1-yl)-1'-(10H-phenoxazin-10-ylcarbonyl)-1H-spiro[naphthalene-2,4'-piperidin]-4(3H)-one
0.0012
-
-
Mus musculus 1'-[(2,6-diphenylpyridin-4-yl)carbonyl]spiro[chromene-2,4'-piperidin]-4(3H)-one