3-methyl-N-[(2R)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]butanamide

Details

• Internal ID: 7566f459-2dfc-466e-b52f-c09e620a5efc
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 3-methyl-N-[(2R)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]butanamide
• SMILES (Canonical): CC(C)CC(=O)NC1CCCN1C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): CC(C)CC(=O)N[C@H]1CCCN1C(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C18H24N2O2/c1-14(2)13-17(21)19-16-9-6-12-20(16)18(22)11-10-15-7-4-3-5-8-15/h3-5,7-8,10-11,14,16H,6,9,12-13H2,1-2H3,(H,19,21)/b11-10+/t16-/m1/s1
• InChI Key: ZNTRFYBQZJQJRD-SIFUEBAJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄N₂O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.183778013 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8271	82.71%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6700	67.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6961	69.61%
P-glycoprotein inhibitior	-	0.7133	71.33%
P-glycoprotein substrate	-	0.5646	56.46%
CYP3A4 substrate	-	0.5323	53.23%
CYP2C9 substrate	+	0.5389	53.89%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.7668	76.68%
CYP2C9 inhibition	-	0.7676	76.76%
CYP2C19 inhibition	-	0.6784	67.84%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.9083	90.83%
CYP2C8 inhibition	-	0.8101	81.01%
CYP inhibitory promiscuity	-	0.6911	69.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6312	63.12%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9808	98.08%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.8873	88.73%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7425	74.25%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7622	76.22%
Acute Oral Toxicity (c)	III	0.6782	67.82%
Estrogen receptor binding	-	0.5964	59.64%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	-	0.5395	53.95%
Glucocorticoid receptor binding	-	0.5813	58.13%
Aromatase binding	-	0.4946	49.46%
PPAR gamma	-	0.4852	48.52%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8985	89.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.08%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.25%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.29%	91.11%
CHEMBL5028	O14672	ADAM10	84.74%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.09%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.86%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.55%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.39%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.37%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.97%	89.62%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Aglaia edulis

Cross-Links

• PubChem: 162977399
• LOTUS: LTS0048825
• wikiData: Q105380214