6-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]-4,7-dimethoxyfuro[2,3-b]quinoline

Details

• Internal ID: d68e3f33-ae3b-4c4e-827e-eebc6781b2d6
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 6-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]-4,7-dimethoxyfuro[2,3-b]quinoline
• SMILES (Canonical): CC1(C(O1)COC2=C(C=C3C(=C2)C(=C4C=COC4=N3)OC)OC)C
• SMILES (Isomeric): CC1([C@H](O1)COC2=C(C=C3C(=C2)C(=C4C=COC4=N3)OC)OC)C
• InChI: InChI=1S/C18H19NO5/c1-18(2)15(24-18)9-23-14-7-11-12(8-13(14)20-3)19-17-10(5-6-22-17)16(11)21-4/h5-8,15H,9H2,1-4H3/t15-/m1/s1
• InChI Key: QNBSHIXWTBEZSA-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 329.30 g/mol
• Exact Mass: 329.12632271 g/mol
• Topological Polar Surface Area (TPSA): 66.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	+	0.6936	69.36%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6145	61.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9030	90.30%
P-glycoprotein inhibitior	-	0.5680	56.80%
P-glycoprotein substrate	+	0.5053	50.53%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.7216	72.16%
CYP3A4 inhibition	-	0.6224	62.24%
CYP2C9 inhibition	-	0.7263	72.63%
CYP2C19 inhibition	-	0.6365	63.65%
CYP2D6 inhibition	-	0.8978	89.78%
CYP1A2 inhibition	+	0.7894	78.94%
CYP2C8 inhibition	+	0.8106	81.06%
CYP inhibitory promiscuity	+	0.5794	57.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7649	76.49%
Skin irritation	-	0.8141	81.41%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8704	87.04%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7862	78.62%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.5751	57.51%
Estrogen receptor binding	+	0.9173	91.73%
Androgen receptor binding	+	0.6947	69.47%
Thyroid receptor binding	+	0.8680	86.80%
Glucocorticoid receptor binding	+	0.9118	91.18%
Aromatase binding	+	0.7364	73.64%
PPAR gamma	+	0.7898	78.98%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.4160	41.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.55%	94.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	95.51%	85.49%
CHEMBL5747	Q92793	CREB-binding protein	95.15%	95.12%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	94.92%	94.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.79%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.06%	94.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	92.28%	89.44%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.24%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.08%	96.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	91.44%	92.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.43%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.28%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	87.35%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.04%	92.62%
CHEMBL3524	P56524	Histone deacetylase 4	87.00%	92.97%
CHEMBL290	Q13370	Phosphodiesterase 3B	86.51%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.11%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.87%	96.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.54%	100.00%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	83.49%	86.79%
CHEMBL2535	P11166	Glucose transporter	82.91%	98.75%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	82.44%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.68%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.47%	85.14%

Plants that contains it

• Vepris natalensis
• Vepris nobilis

Cross-Links

• PubChem: 163091449
• LOTUS: LTS0118189
• wikiData: Q105224320