Edulimide

Details

• Internal ID: 331828b9-a90c-4c5f-89c8-083a00b49418
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: N-acetyl-3-phenyl-N-[4-[[(E)-3-phenylprop-2-enoyl]amino]butyl]propanamide
• SMILES (Canonical): CC(=O)N(CCCCNC(=O)C=CC1=CC=CC=C1)C(=O)CCC2=CC=CC=C2
• SMILES (Isomeric): CC(=O)N(CCCCNC(=O)/C=C/C1=CC=CC=C1)C(=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C24H28N2O3/c1-20(27)26(24(29)17-15-22-12-6-3-7-13-22)19-9-8-18-25-23(28)16-14-21-10-4-2-5-11-21/h2-7,10-14,16H,8-9,15,17-19H2,1H3,(H,25,28)/b16-14+
• InChI Key: JEZVLNLOENILMI-JQIJEIRASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈N₂O₃
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.20999276 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• CHEMBL464783
• SCHEMBL4355651

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	+	0.5132	51.32%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	+	0.9597	95.97%
P-glycoprotein inhibitior	+	0.8775	87.75%
P-glycoprotein substrate	+	0.6608	66.08%
CYP3A4 substrate	+	0.6017	60.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	+	0.9000	90.00%
CYP2C9 inhibition	-	0.7735	77.35%
CYP2C19 inhibition	-	0.5675	56.75%
CYP2D6 inhibition	-	0.6407	64.07%
CYP1A2 inhibition	-	0.8544	85.44%
CYP2C8 inhibition	-	0.5609	56.09%
CYP inhibitory promiscuity	-	0.6583	65.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9790	97.90%
Skin irritation	-	0.8032	80.32%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9656	96.56%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9196	91.96%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8804	88.04%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	+	0.7242	72.42%
Androgen receptor binding	+	0.8285	82.85%
Thyroid receptor binding	+	0.5658	56.58%
Glucocorticoid receptor binding	-	0.6596	65.96%
Aromatase binding	-	0.5337	53.37%
PPAR gamma	-	0.5058	50.58%
Honey bee toxicity	-	0.8982	89.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9501	95.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.47%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	92.41%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.69%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	89.44%	96.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.45%	95.50%
CHEMBL5028	O14672	ADAM10	86.89%	97.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.41%	93.81%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.34%	89.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.15%	90.24%

Plants that contains it

• Aglaia edulis

Cross-Links

• PubChem: 10548550
• LOTUS: LTS0224100
• wikiData: Q105126532