4-(3-Phenylprop-2-enoylamino)butyl 3-phenylprop-2-enoate

Details

• Internal ID: 9a53b4fa-9555-4996-9dff-2f4403a34894
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: 4-(3-phenylprop-2-enoylamino)butyl 3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)NCCCCOC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)C=CC(=O)NCCCCOC(=O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C22H23NO3/c24-21(15-13-19-9-3-1-4-10-19)23-17-7-8-18-26-22(25)16-14-20-11-5-2-6-12-20/h1-6,9-16H,7-8,17-18H2,(H,23,24)
• InChI Key: NAFBBGZYPIGEDV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃NO₃
• Molecular Weight: 349.40 g/mol
• Exact Mass: 349.16779360 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 3
• 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	+	0.9724	97.24%
Caco-2	+	0.5520	55.20%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8319	83.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6780	67.80%
P-glycoprotein inhibitior	+	0.6049	60.49%
P-glycoprotein substrate	-	0.7838	78.38%
CYP3A4 substrate	-	0.5478	54.78%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	+	0.6638	66.38%
CYP2C9 inhibition	-	0.5661	56.61%
CYP2C19 inhibition	+	0.6805	68.05%
CYP2D6 inhibition	-	0.5814	58.14%
CYP1A2 inhibition	-	0.5254	52.54%
CYP2C8 inhibition	+	0.5473	54.73%
CYP inhibitory promiscuity	+	0.7894	78.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6561	65.61%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.8273	82.73%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9111	91.11%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9242	92.42%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7942	79.42%
Acute Oral Toxicity (c)	III	0.6670	66.70%
Estrogen receptor binding	+	0.7175	71.75%
Androgen receptor binding	+	0.8759	87.59%
Thyroid receptor binding	-	0.5953	59.53%
Glucocorticoid receptor binding	-	0.6865	68.65%
Aromatase binding	+	0.7209	72.09%
PPAR gamma	-	0.5545	55.45%
Honey bee toxicity	-	0.9477	94.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9103	91.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.72%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.08%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	94.72%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.52%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.59%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	90.21%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.75%	94.62%
CHEMBL5028	O14672	ADAM10	86.66%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.20%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.42%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.38%	89.44%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	81.82%	96.67%

Plants that contains it

• Aglaia tenuicaulis

Cross-Links

• PubChem: 163044394
• LOTUS: LTS0209203
• wikiData: Q105176209