7-(4-Chloro-3-methylbut-2-enoxy)-4,8-dimethoxyfuro[2,3-b]quinoline

Details

• Internal ID: 11aaee52-a8a7-452b-a154-af898bd96227
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 7-(4-chloro-3-methylbut-2-enoxy)-4,8-dimethoxyfuro[2,3-b]quinoline
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)CCl
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)CCl
• InChI: InChI=1S/C18H18ClNO4/c1-11(10-19)6-8-23-14-5-4-12-15(17(14)22-3)20-18-13(7-9-24-18)16(12)21-2/h4-7,9H,8,10H2,1-3H3
• InChI Key: BZAWJJMWKWLUHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈ClNO₄
• Molecular Weight: 347.80 g/mol
• Exact Mass: 347.0924357 g/mol
• Topological Polar Surface Area (TPSA): 53.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7256	72.56%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4688	46.88%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8630	86.30%
P-glycoprotein inhibitior	-	0.5656	56.56%
P-glycoprotein substrate	-	0.6222	62.22%
CYP3A4 substrate	+	0.5587	55.87%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.7264	72.64%
CYP3A4 inhibition	+	0.8401	84.01%
CYP2C9 inhibition	-	0.6278	62.78%
CYP2C19 inhibition	-	0.5130	51.30%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	+	0.7183	71.83%
CYP2C8 inhibition	+	0.6996	69.96%
CYP inhibitory promiscuity	+	0.8040	80.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5670	56.70%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.7919	79.19%
Skin irritation	-	0.8029	80.29%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.9477	94.77%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8045	80.45%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5214	52.14%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	+	0.7255	72.55%
Glucocorticoid receptor binding	+	0.9224	92.24%
Aromatase binding	+	0.7730	77.30%
PPAR gamma	+	0.8492	84.92%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9532	95.32%

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	94.87%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.43%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.93%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.50%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	88.04%	95.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.51%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	86.31%	94.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.07%	94.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.03%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.44%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.95%	96.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.49%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.73%	94.45%

Plants that contains it

• Haplophyllum obtusifolium

Cross-Links

• PubChem: 162872718
• LOTUS: LTS0157908
• wikiData: Q104950331