9-Ethyl-7,8-dimethoxyfuro[2,3-b]quinolin-4-one

Details

• Internal ID: 9440f6b9-229c-4f65-80f3-99be0c2329c1
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 9-ethyl-7,8-dimethoxyfuro[2,3-b]quinolin-4-one
• SMILES (Canonical): CCN1C2=C(C=CC(=C2OC)OC)C(=O)C3=C1OC=C3
• SMILES (Isomeric): CCN1C2=C(C=CC(=C2OC)OC)C(=O)C3=C1OC=C3
• InChI: InChI=1S/C15H15NO4/c1-4-16-12-9(5-6-11(18-2)14(12)19-3)13(17)10-7-8-20-15(10)16/h5-8H,4H2,1-3H3
• InChI Key: XZUFTTIASQVRFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₄
• Molecular Weight: 273.28 g/mol
• Exact Mass: 273.10010796 g/mol
• Topological Polar Surface Area (TPSA): 51.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	+	0.9284	92.84%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5465	54.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9516	95.16%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8848	88.48%
BSEP inhibitior	-	0.6468	64.68%
P-glycoprotein inhibitior	-	0.6598	65.98%
P-glycoprotein substrate	-	0.7227	72.27%
CYP3A4 substrate	-	0.5101	51.01%
CYP2C9 substrate	-	0.8255	82.55%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	+	0.5495	54.95%
CYP2C9 inhibition	+	0.5079	50.79%
CYP2C19 inhibition	+	0.6445	64.45%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	+	0.8347	83.47%
CYP2C8 inhibition	+	0.4525	45.25%
CYP inhibitory promiscuity	+	0.7965	79.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5023	50.23%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.5717	57.17%
Skin irritation	-	0.8520	85.20%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7369	73.69%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.6989	69.89%
Estrogen receptor binding	+	0.6525	65.25%
Androgen receptor binding	+	0.5606	56.06%
Thyroid receptor binding	+	0.6159	61.59%
Glucocorticoid receptor binding	-	0.4771	47.71%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	-	0.5233	52.33%
Honey bee toxicity	-	0.9032	90.32%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4675	46.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.61%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.85%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.44%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.42%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.40%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.99%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.03%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	82.07%	90.20%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.56%	93.65%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.25%	85.00%

Plants that contains it

• Ruta chalepensis

Cross-Links

• PubChem: 86029255
• LOTUS: LTS0004714
• wikiData: Q105345181