6-Methoxy-9-methyl-7-(3-methyl-2-oxobutyl)-[1,3]dioxolo[4,5-h]quinolin-8-one

Details

• Internal ID: 1817dda2-5ecc-4789-b51a-b22b22882a26
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 6-methoxy-9-methyl-7-(3-methyl-2-oxobutyl)-[1,3]dioxolo[4,5-h]quinolin-8-one
• SMILES (Canonical): CC(C)C(=O)CC1=C(C2=C(C3=C(C=C2)OCO3)N(C1=O)C)OC
• SMILES (Isomeric): CC(C)C(=O)CC1=C(C2=C(C3=C(C=C2)OCO3)N(C1=O)C)OC
• InChI: InChI=1S/C17H19NO5/c1-9(2)12(19)7-11-15(21-4)10-5-6-13-16(23-8-22-13)14(10)18(3)17(11)20/h5-6,9H,7-8H2,1-4H3
• InChI Key: SFIJYFZLTKDJHX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₅
• Molecular Weight: 317.34 g/mol
• Exact Mass: 317.12632271 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 6
• 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	+	0.8448	84.48%
Caco-2	+	0.8680	86.80%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3930	39.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6677	66.77%
P-glycoprotein inhibitior	-	0.7683	76.83%
P-glycoprotein substrate	-	0.8146	81.46%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	+	0.6085	60.85%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	+	0.5839	58.39%
CYP2C9 inhibition	-	0.5874	58.74%
CYP2C19 inhibition	+	0.5888	58.88%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	+	0.6568	65.68%
CYP2C8 inhibition	-	0.9057	90.57%
CYP inhibitory promiscuity	+	0.6796	67.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5154	51.54%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8180	81.80%
Skin irritation	-	0.8376	83.76%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5271	52.71%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8245	82.45%
Acute Oral Toxicity (c)	III	0.6806	68.06%
Estrogen receptor binding	+	0.7462	74.62%
Androgen receptor binding	+	0.5540	55.40%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.8209	82.09%
Aromatase binding	-	0.7227	72.27%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.9288	92.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5734	57.34%
Fish aquatic toxicity	+	0.7991	79.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.11%	96.77%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.57%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.33%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.07%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.75%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.31%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.32%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.25%	89.62%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Orixa japonica

Cross-Links

• PubChem: 12305090
• LOTUS: LTS0078674
• wikiData: Q105251769