4-[[(E)-3-phenylprop-2-enoyl]amino]butyl (E)-3-methylsulfanylprop-2-enoate

Details

• Internal ID: 515b24ff-915e-4697-adb1-ef0a34cb208d
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: 4-[[(E)-3-phenylprop-2-enoyl]amino]butyl (E)-3-methylsulfanylprop-2-enoate
• InChI: InChI=1S/C17H21NO3S/c1-22-14-11-17(20)21-13-6-5-12-18-16(19)10-9-15-7-3-2-4-8-15/h2-4,7-11,14H,5-6,12-13H2,1H3,(H,18,19)/b10-9+,14-11+
• InChI Key: IWBBTXUKMRJOBR-QDCWQMMGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₃S
• Molecular Weight: 319.40 g/mol
• Exact Mass: 319.12421471 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.5656	56.56%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8188	81.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4867	48.67%
P-glycoprotein inhibitior	-	0.7232	72.32%
P-glycoprotein substrate	-	0.6120	61.20%
CYP3A4 substrate	+	0.5260	52.60%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	-	0.5680	56.80%
CYP2C9 inhibition	-	0.6971	69.71%
CYP2C19 inhibition	+	0.5054	50.54%
CYP2D6 inhibition	-	0.7240	72.40%
CYP1A2 inhibition	+	0.5779	57.79%
CYP2C8 inhibition	+	0.5854	58.54%
CYP inhibitory promiscuity	+	0.5188	51.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9699	96.99%
Skin irritation	-	0.7976	79.76%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8921	89.21%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	+	0.7005	70.05%
Androgen receptor binding	+	0.7812	78.12%
Thyroid receptor binding	-	0.6253	62.53%
Glucocorticoid receptor binding	-	0.7406	74.06%
Aromatase binding	+	0.7353	73.53%
PPAR gamma	-	0.4895	48.95%
Honey bee toxicity	-	0.9150	91.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6688	66.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.95%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.81%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.37%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.28%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.81%	89.67%
CHEMBL5028	O14672	ADAM10	88.56%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.00%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.16%	94.73%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	81.70%	96.67%

Plants that contains it

• Aglaia tenuicaulis

Cross-Links

• PubChem: 101844308
• LOTUS: LTS0103404
• wikiData: Q105121471