3-(4-Methoxyphenyl)-1-pyrrolidin-1-ylprop-2-en-1-one

Details

• Internal ID: 4fd2c769-aed0-42d4-a3d2-b14d84d52ba0
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 3-(4-methoxyphenyl)-1-pyrrolidin-1-ylprop-2-en-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC(=O)N2CCCC2
• SMILES (Isomeric): COC1=CC=C(C=C1)C=CC(=O)N2CCCC2
• InChI: InChI=1S/C14H17NO2/c1-17-13-7-4-12(5-8-13)6-9-14(16)15-10-2-3-11-15/h4-9H,2-3,10-11H2,1H3
• InChI Key: JYEDISZKFNNREA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.29 g/mol
• Exact Mass: 231.125928785 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 2
• 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	+	0.9952	99.52%
Caco-2	+	0.9621	96.21%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6904	69.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9638	96.38%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5348	53.48%
BSEP inhibitior	-	0.6589	65.89%
P-glycoprotein inhibitior	-	0.9621	96.21%
P-glycoprotein substrate	-	0.9322	93.22%
CYP3A4 substrate	-	0.5957	59.57%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.5890	58.90%
CYP2C19 inhibition	+	0.5655	56.55%
CYP2D6 inhibition	-	0.8488	84.88%
CYP1A2 inhibition	+	0.6485	64.85%
CYP2C8 inhibition	-	0.9324	93.24%
CYP inhibitory promiscuity	-	0.5492	54.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9340	93.40%
Carcinogenicity (trinary)	Non-required	0.5036	50.36%
Eye corrosion	-	0.9591	95.91%
Eye irritation	-	0.4778	47.78%
Skin irritation	-	0.6642	66.42%
Skin corrosion	-	0.8860	88.60%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3875	38.75%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7485	74.85%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.6300	63.00%
Androgen receptor binding	+	0.7170	71.70%
Thyroid receptor binding	-	0.5182	51.82%
Glucocorticoid receptor binding	-	0.5636	56.36%
Aromatase binding	+	0.7680	76.80%
PPAR gamma	-	0.8368	83.68%
Honey bee toxicity	-	0.9750	97.50%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.7144	71.44%

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	96.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL4208	P20618	Proteasome component C5	94.99%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.72%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.63%	93.99%
CHEMBL2581	P07339	Cathepsin D	86.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.71%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.45%	95.89%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	80.90%	92.86%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 773629
• LOTUS: LTS0192989
• wikiData: Q105136948