N-[2-(4-methoxyphenyl)ethyl]-N-methylbenzamide

Details

• Internal ID: 1c05ed95-e741-4f24-9c81-3e33e809d1e5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides
• IUPAC Name: N-[2-(4-methoxyphenyl)ethyl]-N-methylbenzamide
• SMILES (Canonical): CN(CCC1=CC=C(C=C1)OC)C(=O)C2=CC=CC=C2
• SMILES (Isomeric): CN(CCC1=CC=C(C=C1)OC)C(=O)C2=CC=CC=C2
• InChI: InChI=1S/C17H19NO2/c1-18(17(19)15-6-4-3-5-7-15)13-12-14-8-10-16(20-2)11-9-14/h3-11H,12-13H2,1-2H3
• InChI Key: MKXALYIEIUEYRE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.34 g/mol
• Exact Mass: 269.141578849 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• N-(4-methoxyphenethyl)-N-methylbenzamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.9148	91.48%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7592	75.92%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.8179	81.79%
P-glycoprotein inhibitior	-	0.8198	81.98%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5507	55.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7341	73.41%
CYP3A4 inhibition	-	0.8174	81.74%
CYP2C9 inhibition	-	0.5591	55.91%
CYP2C19 inhibition	-	0.5132	51.32%
CYP2D6 inhibition	-	0.8085	80.85%
CYP1A2 inhibition	+	0.8263	82.63%
CYP2C8 inhibition	+	0.4589	45.89%
CYP inhibitory promiscuity	-	0.6812	68.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.6134	61.34%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.7298	72.98%
Skin irritation	-	0.6934	69.34%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6659	66.59%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6819	68.19%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7703	77.03%
Acute Oral Toxicity (c)	III	0.6184	61.84%
Estrogen receptor binding	+	0.8464	84.64%
Androgen receptor binding	+	0.7276	72.76%
Thyroid receptor binding	-	0.6719	67.19%
Glucocorticoid receptor binding	-	0.4779	47.79%
Aromatase binding	+	0.7592	75.92%
PPAR gamma	+	0.5309	53.09%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7419	74.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.49%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.49%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.27%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.42%	98.75%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.24%	87.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.28%	93.99%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.01%	93.81%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	80.81%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.54%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.04%	96.00%

Plants that contains it

• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 25208283
• NPASS: NPC266425
• LOTUS: LTS0262648
• wikiData: Q105166287