N-[4-(3-methylsulfanylprop-2-enoylamino)butyl]-3-phenylprop-2-enamide

Details

• Internal ID: 61f385f6-a38c-4fe3-b0cd-c0ed1a0966dc
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: N-[4-(3-methylsulfanylprop-2-enoylamino)butyl]-3-phenylprop-2-enamide
• SMILES (Canonical): CSC=CC(=O)NCCCCNC(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): CSC=CC(=O)NCCCCNC(=O)C=CC1=CC=CC=C1
• InChI: InChI=1S/C17H22N2O2S/c1-22-14-11-17(21)19-13-6-5-12-18-16(20)10-9-15-7-3-2-4-8-15/h2-4,7-11,14H,5-6,12-13H2,1H3,(H,18,20)(H,19,21)
• InChI Key: FYSZXKBJSJBICS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂N₂O₂S
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14019912 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9535	95.35%
Caco-2	+	0.5398	53.98%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6613	66.13%
P-glycoprotein inhibitior	-	0.6419	64.19%
P-glycoprotein substrate	-	0.5865	58.65%
CYP3A4 substrate	-	0.5913	59.13%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	+	0.6174	61.74%
CYP2C9 inhibition	-	0.8437	84.37%
CYP2C19 inhibition	-	0.6035	60.35%
CYP2D6 inhibition	-	0.8813	88.13%
CYP1A2 inhibition	-	0.6454	64.54%
CYP2C8 inhibition	-	0.6259	62.59%
CYP inhibitory promiscuity	-	0.8149	81.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8187	81.87%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7703	77.03%
Acute Oral Toxicity (c)	III	0.7525	75.25%
Estrogen receptor binding	+	0.7185	71.85%
Androgen receptor binding	+	0.7155	71.55%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	-	0.8423	84.23%
Aromatase binding	+	0.7533	75.33%
PPAR gamma	+	0.6325	63.25%
Honey bee toxicity	-	0.9609	96.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5148	51.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.60%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.26%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.62%	99.17%
CHEMBL5028	O14672	ADAM10	86.16%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	84.93%	94.73%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	83.04%	96.67%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.63%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.39%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.71%	90.00%

Plants that contains it

• Aglaia tenuicaulis

Cross-Links

• PubChem: 163020878
• LOTUS: LTS0241742
• wikiData: Q105004707