1-[2-(2-Oxopropyl)pyrrolidin-1-yl]-3-phenylprop-2-en-1-one

Details

• Internal ID: f8ad8833-9ce4-4006-96e6-16124937bb4b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 1-[2-(2-oxopropyl)pyrrolidin-1-yl]-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC(=O)CC1CCCN1C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CC(=O)CC1CCCN1C(=O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C16H19NO2/c1-13(18)12-15-8-5-11-17(15)16(19)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-10,15H,5,8,11-12H2,1H3
• InChI Key: NEMCZEDVHNYBHM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33 g/mol
• Exact Mass: 257.141578849 g/mol
• Topological Polar Surface Area (TPSA): 37.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.9539	95.39%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6326	63.26%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6564	65.64%
P-glycoprotein inhibitior	-	0.8819	88.19%
P-glycoprotein substrate	-	0.7368	73.68%
CYP3A4 substrate	-	0.6013	60.13%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8386	83.86%
CYP2C9 inhibition	+	0.5501	55.01%
CYP2C19 inhibition	+	0.8615	86.15%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.5241	52.41%
CYP2C8 inhibition	-	0.8000	80.00%
CYP inhibitory promiscuity	+	0.5954	59.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.9234	92.34%
Skin irritation	-	0.7391	73.91%
Skin corrosion	-	0.8307	83.07%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7911	79.11%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6041	60.41%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8053	80.53%
Acute Oral Toxicity (c)	III	0.7069	70.69%
Estrogen receptor binding	-	0.5639	56.39%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	-	0.7747	77.47%
Glucocorticoid receptor binding	-	0.6492	64.92%
Aromatase binding	+	0.6023	60.23%
PPAR gamma	-	0.9048	90.48%
Honey bee toxicity	-	0.9659	96.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7751	77.51%

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	96.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.08%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.44%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	86.93%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.50%	91.11%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.53%	96.25%
CHEMBL3524	P56524	Histone deacetylase 4	81.97%	92.97%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	81.79%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.67%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.60%	97.09%

Plants that contains it

• Dendrobium chrysanthum

Cross-Links

• PubChem: 72801134
• LOTUS: LTS0261645
• wikiData: Q105178049