Furo[2,3-b]quinoline, 4,6-dimethoxy-8-[(3-methyl-2-butenyl)oxy]-

Details

• Internal ID: 2d366f6e-f8f1-443b-9b5d-c6ae06d8e39d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 4,6-dimethoxy-8-(3-methylbut-2-enoxy)furo[2,3-b]quinoline
• SMILES (Canonical): CC(=CCOC1=CC(=CC2=C1N=C3C(=C2OC)C=CO3)OC)C
• SMILES (Isomeric): CC(=CCOC1=CC(=CC2=C1N=C3C(=C2OC)C=CO3)OC)C
• InChI: InChI=1S/C18H19NO4/c1-11(2)5-7-22-15-10-12(20-3)9-14-16(15)19-18-13(6-8-23-18)17(14)21-4/h5-6,8-10H,7H2,1-4H3
• InChI Key: YAAZBRKEIHCVOT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.30 g/mol
• Exact Mass: 313.13140809 g/mol
• Topological Polar Surface Area (TPSA): 53.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 651737-85-8
• furo[2,3-b]quinoline, 4,6-dimethoxy-8-[(3-methyl-2-butenyl)oxy]-
• 4,6-Dimethoxy-8-((3-methylbut-2-en-1-yl)oxy)furo[2,3-b]quinoline
• 4,6-dimethoxy-8-[(3-methylbut-2-en-1-yl)oxy]furo[2,3-b]quinoline
• DTXSID50348944
• 8-(1,3-Dimethyl-but-2-enyloxy)-4,6-dimethoxy-furo[2,3-b]quinoline
• InChI=1/C18H19NO4/c1-11(2)5-7-22-15-10-12(20-3)9-14-16(15)19-18-13(6-8-23-18)17(14)21-4/h5-6,8-10H,7H2,1-4H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.7992	79.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6165	61.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7427	74.27%
P-glycoprotein inhibitior	-	0.4917	49.17%
P-glycoprotein substrate	-	0.7584	75.84%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.6999	69.99%
CYP3A4 inhibition	+	0.7802	78.02%
CYP2C9 inhibition	-	0.6192	61.92%
CYP2C19 inhibition	-	0.5346	53.46%
CYP2D6 inhibition	-	0.8622	86.22%
CYP1A2 inhibition	+	0.8886	88.86%
CYP2C8 inhibition	+	0.5607	56.07%
CYP inhibitory promiscuity	+	0.7854	78.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6007	60.07%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.5815	58.15%
Skin irritation	-	0.8051	80.51%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	+	0.6446	64.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7468	74.68%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8005	80.05%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4737	47.37%
Acute Oral Toxicity (c)	III	0.6822	68.22%
Estrogen receptor binding	+	0.7687	76.87%
Androgen receptor binding	+	0.6476	64.76%
Thyroid receptor binding	+	0.8307	83.07%
Glucocorticoid receptor binding	+	0.8443	84.43%
Aromatase binding	+	0.7933	79.33%
PPAR gamma	+	0.5188	51.88%
Honey bee toxicity	-	0.9106	91.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7772	77.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.45%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.35%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.25%	96.00%
CHEMBL240	Q12809	HERG	93.58%	89.76%
CHEMBL5747	Q92793	CREB-binding protein	92.34%	95.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.95%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.15%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.30%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.64%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.25%	85.49%
CHEMBL2535	P11166	Glucose transporter	81.78%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.76%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.76%	94.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.72%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.54%	99.23%

Plants that contains it

• Vepris nobilis

Cross-Links

• PubChem: 641762
• NPASS: NPC152464
• LOTUS: LTS0225105
• wikiData: Q82123929