(2R)-2-(1-Hydroxy-1-methylethyl)-2,3-dihydro-4-methoxy-9-methylfuro[2,3-b]quinoline-9-ium

Details

• Internal ID: f26d5f47-bbb9-40f8-b9a5-1758607b2186
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
• IUPAC Name: 2-[(2R)-4-methoxy-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-9-ium-2-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1CC2=C(C3=CC=CC=C3[N+](=C2O1)C)OC)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(C3=CC=CC=C3[N+](=C2O1)C)OC)O
• InChI: InChI=1S/C16H20NO3/c1-16(2,18)13-9-11-14(19-4)10-7-5-6-8-12(10)17(3)15(11)20-13/h5-8,13,18H,9H2,1-4H3/q+1/t13-/m1/s1
• InChI Key: HXSFUGOHWOKESA-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀NO₃+
• Molecular Weight: 274.33 g/mol
• Exact Mass: 274.14431850 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8174	81.74%
Caco-2	+	0.7893	78.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4141	41.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6118	61.18%
P-glycoprotein inhibitior	-	0.9277	92.77%
P-glycoprotein substrate	-	0.8297	82.97%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	-	0.6318	63.18%
CYP2D6 substrate	-	0.7007	70.07%
CYP3A4 inhibition	-	0.9476	94.76%
CYP2C9 inhibition	-	0.8286	82.86%
CYP2C19 inhibition	-	0.6482	64.82%
CYP2D6 inhibition	-	0.7636	76.36%
CYP1A2 inhibition	+	0.6585	65.85%
CYP2C8 inhibition	+	0.5115	51.15%
CYP inhibitory promiscuity	-	0.7680	76.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4508	45.08%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7626	76.26%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7588	75.88%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8231	82.31%
Acute Oral Toxicity (c)	III	0.5928	59.28%
Estrogen receptor binding	+	0.7546	75.46%
Androgen receptor binding	-	0.5402	54.02%
Thyroid receptor binding	+	0.6539	65.39%
Glucocorticoid receptor binding	-	0.6264	62.64%
Aromatase binding	-	0.5513	55.13%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.8903	89.03%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	-	0.5505	55.05%

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	98.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.12%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.09%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.69%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.57%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.48%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.06%	97.25%

Plants that contains it

• Platycodon grandiflorus
• Ruta graveolens

Cross-Links

• PubChem: 11281047
• NPASS: NPC214309