4-Carboethoxy-6-hydroxy-2-quinolone

Details

• Internal ID: 035a059b-b84f-41dc-80b0-9df5f52d8c38
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroxyquinolines
• IUPAC Name: ethyl 6-hydroxy-2-oxo-1H-quinoline-4-carboxylate
• SMILES (Canonical): CCOC(=O)C1=CC(=O)NC2=C1C=C(C=C2)O
• SMILES (Isomeric): CCOC(=O)C1=CC(=O)NC2=C1C=C(C=C2)O
• InChI: InChI=1S/C12H11NO4/c1-2-17-12(16)9-6-11(15)13-10-4-3-7(14)5-8(9)10/h3-6,14H,2H2,1H3,(H,13,15)
• InChI Key: JUIAGYWZMGGONG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22 g/mol
• Exact Mass: 233.06880783 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	-	0.6968	69.68%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7385	73.85%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	+	0.5271	52.71%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.7621	76.21%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8082	80.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9039	90.39%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9950	99.50%
Eye irritation	+	0.9567	95.67%
Skin irritation	-	0.8616	86.16%
Skin corrosion	-	0.9776	97.76%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8387	83.87%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9368	93.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.8403	84.03%
Estrogen receptor binding	+	0.8017	80.17%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	-	0.5335	53.35%
Glucocorticoid receptor binding	+	0.6370	63.70%
Aromatase binding	+	0.5661	56.61%
PPAR gamma	-	0.5515	55.15%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7650	76.50%
Fish aquatic toxicity	+	0.7240	72.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.33%	91.71%
CHEMBL2535	P11166	Glucose transporter	92.78%	98.75%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	90.51%	93.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.74%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.44%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.43%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.09%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.98%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.81%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.00%	97.21%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 102321772
• LOTUS: LTS0119931
• wikiData: Q105135248