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

Details

• Internal ID: 4705770b-f5bb-4434-945a-3e9060f12632
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 7-(3-hydroxy-3-methyl-2-oxobutyl)-6-methoxy-9-methyl-[1,3]dioxolo[4,5-h]quinolin-8-one
• InChI: InChI=1S/C17H19NO6/c1-17(2,21)12(19)7-10-14(22-4)9-5-6-11-15(24-8-23-11)13(9)18(3)16(10)20/h5-6,21H,7-8H2,1-4H3
• InChI Key: VRLLAVISDXQXQA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₆
• Molecular Weight: 333.30 g/mol
• Exact Mass: 333.12123733 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7943	79.43%
Caco-2	+	0.8075	80.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3912	39.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5235	52.35%
P-glycoprotein inhibitior	-	0.8322	83.22%
P-glycoprotein substrate	-	0.8030	80.30%
CYP3A4 substrate	+	0.5726	57.26%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	+	0.5404	54.04%
CYP2C9 inhibition	-	0.6542	65.42%
CYP2C19 inhibition	-	0.6079	60.79%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	+	0.5824	58.24%
CYP2C8 inhibition	-	0.7817	78.17%
CYP inhibitory promiscuity	+	0.5104	51.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5351	53.51%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8164	81.64%
Skin irritation	-	0.8173	81.73%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5279	52.79%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8835	88.35%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8295	82.95%
Acute Oral Toxicity (c)	III	0.5981	59.81%
Estrogen receptor binding	+	0.8523	85.23%
Androgen receptor binding	+	0.6000	60.00%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.8422	84.22%
Aromatase binding	+	0.5318	53.18%
PPAR gamma	+	0.7876	78.76%
Honey bee toxicity	-	0.9245	92.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7925	79.25%

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	99.10%	96.77%
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.92%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.20%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.14%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.39%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.24%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.82%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.27%	91.11%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.88%	80.78%

Plants that contains it

• Ptelea trifoliata

Cross-Links

• PubChem: 163022440
• LOTUS: LTS0103731
• wikiData: Q105291841