4,7-Dimethoxyfuro[2,3-b]quinolin-8-ol

Details

• Internal ID: 87f1db37-b362-4540-89d7-71a3d1aa176f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 4,7-dimethoxyfuro[2,3-b]quinolin-8-ol
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)O
• InChI: InChI=1S/C13H11NO4/c1-16-9-4-3-7-10(11(9)15)14-13-8(5-6-18-13)12(7)17-2/h3-6,15H,1-2H3
• InChI Key: YETVAZKVSQUUFY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₄
• Molecular Weight: 245.23 g/mol
• Exact Mass: 245.06880783 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• NSC645284
• 62580-17-0
• CHEMBL1981721
• DTXSID70327312
• NSC-645284
• NCI60_015425

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	+	0.5891	58.91%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5277	52.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8161	81.61%
P-glycoprotein inhibitior	-	0.8903	89.03%
P-glycoprotein substrate	-	0.8527	85.27%
CYP3A4 substrate	-	0.5317	53.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	-	0.6069	60.69%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.8583	85.83%
CYP1A2 inhibition	+	0.8859	88.59%
CYP2C8 inhibition	+	0.6219	62.19%
CYP inhibitory promiscuity	+	0.5367	53.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5088	50.88%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.6909	69.09%
Skin irritation	-	0.8260	82.60%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3850	38.50%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6419	64.19%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.8295	82.95%
Androgen receptor binding	+	0.6383	63.83%
Thyroid receptor binding	+	0.7078	70.78%
Glucocorticoid receptor binding	+	0.8548	85.48%
Aromatase binding	+	0.8715	87.15%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	-	0.7363	73.63%

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	95.88%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.40%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.22%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.03%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.73%	85.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.97%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	85.95%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.82%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	83.67%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.83%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	82.35%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.95%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.64%	86.33%

Plants that contains it

• Zanthoxylum arborescens

Cross-Links

• PubChem: 371227
• LOTUS: LTS0030915
• wikiData: Q82088973