4,8-Dimethoxy-8-(3-methylbut-2-enyl)-5,6-dihydrofuro[2,3-b]quinolin-7-one

Details

• Internal ID: b84bf19b-71a2-4545-bc27-e2a71019b76b
• Taxonomy: Organoheterocyclic compounds > Furopyridines
• IUPAC Name: 4,8-dimethoxy-8-(3-methylbut-2-enyl)-5,6-dihydrofuro[2,3-b]quinolin-7-one
• SMILES (Canonical): CC(=CCC1(C(=O)CCC2=C1N=C3C(=C2OC)C=CO3)OC)C
• SMILES (Isomeric): CC(=CCC1(C(=O)CCC2=C1N=C3C(=C2OC)C=CO3)OC)C
• InChI: InChI=1S/C18H21NO4/c1-11(2)7-9-18(22-4)14(20)6-5-12-15(21-3)13-8-10-23-17(13)19-16(12)18/h7-8,10H,5-6,9H2,1-4H3
• InChI Key: LJSNJSPRKDRGDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.14705815 g/mol
• Topological Polar Surface Area (TPSA): 61.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• 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	+	0.9909	99.09%
Caco-2	+	0.8883	88.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7353	73.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6072	60.72%
BSEP inhibitior	+	0.5903	59.03%
P-glycoprotein inhibitior	-	0.6448	64.48%
P-glycoprotein substrate	-	0.8150	81.50%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7228	72.28%
CYP3A4 inhibition	-	0.5749	57.49%
CYP2C9 inhibition	-	0.7818	78.18%
CYP2C19 inhibition	-	0.6348	63.48%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	+	0.6757	67.57%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	+	0.7182	71.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5622	56.22%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8280	82.80%
Skin irritation	-	0.7894	78.94%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.5492	54.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7344	73.44%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5374	53.74%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	-	0.4880	48.80%
Thyroid receptor binding	+	0.6680	66.80%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	+	0.6428	64.28%
PPAR gamma	+	0.6965	69.65%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9403	94.03%

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	97.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.85%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.46%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.87%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.58%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.35%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.29%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	81.43%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.84%	92.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.50%	96.67%

Plants that contains it

• Haplophyllum tuberculatum

Cross-Links

• PubChem: 14447740
• LOTUS: LTS0268004
• wikiData: Q104401613