1-[3-(3,4,5-Trimethoxyphenyl)prop-2-enoyl]-3,4-dihydropyridin-2-one

Details

• Internal ID: 103eaae5-eec0-43af-a1dd-886aaca33fa7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 1-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-3,4-dihydropyridin-2-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2C=CCCC2=O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2C=CCCC2=O
• InChI: InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h5,7-11H,4,6H2,1-3H3
• InChI Key: JGGPBBZWGYVZLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₅
• Molecular Weight: 317.34 g/mol
• Exact Mass: 317.12632271 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	+	0.8689	86.89%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6792	67.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9575	95.75%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6386	63.86%
BSEP inhibitior	+	0.6849	68.49%
P-glycoprotein inhibitior	-	0.6242	62.42%
P-glycoprotein substrate	-	0.8883	88.83%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.5447	54.47%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.8331	83.31%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	+	0.7877	78.77%
CYP2C8 inhibition	+	0.5477	54.77%
CYP inhibitory promiscuity	-	0.6986	69.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5316	53.16%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8267	82.67%
Skin irritation	-	0.8124	81.24%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6481	64.81%
skin sensitisation	-	0.9177	91.77%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5826	58.26%
Nephrotoxicity	-	0.7684	76.84%
Acute Oral Toxicity (c)	III	0.7888	78.88%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	-	0.6136	61.36%
Thyroid receptor binding	+	0.6239	62.39%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	+	0.6080	60.80%
PPAR gamma	+	0.5262	52.62%
Honey bee toxicity	-	0.9223	92.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5648	56.48%
Fish aquatic toxicity	-	0.5811	58.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.23%	96.00%
CHEMBL4208	P20618	Proteasome component C5	90.13%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.03%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	83.13%	92.98%
CHEMBL2535	P11166	Glucose transporter	81.17%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%

Plants that contains it

• Piper longum

Cross-Links

• PubChem: 162871764
• LOTUS: LTS0094963
• wikiData: Q105127344