(Z)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide

Details

• Internal ID: 2da2e5e3-06c6-4410-b121-082bdb567887
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (Z)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methyl-3-phenylprop-2-enamide
• SMILES (Canonical): CN(CCC1=CC(=C(C=C1)OC)OC)C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CN(CCC1=CC(=C(C=C1)OC)OC)C(=O)/C=C\C2=CC=CC=C2
• InChI: InChI=1S/C20H23NO3/c1-21(20(22)12-10-16-7-5-4-6-8-16)14-13-17-9-11-18(23-2)19(15-17)24-3/h4-12,15H,13-14H2,1-3H3/b12-10-
• InChI Key: FXPCTDSVAYDNFM-BENRWUELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.16779360 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.9041	90.41%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8435	84.35%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7875	78.75%
P-glycoprotein inhibitior	+	0.8206	82.06%
P-glycoprotein substrate	-	0.6123	61.23%
CYP3A4 substrate	+	0.6182	61.82%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8120	81.20%
CYP3A4 inhibition	+	0.5128	51.28%
CYP2C9 inhibition	-	0.6204	62.04%
CYP2C19 inhibition	-	0.5613	56.13%
CYP2D6 inhibition	-	0.8516	85.16%
CYP1A2 inhibition	+	0.7812	78.12%
CYP2C8 inhibition	+	0.8439	84.39%
CYP inhibitory promiscuity	-	0.6910	69.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7594	75.94%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9567	95.67%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9097	90.97%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6324	63.24%
skin sensitisation	-	0.8888	88.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8667	86.67%
Acute Oral Toxicity (c)	III	0.5252	52.52%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.8426	84.26%
Thyroid receptor binding	+	0.6017	60.17%
Glucocorticoid receptor binding	+	0.6485	64.85%
Aromatase binding	+	0.6824	68.24%
PPAR gamma	-	0.6657	66.57%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9468	94.68%

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	97.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.70%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	95.65%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.16%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.96%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.63%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.89%	95.50%
CHEMBL2535	P11166	Glucose transporter	87.88%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.70%	89.44%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.57%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.25%	96.95%
CHEMBL5028	O14672	ADAM10	80.58%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.30%	93.00%

Plants that contains it

• Zanthoxylum rubescens

Cross-Links

• PubChem: 5318965
• LOTUS: LTS0170203
• wikiData: Q105004145