Literature summary for 1.1.1.21 extracted from

Crespo, I.; Gimenez-Dejoz, J.; Porte, S.; Cousido-Siah, A.; Mitschler, A.; Podjarny, A.; Pratsinis, H.; Kletsas, D.; Pares, X.; Ruiz, F.X.; Metwally, K.; Farres, J.
Design, synthesis, structure-activity relationships and X-ray structural studies of novel 1-oxopyrimido[4,5-c]quinoline-2-acetic acid derivatives as selective and potent inhibitors of human aldose reductase (2018), Eur. J. Med. Chem., 152, 160-174 .

Search for more literature for 1.1.1.21

Inhibitors

Inhibitors	Comment	Organism	Structure
(3-methyl-1-oxo-5-phenylpyrimido[4,5-c]quinolin-2(1H)-yl)acetic acid	14fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens
additional information	synthesis of a series of 1-oxo-pyrimido[4,5-c]quinoline-2-acetic acid derivatives as inhibitors. The 2-amino compounds are unable to inhibit AKR1B1 while the 2-acetic acid derivatives are not cytotoxic against fibrosarcoma HT-1080 cells	Homo sapiens
[5-(4-bromophenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	-	Homo sapiens
[5-(4-chlorophenyl)-1-oxo-3-propylpyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	18fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens
[5-(4-chlorophenyl)-3-ethyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	39fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens
[5-(4-chlorophenyl)-3-ethyl-9-fluoro-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	9fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens
[5-(4-chlorophenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	37fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens
[5-(4-chlorophenyl)-9-fluoro-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	3fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens
[9-fluoro-5-(4-methoxyphenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	9fold selectivity for isoform AKR1B1 over AKR1B10	Homo sapiens

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P15121	-	-

Synonyms

Synonyms	Comment	Organism
AKR1B1	-	Homo sapiens

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
0.000073	-	[5-(4-chlorophenyl)-3-ethyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens
0.00013	-	[5-(4-chlorophenyl)-1-oxo-3-propylpyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens
0.00013	-	[5-(4-chlorophenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens
0.00015	-	[5-(4-bromophenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens
0.00024	-	[5-(4-chlorophenyl)-9-fluoro-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens
0.00024	-	[9-fluoro-5-(4-methoxyphenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens
0.00044	-	(3-methyl-1-oxo-5-phenylpyrimido[4,5-c]quinolin-2(1H)-yl)acetic acid	pH 7.5, 25°C	Homo sapiens
0.0005	-	[5-(4-chlorophenyl)-3-ethyl-9-fluoro-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid	pH 7.5, 25°C	Homo sapiens

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
0.00012	-	pH 7.5, 25°C	Homo sapiens	[5-(4-chlorophenyl)-3-ethyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.00019	-	pH 7.5, 25°C	Homo sapiens	[5-(4-chlorophenyl)-1-oxo-3-propylpyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.0002	-	pH 7.5, 25°C	Homo sapiens	[5-(4-bromophenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.00021	-	pH 7.5, 25°C	Homo sapiens	[5-(4-chlorophenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.00026	-	pH 7.5, 25°C	Homo sapiens	[9-fluoro-5-(4-methoxyphenyl)-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.00035	-	pH 7.5, 25°C	Homo sapiens	[5-(4-chlorophenyl)-9-fluoro-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.00041	-	pH 7.5, 25°C	Homo sapiens	[5-(4-chlorophenyl)-3-ethyl-9-fluoro-1-oxopyrimido[4,5-c]quinolin-2(1H)-yl]acetic acid
0.00043	-	pH 7.5, 25°C	Homo sapiens	(3-methyl-1-oxo-5-phenylpyrimido[4,5-c]quinolin-2(1H)-yl)acetic acid

Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.

Release 2023.1 (January 2023)