Methyl 5-(1,3-dimethoxy-3-oxoprop-1-enyl)-4-methoxyfuro[2,3-b]pyridine-6-carboxylate

Details

• Internal ID: 958ab9d3-f15b-4f73-8e84-cddf6cd9add8
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
• IUPAC Name: methyl 5-(1,3-dimethoxy-3-oxoprop-1-enyl)-4-methoxyfuro[2,3-b]pyridine-6-carboxylate
• SMILES (Canonical): COC1=C2C=COC2=NC(=C1C(=CC(=O)OC)OC)C(=O)OC
• SMILES (Isomeric): COC1=C2C=COC2=NC(=C1C(=CC(=O)OC)OC)C(=O)OC
• InChI: InChI=1S/C15H15NO7/c1-19-9(7-10(17)20-2)11-12(15(18)22-4)16-14-8(5-6-23-14)13(11)21-3/h5-7H,1-4H3
• InChI Key: XJZTWYOCNSSOKU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₇
• Molecular Weight: 321.28 g/mol
• Exact Mass: 321.08485182 g/mol
• Topological Polar Surface Area (TPSA): 97.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 8
• 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	+	0.9876	98.76%
Caco-2	+	0.6974	69.74%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6358	63.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5335	53.35%
P-glycoprotein inhibitior	-	0.5725	57.25%
P-glycoprotein substrate	-	0.8753	87.53%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.5746	57.46%
CYP2C9 inhibition	-	0.7699	76.99%
CYP2C19 inhibition	-	0.7914	79.14%
CYP2D6 inhibition	-	0.9619	96.19%
CYP1A2 inhibition	+	0.7091	70.91%
CYP2C8 inhibition	+	0.4478	44.78%
CYP inhibitory promiscuity	-	0.5304	53.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Non-required	0.4333	43.33%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.6940	69.40%
Skin irritation	-	0.8367	83.67%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	+	0.5830	58.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.6863	68.63%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.7406	74.06%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6693	66.93%
Acute Oral Toxicity (c)	III	0.4941	49.41%
Estrogen receptor binding	+	0.7066	70.66%
Androgen receptor binding	+	0.6735	67.35%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	+	0.6480	64.80%
PPAR gamma	+	0.6644	66.44%
Honey bee toxicity	-	0.9013	90.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8281	82.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.47%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.24%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.25%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	85.55%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.53%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.02%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.40%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.31%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.45%	86.33%

Plants that contains it

• Sarcomelicope megistophylla

Cross-Links

• PubChem: 85087060
• LOTUS: LTS0207121
• wikiData: Q105329360