(2S)-1-(4-methoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbut-3-en-2-ol

Details

• Internal ID: 0aa06b43-476a-4782-b7dc-147723538a91
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: (2S)-1-(4-methoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbut-3-en-2-ol
• SMILES (Canonical): CC(=C)C(COC1=CC2=C(C=C1)C(=C3C=COC3=N2)OC)O
• SMILES (Isomeric): CC(=C)[C@@H](COC1=CC2=C(C=C1)C(=C3C=COC3=N2)OC)O
• InChI: InChI=1S/C17H17NO4/c1-10(2)15(19)9-22-11-4-5-12-14(8-11)18-17-13(6-7-21-17)16(12)20-3/h4-8,15,19H,1,9H2,2-3H3/t15-/m1/s1
• InChI Key: LLQDFWJDFRTFGW-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇NO₄
• Molecular Weight: 299.32 g/mol
• Exact Mass: 299.11575802 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.5690	56.90%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4965	49.65%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6149	61.49%
P-glycoprotein inhibitior	-	0.8729	87.29%
P-glycoprotein substrate	-	0.6946	69.46%
CYP3A4 substrate	+	0.5411	54.11%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6718	67.18%
CYP3A4 inhibition	+	0.7034	70.34%
CYP2C9 inhibition	-	0.8021	80.21%
CYP2C19 inhibition	-	0.6772	67.72%
CYP2D6 inhibition	-	0.8531	85.31%
CYP1A2 inhibition	+	0.7683	76.83%
CYP2C8 inhibition	+	0.5145	51.45%
CYP inhibitory promiscuity	-	0.6183	61.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5663	56.63%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8412	84.12%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8149	81.49%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7767	77.67%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7703	77.03%
Acute Oral Toxicity (c)	III	0.6028	60.28%
Estrogen receptor binding	+	0.6957	69.57%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.8883	88.83%
Aromatase binding	+	0.8476	84.76%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.4310	43.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.91%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.42%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.61%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.13%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.06%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	90.40%	95.12%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.51%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	86.25%	95.39%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.85%	92.68%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.59%	95.83%
CHEMBL1907	P15144	Aminopeptidase N	84.82%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.32%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.97%	93.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.61%	92.62%
CHEMBL2535	P11166	Glucose transporter	83.29%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.72%	96.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.51%	100.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.78%	93.81%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%

Plants that contains it

• Melicope semecarpifolia

Cross-Links

• PubChem: 162999708
• LOTUS: LTS0201054
• wikiData: Q105153664