3-[2-(3,4-Dimethoxyphenyl)ethyl]-4-methoxyquinoline

Details

• Internal ID: d4b41f4d-03fc-49f7-80d3-9b6ae79995a0
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives
• IUPAC Name: 3-[2-(3,4-dimethoxyphenyl)ethyl]-4-methoxyquinoline
• SMILES (Canonical): COC1=C(C=C(C=C1)CCC2=C(C3=CC=CC=C3N=C2)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCC2=C(C3=CC=CC=C3N=C2)OC)OC
• InChI: InChI=1S/C20H21NO3/c1-22-18-11-9-14(12-19(18)23-2)8-10-15-13-21-17-7-5-4-6-16(17)20(15)24-3/h4-7,9,11-13H,8,10H2,1-3H3
• InChI Key: JOJJOVBSZOUHPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.40 g/mol
• Exact Mass: 323.15214353 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 3-[2-(3,4-dimethoxyphenyl)ethyl]-4-methoxyquinoline
• AC1L9DM2
• CHEBI:5266
• Q27106697
• 3-[2-(3,4-dimethoxyphenyl)ethyl]-4-methoxy-quinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.9105	91.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8297	82.97%
P-glycoprotein inhibitior	+	0.5852	58.52%
P-glycoprotein substrate	+	0.6355	63.55%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4934	49.34%
CYP3A4 inhibition	-	0.7270	72.70%
CYP2C9 inhibition	-	0.8164	81.64%
CYP2C19 inhibition	+	0.7494	74.94%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.8308	83.08%
CYP2C8 inhibition	+	0.9747	97.47%
CYP inhibitory promiscuity	+	0.8337	83.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5524	55.24%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8195	81.95%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9529	95.29%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.5074	50.74%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8391	83.91%
Acute Oral Toxicity (c)	III	0.6485	64.85%
Estrogen receptor binding	+	0.9158	91.58%
Androgen receptor binding	+	0.5863	58.63%
Thyroid receptor binding	+	0.8419	84.19%
Glucocorticoid receptor binding	+	0.7339	73.39%
Aromatase binding	+	0.5217	52.17%
PPAR gamma	-	0.5296	52.96%
Honey bee toxicity	-	0.6778	67.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	-	0.6667	66.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	96.56%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.38%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.13%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.71%	89.44%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.70%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.39%	93.99%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.28%	95.17%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	89.36%	87.50%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	89.20%	85.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.80%	95.50%
CHEMBL5747	Q92793	CREB-binding protein	88.68%	95.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.99%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.58%	98.95%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	87.31%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.07%	92.62%
CHEMBL1255126	O15151	Protein Mdm4	86.78%	90.20%
CHEMBL4302	P08183	P-glycoprotein 1	86.58%	92.98%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.00%	96.09%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	86.00%	95.39%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.29%	94.03%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.00%	96.25%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.80%	93.81%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.72%	91.43%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.31%	97.53%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.90%	92.38%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.23%	97.33%

Plants that contains it

• Angostura trifoliata

Cross-Links

• PubChem: 442903
• LOTUS: LTS0038254
• wikiData: Q27106697