N-Isobutyl-6-(p-methoxyphenyl)hexa-3,5-dien-amide

Details

• Internal ID: 9aa7a1de-e6cd-4303-b448-7baff69f63ce
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: (3E,5E)-6-(4-methoxyphenyl)-N-(2-methylpropyl)hexa-3,5-dienamide
• InChI: InChI=1S/C17H23NO2/c1-14(2)13-18-17(19)8-6-4-5-7-15-9-11-16(20-3)12-10-15/h4-7,9-12,14H,8,13H2,1-3H3,(H,18,19)/b6-4+,7-5+
• InChI Key: UXQXXUJCPVUCOJ-YDFGWWAZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.37 g/mol
• Exact Mass: 273.172878976 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• UXQXXUJCPVUCOJ-YDFGWWAZSA-N
• (3E,5E)-N-Isobutyl-6-(4-methoxyphenyl)-3,5-hexadienamide #
• (3E,5E)-N-Isobutyl-6-(4-methoxyphenyl)hexa-3,5-dienamide
• 3,5-Hexadienamide, 6-(4-methoxyphenyl)-N-(2-methylpropyl)-, (E,E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8196	81.96%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7780	77.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5694	56.94%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.8495	84.95%
CYP3A4 substrate	-	0.5342	53.42%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8199	81.99%
CYP3A4 inhibition	-	0.7390	73.90%
CYP2C9 inhibition	-	0.8236	82.36%
CYP2C19 inhibition	-	0.6140	61.40%
CYP2D6 inhibition	-	0.6516	65.16%
CYP1A2 inhibition	+	0.5614	56.14%
CYP2C8 inhibition	-	0.8600	86.00%
CYP inhibitory promiscuity	-	0.7609	76.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7484	74.84%
Carcinogenicity (trinary)	Non-required	0.5796	57.96%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8335	83.35%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6553	65.53%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6360	63.60%
Acute Oral Toxicity (c)	III	0.4218	42.18%
Estrogen receptor binding	+	0.5747	57.47%
Androgen receptor binding	+	0.7908	79.08%
Thyroid receptor binding	-	0.6003	60.03%
Glucocorticoid receptor binding	-	0.8129	81.29%
Aromatase binding	+	0.5825	58.25%
PPAR gamma	-	0.6123	61.23%
Honey bee toxicity	-	0.9560	95.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4423	44.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.87%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.02%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.54%	90.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	89.12%	89.33%
CHEMBL3401	O75469	Pregnane X receptor	88.64%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	87.05%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.70%	90.24%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.60%	96.67%
CHEMBL2535	P11166	Glucose transporter	81.27%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.51%	91.07%

Plants that contains it

• Piper callosum

Cross-Links

• PubChem: 5374384
• LOTUS: LTS0013586
• wikiData: Q105280989