5,6,9-Trimethoxy-[1,3]dioxolo[4,5-b]quinoline

Details

• Internal ID: a7a6db5e-3007-4085-9be7-01ff062474f9
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives
• IUPAC Name: 5,6,9-trimethoxy-[1,3]dioxolo[4,5-b]quinoline
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=C3C(=N2)OCO3)OC)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=C3C(=N2)OCO3)OC)OC
• InChI: InChI=1S/C13H13NO5/c1-15-8-5-4-7-9(11(8)17-3)14-13-12(10(7)16-2)18-6-19-13/h4-5H,6H2,1-3H3
• InChI Key: RXLNMWFWITXARW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.25 g/mol
• Exact Mass: 263.07937252 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.7752	77.52%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5609	56.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9717	97.17%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6047	60.47%
P-glycoprotein inhibitior	-	0.9448	94.48%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	-	0.5597	55.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7291	72.91%
CYP3A4 inhibition	+	0.8090	80.90%
CYP2C9 inhibition	-	0.5777	57.77%
CYP2C19 inhibition	-	0.5164	51.64%
CYP2D6 inhibition	-	0.8192	81.92%
CYP1A2 inhibition	+	0.8865	88.65%
CYP2C8 inhibition	+	0.5176	51.76%
CYP inhibitory promiscuity	+	0.8734	87.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5412	54.12%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.8257	82.57%
Skin irritation	-	0.8290	82.90%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3720	37.20%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6188	61.88%
Acute Oral Toxicity (c)	III	0.6199	61.99%
Estrogen receptor binding	+	0.5583	55.83%
Androgen receptor binding	+	0.5445	54.45%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	+	0.5692	56.92%
PPAR gamma	+	0.5289	52.89%
Honey bee toxicity	-	0.9187	91.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.5182	51.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.03%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.96%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.29%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.38%	85.30%
CHEMBL1255126	O15151	Protein Mdm4	85.22%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.72%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	83.38%	95.12%
CHEMBL4040	P28482	MAP kinase ERK2	82.56%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.22%	91.11%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.72%	92.38%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.02%	82.67%

Plants that contains it

• Acanthosyris paulo-alvinii

Cross-Links

• PubChem: 10515661
• LOTUS: LTS0012452
• wikiData: Q105247125