7,8-Dimethoxyfuro[2,3-b]quinoline

Details

• Internal ID: 4035b4fc-9ac4-4e30-8ddc-fa6454c36a3d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 7,8-dimethoxyfuro[2,3-b]quinoline
• SMILES (Canonical): COC1=C(C2=NC3=C(C=CO3)C=C2C=C1)OC
• SMILES (Isomeric): COC1=C(C2=NC3=C(C=CO3)C=C2C=C1)OC
• InChI: InChI=1S/C13H11NO3/c1-15-10-4-3-8-7-9-5-6-17-13(9)14-11(8)12(10)16-2/h3-7H,1-2H3
• InChI Key: WMSUFRYDRCCPOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23 g/mol
• Exact Mass: 229.07389321 g/mol
• Topological Polar Surface Area (TPSA): 44.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.7149	71.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9710	97.10%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4759	47.59%
P-glycoprotein inhibitior	-	0.8789	87.89%
P-glycoprotein substrate	-	0.8919	89.19%
CYP3A4 substrate	-	0.6115	61.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3562	35.62%
CYP3A4 inhibition	-	0.6004	60.04%
CYP2C9 inhibition	-	0.8532	85.32%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	+	0.9777	97.77%
CYP2C8 inhibition	-	0.5614	56.14%
CYP inhibitory promiscuity	+	0.7620	76.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4840	48.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.5755	57.55%
Skin irritation	-	0.8047	80.47%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6927	69.27%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5161	51.61%
Acute Oral Toxicity (c)	III	0.6702	67.02%
Estrogen receptor binding	+	0.9122	91.22%
Androgen receptor binding	+	0.7661	76.61%
Thyroid receptor binding	+	0.7341	73.41%
Glucocorticoid receptor binding	+	0.8188	81.88%
Aromatase binding	+	0.9325	93.25%
PPAR gamma	-	0.5718	57.18%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.6966	69.66%

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	93.69%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.92%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	89.60%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.22%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.12%	94.03%
CHEMBL5747	Q92793	CREB-binding protein	88.16%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.44%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.32%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.29%	93.65%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.26%	96.67%

Plants that contains it

• Beaucarnea recurvata
• Centaurea arenaria
• Cotylelobium scabriusculum
• Cratystylis conocephala
• Diospyros abyssinica
• Diospyros elliptifolia
• Diospyros malabarica
• Gutenbergia cordifolia
• Mikania scandens
• Phyllodium pulchellum
• Scorzonera hispanica
• Trapa natans var. japonica

Cross-Links

• PubChem: 71089525
• NPASS: NPC66922