(2E,2'E)-N,N'-butane-1,4-diylbis(3-phenylprop-2-enamide)

Details

• Internal ID: 51ae409e-af96-4518-81c3-499038f9ca9d
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: (E)-3-phenyl-N-[4-[[(E)-3-phenylprop-2-enoyl]amino]butyl]prop-2-enamide
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)NCCCCNC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)NCCCCNC(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C22H24N2O2/c25-21(15-13-19-9-3-1-4-10-19)23-17-7-8-18-24-22(26)16-14-20-11-5-2-6-12-20/h1-6,9-16H,7-8,17-18H2,(H,23,25)(H,24,26)/b15-13+,16-14+
• InChI Key: NXPDEWPVRYWKQX-WXUKJITCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₂
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.183778013 g/mol
• Topological Polar Surface Area (TPSA): 58.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• AKOS003235105
• SR-01000205022
• SR-01000205022-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9274	92.74%
Caco-2	-	0.5438	54.38%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7309	73.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9428	94.28%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8255	82.55%
P-glycoprotein inhibitior	+	0.6118	61.18%
P-glycoprotein substrate	-	0.7785	77.85%
CYP3A4 substrate	-	0.7014	70.14%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8251	82.51%
CYP3A4 inhibition	+	0.7773	77.73%
CYP2C9 inhibition	-	0.7376	73.76%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8047	80.47%
CYP1A2 inhibition	-	0.7135	71.35%
CYP2C8 inhibition	-	0.7282	72.82%
CYP inhibitory promiscuity	-	0.5212	52.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6306	63.06%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.7986	79.86%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8600	86.00%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7198	71.98%
skin sensitisation	-	0.9259	92.59%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5632	56.32%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8224	82.24%
Acute Oral Toxicity (c)	III	0.7406	74.06%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.8166	81.66%
Thyroid receptor binding	+	0.5697	56.97%
Glucocorticoid receptor binding	-	0.7896	78.96%
Aromatase binding	+	0.7130	71.30%
PPAR gamma	+	0.6358	63.58%
Honey bee toxicity	-	0.9786	97.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8200	82.00%

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	96.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.45%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.15%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.80%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.41%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL5028	O14672	ADAM10	83.93%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.74%	100.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	83.15%	96.67%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.85%	93.81%
CHEMBL3401	O75469	Pregnane X receptor	82.04%	94.73%

Plants that contains it

• Aglaia edulis

Cross-Links

• PubChem: 1551204
• LOTUS: LTS0095498
• wikiData: Q105187275