8-(gamma,gamma-dimethylallyloxy)-4-methoxy-N-methyl-2-quinolone

Details

• Internal ID: 3f75fadc-d127-407b-88ef-3accb1dcbf1e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4-methoxy-1-methyl-8-(3-methylbut-2-enoxy)quinolin-2-one
• SMILES (Canonical): CC(=CCOC1=CC=CC2=C1N(C(=O)C=C2OC)C)C
• SMILES (Isomeric): CC(=CCOC1=CC=CC2=C1N(C(=O)C=C2OC)C)C
• InChI: InChI=1S/C16H19NO3/c1-11(2)8-9-20-13-7-5-6-12-14(19-4)10-15(18)17(3)16(12)13/h5-8,10H,9H2,1-4H3
• InChI Key: OBHOLRHOVYMUCH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.33 g/mol
• Exact Mass: 273.13649347 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.9435	94.35%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9538	95.38%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7224	72.24%
P-glycoprotein inhibitior	-	0.7579	75.79%
P-glycoprotein substrate	-	0.6767	67.67%
CYP3A4 substrate	+	0.5882	58.82%
CYP2C9 substrate	-	0.7920	79.20%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	+	0.5093	50.93%
CYP2C9 inhibition	-	0.7059	70.59%
CYP2C19 inhibition	+	0.5975	59.75%
CYP2D6 inhibition	-	0.8523	85.23%
CYP1A2 inhibition	+	0.9203	92.03%
CYP2C8 inhibition	-	0.7437	74.37%
CYP inhibitory promiscuity	+	0.8889	88.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.4885	48.85%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8191	81.91%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5996	59.96%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.7581	75.81%
Androgen receptor binding	+	0.6767	67.67%
Thyroid receptor binding	+	0.7438	74.38%
Glucocorticoid receptor binding	-	0.4706	47.06%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	+	0.6284	62.84%
Honey bee toxicity	-	0.9173	91.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8896	88.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.96%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.48%	85.14%
CHEMBL2535	P11166	Glucose transporter	91.33%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.84%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.78%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.91%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.22%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.03%	89.62%

Plants that contains it

• Haplophyllum dauricum

Cross-Links

• PubChem: 14167653
• LOTUS: LTS0116712
• wikiData: Q105189010