(E)-2-methyl-N-[4-[[(E)-3-phenylprop-2-enoyl]amino]butyl]but-2-enamide

Details

• Internal ID: c5fa37ca-c44c-40ea-ba29-93ed36229a08
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: (E)-2-methyl-N-[4-[[(E)-3-phenylprop-2-enoyl]amino]butyl]but-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NCCCCNC(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): C/C=C(\C)/C(=O)NCCCCNC(=O)/C=C/C1=CC=CC=C1
• InChI: InChI=1S/C18H24N2O2/c1-3-15(2)18(22)20-14-8-7-13-19-17(21)12-11-16-9-5-4-6-10-16/h3-6,9-12H,7-8,13-14H2,1-2H3,(H,19,21)(H,20,22)/b12-11+,15-3+
• InChI Key: GPJALRVYVIPYKC-DYTZXZOESA-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): 58.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9681	96.81%
Caco-2	+	0.5784	57.84%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7697	76.97%
P-glycoprotein inhibitior	-	0.6093	60.93%
P-glycoprotein substrate	-	0.5764	57.64%
CYP3A4 substrate	-	0.5748	57.48%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	+	0.5204	52.04%
CYP2C9 inhibition	-	0.8114	81.14%
CYP2C19 inhibition	-	0.6627	66.27%
CYP2D6 inhibition	-	0.8852	88.52%
CYP1A2 inhibition	-	0.7490	74.90%
CYP2C8 inhibition	-	0.6841	68.41%
CYP inhibitory promiscuity	-	0.7821	78.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.7766	77.66%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9185	91.85%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8216	82.16%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5448	54.48%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8020	80.20%
Acute Oral Toxicity (c)	III	0.7738	77.38%
Estrogen receptor binding	-	0.6089	60.89%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	+	0.6244	62.44%
Glucocorticoid receptor binding	-	0.7838	78.38%
Aromatase binding	+	0.5966	59.66%
PPAR gamma	+	0.5715	57.15%
Honey bee toxicity	-	0.9726	97.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7196	71.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.40%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.38%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.65%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.22%	99.17%
CHEMBL5028	O14672	ADAM10	84.75%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.09%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.81%	95.50%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.40%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.05%	97.21%

Plants that contains it

• Aglaia grandis

Cross-Links

• PubChem: 11722349
• NPASS: NPC29241
• LOTUS: LTS0163503
• wikiData: Q105014874