1-[3-(4-Methoxyphenyl)prop-2-enoyl]pyrrolidin-2-one

Details

• Internal ID: b01b0e7a-aa9c-43a5-a8b8-abda96eb2160
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 1-[3-(4-methoxyphenyl)prop-2-enoyl]pyrrolidin-2-one
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)N2CCCC2=O
• SMILES (Isomeric): COC1=CC=C(C=C1)C=CC(=O)N2CCCC2=O
• InChI: InChI=1S/C14H15NO3/c1-18-12-7-4-11(5-8-12)6-9-14(17)15-10-2-3-13(15)16/h4-9H,2-3,10H2,1H3
• InChI Key: ZOZBLVYNAYBARF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 245.27 g/mol
• Exact Mass: 245.10519334 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.9097	90.97%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8285	82.85%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9581	95.81%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8098	80.98%
BSEP inhibitior	-	0.5875	58.75%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.9394	93.94%
CYP3A4 substrate	-	0.5276	52.76%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.9015	90.15%
CYP2C9 inhibition	+	0.7247	72.47%
CYP2C19 inhibition	+	0.8339	83.39%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	+	0.8981	89.81%
CYP2C8 inhibition	-	0.9142	91.42%
CYP inhibitory promiscuity	-	0.7244	72.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5386	53.86%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.8620	86.20%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4113	41.13%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6184	61.84%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6712	67.12%
Nephrotoxicity	-	0.7299	72.99%
Acute Oral Toxicity (c)	III	0.7567	75.67%
Estrogen receptor binding	+	0.6843	68.43%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	-	0.6095	60.95%
Glucocorticoid receptor binding	+	0.6269	62.69%
Aromatase binding	+	0.9033	90.33%
PPAR gamma	-	0.7154	71.54%
Honey bee toxicity	-	0.9698	96.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4508	45.08%

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	97.20%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.79%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.11%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.69%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.45%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.04%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	83.85%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.33%	95.89%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 139699815
• LOTUS: LTS0103094
• wikiData: Q105380791