3-Chloro-1-(4,7-dimethoxyfuro[2,3-b]quinolin-6-yl)oxy-3-methylbutan-2-ol

Details

• Internal ID: 625ab8fb-7a6a-4e4b-952e-dec8a0e1ccd1
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 3-chloro-1-(4,7-dimethoxyfuro[2,3-b]quinolin-6-yl)oxy-3-methylbutan-2-ol
• SMILES (Canonical): CC(C)(C(COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC)O)Cl
• SMILES (Isomeric): CC(C)(C(COC1=C(C=C2C(=C1)C(=C3C=COC3=N2)OC)OC)O)Cl
• InChI: InChI=1S/C18H20ClNO5/c1-18(2,19)15(21)9-25-14-7-11-12(8-13(14)22-3)20-17-10(5-6-24-17)16(11)23-4/h5-8,15,21H,9H2,1-4H3
• InChI Key: MBWWQHXJEXIFKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀ClNO₅
• Molecular Weight: 365.80 g/mol
• Exact Mass: 365.1030004 g/mol
• Topological Polar Surface Area (TPSA): 74.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.5225	52.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5310	53.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9398	93.98%
P-glycoprotein inhibitior	-	0.7595	75.95%
P-glycoprotein substrate	-	0.6105	61.05%
CYP3A4 substrate	+	0.5573	55.73%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.6819	68.19%
CYP3A4 inhibition	-	0.7350	73.50%
CYP2C9 inhibition	-	0.7900	79.00%
CYP2C19 inhibition	-	0.6939	69.39%
CYP2D6 inhibition	-	0.8870	88.70%
CYP1A2 inhibition	+	0.7496	74.96%
CYP2C8 inhibition	+	0.7062	70.62%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7638	76.38%
Carcinogenicity (trinary)	Non-required	0.4920	49.20%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9422	94.22%
Skin irritation	-	0.8064	80.64%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	+	0.5746	57.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8909	89.09%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8208	82.08%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8365	83.65%
Acute Oral Toxicity (c)	III	0.5635	56.35%
Estrogen receptor binding	+	0.9053	90.53%
Androgen receptor binding	+	0.5772	57.72%
Thyroid receptor binding	+	0.8519	85.19%
Glucocorticoid receptor binding	+	0.8681	86.81%
Aromatase binding	+	0.7662	76.62%
PPAR gamma	+	0.8155	81.55%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.4233	42.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5747	Q92793	CREB-binding protein	94.55%	95.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.37%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.75%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.96%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.80%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.76%	96.00%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	89.99%	95.39%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.62%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.56%	94.03%
CHEMBL2535	P11166	Glucose transporter	87.51%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.47%	92.62%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.10%	92.29%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.58%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.68%	96.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.74%	96.90%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.70%	86.92%
CHEMBL290	Q13370	Phosphodiesterase 3B	81.65%	94.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.62%	89.44%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.78%	92.38%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.70%	85.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.30%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%

Plants that contains it

• Vepris nobilis

Cross-Links

• PubChem: 11428548
• LOTUS: LTS0100349
• wikiData: Q105161011