4,7-Dimethoxy-8-(3-methylbut-2-enyl)furo[2,3-b]quinoline

Details

• Internal ID: 52ebe38d-0bce-45dc-a794-b1f9d81e76dc
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 4,7-dimethoxy-8-(3-methylbut-2-enyl)furo[2,3-b]quinoline
• InChI: InChI=1S/C18H19NO3/c1-11(2)5-6-12-15(20-3)8-7-13-16(12)19-18-14(9-10-22-18)17(13)21-4/h5,7-10H,6H2,1-4H3
• InChI Key: AKRYHRBWHIDIRA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.13649347 g/mol
• Topological Polar Surface Area (TPSA): 44.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.9461	94.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5995	59.95%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7944	79.44%
P-glycoprotein inhibitior	-	0.4491	44.91%
P-glycoprotein substrate	-	0.7435	74.35%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3760	37.60%
CYP3A4 inhibition	+	0.6693	66.93%
CYP2C9 inhibition	-	0.5218	52.18%
CYP2C19 inhibition	+	0.6575	65.75%
CYP2D6 inhibition	-	0.8297	82.97%
CYP1A2 inhibition	+	0.9220	92.20%
CYP2C8 inhibition	+	0.5510	55.10%
CYP inhibitory promiscuity	+	0.9049	90.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4965	49.65%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.6606	66.06%
Skin irritation	-	0.8178	81.78%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9218	92.18%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7966	79.66%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6410	64.10%
Acute Oral Toxicity (c)	III	0.6007	60.07%
Estrogen receptor binding	+	0.8784	87.84%
Androgen receptor binding	+	0.6785	67.85%
Thyroid receptor binding	+	0.8368	83.68%
Glucocorticoid receptor binding	+	0.7937	79.37%
Aromatase binding	+	0.8301	83.01%
PPAR gamma	+	0.8109	81.09%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9041	90.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.27%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.70%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.77%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.36%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.36%	94.03%
CHEMBL5747	Q92793	CREB-binding protein	88.99%	95.12%
CHEMBL1255126	O15151	Protein Mdm4	88.00%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.33%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	85.03%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	84.24%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.35%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL251	P29274	Adenosine A2a receptor	80.64%	94.40%

Plants that contains it

• Conchocarpus coeruleus

Cross-Links

• PubChem: 162820497
• LOTUS: LTS0142075
• wikiData: Q104913812