2-[(2R)-4-methoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl]propan-2-yl acetate

Details

• Internal ID: 14662ee3-53a6-437b-882e-1e4940f23d27
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
• IUPAC Name: 2-[(2R)-4-methoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl]propan-2-yl acetate
• InChI: InChI=1S/C17H19NO4/c1-10(19)22-17(2,3)14-9-12-15(20-4)11-7-5-6-8-13(11)18-16(12)21-14/h5-8,14H,9H2,1-4H3/t14-/m1/s1
• InChI Key: NQILKTMHLCTFNB-CQSZACIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.34 g/mol
• Exact Mass: 301.13140809 g/mol
• Topological Polar Surface Area (TPSA): 57.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.7384	73.84%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5478	54.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5721	57.21%
P-glycoprotein inhibitior	-	0.7038	70.38%
P-glycoprotein substrate	-	0.8934	89.34%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7923	79.23%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8585	85.85%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	+	0.6942	69.42%
CYP2C8 inhibition	+	0.4711	47.11%
CYP inhibitory promiscuity	-	0.6247	62.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4231	42.31%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.7782	77.82%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9186	91.86%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6144	61.44%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6026	60.26%
Acute Oral Toxicity (c)	III	0.4639	46.39%
Estrogen receptor binding	+	0.8577	85.77%
Androgen receptor binding	+	0.6010	60.10%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.5523	55.23%
Aromatase binding	-	0.5093	50.93%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5351	53.51%
Fish aquatic toxicity	+	0.7115	71.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.30%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.90%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.43%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.59%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.87%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.78%	94.73%
CHEMBL5028	O14672	ADAM10	83.34%	97.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.77%	96.39%
CHEMBL2535	P11166	Glucose transporter	82.37%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.97%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.67%	94.00%

Plants that contains it

• Geijera salicifolia

Cross-Links

• PubChem: 163194053
• LOTUS: LTS0248777
• wikiData: Q105183891