2-methyl-N-[1-(3-phenylprop-2-enoyl)pyrrolidin-2-yl]but-2-enamide

Details

• Internal ID: 645bd868-e923-406c-b28d-26b6c9caecde
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 2-methyl-N-[1-(3-phenylprop-2-enoyl)pyrrolidin-2-yl]but-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NC1CCCN1C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CC=C(C)C(=O)NC1CCCN1C(=O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C18H22N2O2/c1-3-14(2)18(22)19-16-10-7-13-20(16)17(21)12-11-15-8-5-4-6-9-15/h3-6,8-9,11-12,16H,7,10,13H2,1-2H3,(H,19,22)
• InChI Key: JESGIROWPOPQQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.168127949 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8181	81.81%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6227	62.27%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7391	73.91%
BSEP inhibitior	+	0.7292	72.92%
P-glycoprotein inhibitior	-	0.6667	66.67%
P-glycoprotein substrate	-	0.7246	72.46%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.7586	75.86%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.7534	75.34%
CYP2C8 inhibition	-	0.7707	77.07%
CYP inhibitory promiscuity	-	0.7001	70.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5966	59.66%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9887	98.87%
Skin irritation	-	0.7471	74.71%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8706	87.06%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5359	53.59%
skin sensitisation	-	0.8893	88.93%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8030	80.30%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.6256	62.56%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	-	0.5291	52.91%
Glucocorticoid receptor binding	-	0.5576	55.76%
Aromatase binding	+	0.5856	58.56%
PPAR gamma	-	0.7438	74.38%
Honey bee toxicity	-	0.9524	95.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8072	80.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.83%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.24%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.63%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.66%	96.00%
CHEMBL5028	O14672	ADAM10	84.68%	97.50%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.54%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.55%	93.00%

Plants that contains it

• Aglaia elaeagnoidea
• Aglaia laxiflora

Cross-Links

• PubChem: 163029777
• LOTUS: LTS0147489
• wikiData: Q105126375