6-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]-4-methoxyfuro[2,3-b]quinolin-7-ol

Details

• Internal ID: 4b11b0c0-c876-4dd9-81cc-e440de1e75da
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 6-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]-4-methoxyfuro[2,3-b]quinolin-7-ol
• SMILES (Canonical): CC1(C(O1)COC2=C(C=C3C(=C2)C(=C4C=COC4=N3)OC)O)C
• SMILES (Isomeric): CC1([C@@H](O1)COC2=C(C=C3C(=C2)C(=C4C=COC4=N3)OC)O)C
• InChI: InChI=1S/C17H17NO5/c1-17(2)14(23-17)8-22-13-6-10-11(7-12(13)19)18-16-9(4-5-21-16)15(10)20-3/h4-7,14,19H,8H2,1-3H3/t14-/m0/s1
• InChI Key: LQPWEAMYPNIDSY-AWEZNQCLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇NO₅
• Molecular Weight: 315.32 g/mol
• Exact Mass: 315.11067264 g/mol
• Topological Polar Surface Area (TPSA): 77.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9422	94.22%
Caco-2	-	0.5407	54.07%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6261	62.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7473	74.73%
P-glycoprotein inhibitior	-	0.7611	76.11%
P-glycoprotein substrate	-	0.5777	57.77%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7796	77.96%
CYP3A4 inhibition	-	0.6638	66.38%
CYP2C9 inhibition	-	0.7462	74.62%
CYP2C19 inhibition	-	0.6870	68.70%
CYP2D6 inhibition	-	0.8946	89.46%
CYP1A2 inhibition	+	0.7252	72.52%
CYP2C8 inhibition	+	0.8179	81.79%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.7068	70.68%
Skin irritation	-	0.8100	81.00%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6842	68.42%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8139	81.39%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7625	76.25%
Acute Oral Toxicity (c)	III	0.5362	53.62%
Estrogen receptor binding	+	0.9040	90.40%
Androgen receptor binding	+	0.7135	71.35%
Thyroid receptor binding	+	0.8142	81.42%
Glucocorticoid receptor binding	+	0.9021	90.21%
Aromatase binding	+	0.8261	82.61%
PPAR gamma	+	0.7672	76.72%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.4627	46.27%

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	98.44%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.92%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	95.11%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.63%	91.49%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	92.83%	85.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.67%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.38%	95.83%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.71%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.57%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.19%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.06%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.72%	92.62%
CHEMBL5747	Q92793	CREB-binding protein	85.49%	95.12%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.48%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.45%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.34%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.10%	89.44%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.81%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.39%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.91%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.87%	94.73%
CHEMBL290	Q13370	Phosphodiesterase 3B	82.84%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.38%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.93%	96.90%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.26%	93.10%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.03%	92.38%

Plants that contains it

• Vepris suaveolens

Cross-Links

• PubChem: 135953335
• LOTUS: LTS0003173
• wikiData: Q105155661