3-(3,4-dimethoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylprop-2-enamide

Details

• Internal ID: 44de07fb-5484-48a8-a0a0-a852a7d3ac88
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 3-(3,4-dimethoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylprop-2-enamide
• InChI: InChI=1S/C21H25NO4/c1-22(14-13-16-5-9-18(24-2)10-6-16)21(23)12-8-17-7-11-19(25-3)20(15-17)26-4/h5-12,15H,13-14H2,1-4H3
• InChI Key: CMJJLLFJMKGGOF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.17835828 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.8560	85.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7471	74.71%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9667	96.67%
P-glycoprotein inhibitior	+	0.8131	81.31%
P-glycoprotein substrate	-	0.6476	64.76%
CYP3A4 substrate	+	0.6247	62.47%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8120	81.20%
CYP3A4 inhibition	+	0.6660	66.60%
CYP2C9 inhibition	-	0.5299	52.99%
CYP2C19 inhibition	-	0.5081	50.81%
CYP2D6 inhibition	-	0.8861	88.61%
CYP1A2 inhibition	+	0.5808	58.08%
CYP2C8 inhibition	+	0.6635	66.35%
CYP inhibitory promiscuity	-	0.7139	71.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7594	75.94%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8921	89.21%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9063	90.63%
Acute Oral Toxicity (c)	III	0.6131	61.31%
Estrogen receptor binding	+	0.8861	88.61%
Androgen receptor binding	+	0.8146	81.46%
Thyroid receptor binding	+	0.6538	65.38%
Glucocorticoid receptor binding	+	0.7808	78.08%
Aromatase binding	+	0.7850	78.50%
PPAR gamma	-	0.6627	66.27%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9560	95.60%

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	97.99%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.43%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.49%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.27%	95.50%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	88.22%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.10%	96.95%
CHEMBL2535	P11166	Glucose transporter	87.99%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.96%	91.11%
CHEMBL4208	P20618	Proteasome component C5	87.80%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.02%	86.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.45%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.08%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.41%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%

Plants that contains it

• Zanthoxylum beecheyanum

Cross-Links

• PubChem: 162942045
• LOTUS: LTS0060453
• wikiData: Q104998375