5,9-Dimethoxy-[1,3]dioxolo[4,5-b]quinoline

Details

• Internal ID: 07ad910c-2843-4f46-a48c-2e9e7b155305
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives
• IUPAC Name: 5,9-dimethoxy-[1,3]dioxolo[4,5-b]quinoline
• SMILES (Canonical): COC1=CC=CC2=C1N=C3C(=C2OC)OCO3
• SMILES (Isomeric): COC1=CC=CC2=C1N=C3C(=C2OC)OCO3
• InChI: InChI=1S/C12H11NO4/c1-14-8-5-3-4-7-9(8)13-12-11(10(7)15-2)16-6-17-12/h3-5H,6H2,1-2H3
• InChI Key: CFUCIRVWWMWUQN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22 g/mol
• Exact Mass: 233.06880783 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	+	0.7219	72.19%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5815	58.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9679	96.79%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5774	57.74%
P-glycoprotein inhibitior	-	0.9661	96.61%
P-glycoprotein substrate	-	0.8843	88.43%
CYP3A4 substrate	+	0.5107	51.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7291	72.91%
CYP3A4 inhibition	+	0.7945	79.45%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6103	61.03%
CYP2D6 inhibition	-	0.6886	68.86%
CYP1A2 inhibition	+	0.9296	92.96%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8665	86.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.6967	69.67%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6909	69.09%
skin sensitisation	-	0.7923	79.23%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5765	57.65%
Acute Oral Toxicity (c)	III	0.7013	70.13%
Estrogen receptor binding	+	0.6657	66.57%
Androgen receptor binding	-	0.5141	51.41%
Thyroid receptor binding	+	0.6370	63.70%
Glucocorticoid receptor binding	+	0.6570	65.70%
Aromatase binding	+	0.5874	58.74%
PPAR gamma	-	0.5609	56.09%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	-	0.6485	64.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.24%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.04%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.55%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.85%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.26%	94.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.27%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.70%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.08%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.33%	96.39%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.47%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.14%	85.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.54%	82.67%
CHEMBL1255126	O15151	Protein Mdm4	80.43%	90.20%

Plants that contains it

• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 86056941
• LOTUS: LTS0183553
• wikiData: Q104956973