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

Details

• Internal ID: defa2d28-b1e4-4e9f-8732-85623355c922
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-3-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methylprop-2-enamide
• SMILES (Canonical): CN(CCC1=CC(=C(C=C1)OC)OC)C(=O)C=CC2=CC(=C(C=C2)OC)OC
• SMILES (Isomeric): CN(CCC1=CC(=C(C=C1)OC)OC)C(=O)/C=C/C2=CC(=C(C=C2)OC)OC
• InChI: InChI=1S/C22H27NO5/c1-23(13-12-17-7-10-19(26-3)21(15-17)28-5)22(24)11-8-16-6-9-18(25-2)20(14-16)27-4/h6-11,14-15H,12-13H2,1-5H3/b11-8+
• InChI Key: DRJAASQJXDFHGW-DHZHZOJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.50 g/mol
• Exact Mass: 385.18892296 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• SCHEMBL4878055

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.8250	82.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7471	74.71%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9725	97.25%
P-glycoprotein inhibitior	+	0.8998	89.98%
P-glycoprotein substrate	-	0.6303	63.03%
CYP3A4 substrate	+	0.6190	61.90%
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	+	0.7392	73.92%
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	-	0.9439	94.39%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8945	89.45%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8899	88.99%
Acute Oral Toxicity (c)	III	0.6131	61.31%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.7876	78.76%
Thyroid receptor binding	+	0.7243	72.43%
Glucocorticoid receptor binding	+	0.8117	81.17%
Aromatase binding	+	0.5963	59.63%
PPAR gamma	-	0.5361	53.61%
Honey bee toxicity	-	0.8378	83.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5007	50.07%
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	97.38%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.01%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.43%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	93.94%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.37%	95.50%
CHEMBL2535	P11166	Glucose transporter	86.43%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.96%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.54%	89.00%

Plants that contains it

• Zanthoxylum rubescens

Cross-Links

• PubChem: 14237547
• LOTUS: LTS0101200
• wikiData: Q104987435