(E)-N-[(2S)-2-ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide

Details

• Internal ID: 0ebddaf8-d02d-4801-a4ac-1ce45e755245
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: (E)-N-[(2S)-2-ethoxy-2-(4-methoxyphenyl)ethyl]-3-phenylprop-2-enamide
• InChI: InChI=1S/C20H23NO3/c1-3-24-19(17-10-12-18(23-2)13-11-17)15-21-20(22)14-9-16-7-5-4-6-8-16/h4-14,19H,3,15H2,1-2H3,(H,21,22)/b14-9+/t19-/m1/s1
• InChI Key: LXXLURHVWSXSJP-CECLQJIQSA-N
• Popularity: 2 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): 47.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.7418	74.18%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9354	93.54%
P-glycoprotein inhibitior	+	0.6167	61.67%
P-glycoprotein substrate	-	0.7759	77.59%
CYP3A4 substrate	-	0.5090	50.90%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	+	0.8085	80.85%
CYP2C9 inhibition	-	0.8063	80.63%
CYP2C19 inhibition	+	0.6339	63.39%
CYP2D6 inhibition	-	0.6358	63.58%
CYP1A2 inhibition	+	0.7966	79.66%
CYP2C8 inhibition	-	0.6454	64.54%
CYP inhibitory promiscuity	+	0.9148	91.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7156	71.56%
Carcinogenicity (trinary)	Non-required	0.5635	56.35%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9506	95.06%
Skin irritation	-	0.8226	82.26%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9475	94.75%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7521	75.21%
Acute Oral Toxicity (c)	III	0.7264	72.64%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	-	0.5545	55.45%
Glucocorticoid receptor binding	+	0.5953	59.53%
Aromatase binding	+	0.6695	66.95%
PPAR gamma	-	0.5966	59.66%
Honey bee toxicity	-	0.9117	91.17%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8246	82.46%

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	97.28%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.94%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.72%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.81%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.74%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.42%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.48%	95.50%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.03%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.12%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	84.04%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.77%	93.99%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.77%	93.81%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 163186897
• LOTUS: LTS0047541
• wikiData: Q105159141