[(2R)-1-(4,7-dimethoxyfuro[2,3-b]quinolin-6-yl)oxy-3-hydroxy-3-methylbutan-2-yl] acetate

Details

• Internal ID: 1f05c305-b584-4cd4-825a-6c7e1bac2da7
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: [(2R)-1-(4,7-dimethoxyfuro[2,3-b]quinolin-6-yl)oxy-3-hydroxy-3-methylbutan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC)C(C)(C)O
• SMILES (Isomeric): CC(=O)O[C@H](COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC)C(C)(C)O
• InChI: InChI=1S/C20H23NO7/c1-11(22)28-17(20(2,3)23)10-27-16-8-13-14(9-15(16)24-4)21-19-12(6-7-26-19)18(13)25-5/h6-9,17,23H,10H2,1-5H3/t17-/m1/s1
• InChI Key: WYLOAWDEIFNIAN-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₇
• Molecular Weight: 389.40 g/mol
• Exact Mass: 389.14745207 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	+	0.5306	53.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6589	65.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9393	93.93%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	-	0.4737	47.37%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5933	59.33%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.8273	82.73%
CYP3A4 inhibition	-	0.6530	65.30%
CYP2C9 inhibition	-	0.7399	73.99%
CYP2C19 inhibition	-	0.7020	70.20%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.8091	80.91%
CYP2C8 inhibition	+	0.7123	71.23%
CYP inhibitory promiscuity	-	0.5825	58.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8294	82.94%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7104	71.04%
Acute Oral Toxicity (c)	III	0.5374	53.74%
Estrogen receptor binding	+	0.8918	89.18%
Androgen receptor binding	+	0.6312	63.12%
Thyroid receptor binding	+	0.7774	77.74%
Glucocorticoid receptor binding	+	0.9033	90.33%
Aromatase binding	+	0.7639	76.39%
PPAR gamma	+	0.7631	76.31%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7477	74.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.87%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.33%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.14%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.88%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	90.84%	95.39%
CHEMBL2535	P11166	Glucose transporter	90.15%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.69%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.65%	92.29%
CHEMBL5747	Q92793	CREB-binding protein	86.04%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.20%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.60%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.50%	97.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.26%	92.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.15%	92.38%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.59%	96.67%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.66%	89.44%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.71%	89.62%
CHEMBL290	Q13370	Phosphodiesterase 3B	81.59%	94.00%

Plants that contains it

• Vepris nobilis

Cross-Links

• PubChem: 38346088
• LOTUS: LTS0179702
• wikiData: Q105322378