9-(3-methylbut-2-enoxy)-8H-furo[3,2-g]quinolin-7-one

Details

• Internal ID: 6cac71f1-92e2-4111-93c4-529216972c77
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives
• IUPAC Name: 9-(3-methylbut-2-enoxy)-8H-furo[3,2-g]quinolin-7-one
• SMILES (Canonical): CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)N2)C
• SMILES (Isomeric): CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)N2)C
• InChI: InChI=1S/C16H15NO3/c1-10(2)5-7-20-16-14-11(3-4-13(18)17-14)9-12-6-8-19-15(12)16/h3-6,8-9H,7H2,1-2H3,(H,17,18)
• InChI Key: RHCHNMYJTGZHQB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.29 g/mol
• Exact Mass: 269.10519334 g/mol
• Topological Polar Surface Area (TPSA): 51.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7731	77.31%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9579	95.79%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7307	73.07%
P-glycoprotein inhibitior	-	0.5207	52.07%
P-glycoprotein substrate	-	0.8632	86.32%
CYP3A4 substrate	-	0.5555	55.55%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	+	0.5328	53.28%
CYP2C9 inhibition	+	0.6065	60.65%
CYP2C19 inhibition	+	0.5708	57.08%
CYP2D6 inhibition	-	0.8067	80.67%
CYP1A2 inhibition	+	0.9117	91.17%
CYP2C8 inhibition	-	0.6441	64.41%
CYP inhibitory promiscuity	+	0.9001	90.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8260	82.60%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7600	76.00%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.7369	73.69%
skin sensitisation	-	0.7834	78.34%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6169	61.69%
Acute Oral Toxicity (c)	III	0.6719	67.19%
Estrogen receptor binding	+	0.6273	62.73%
Androgen receptor binding	+	0.8061	80.61%
Thyroid receptor binding	+	0.7345	73.45%
Glucocorticoid receptor binding	+	0.8025	80.25%
Aromatase binding	+	0.7344	73.44%
PPAR gamma	+	0.7530	75.30%
Honey bee toxicity	-	0.9329	93.29%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8848	88.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.03%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	94.76%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.03%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.18%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.96%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.31%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.61%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.91%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.80%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.57%	94.80%

Plants that contains it

• Zanthoxylum fagara

Cross-Links

• PubChem: 146729256
• LOTUS: LTS0021134
• wikiData: Q105236277