5-(4-Hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one

Details

• Internal ID: 00d7b3bb-4a59-4b0d-af05-0e7a217ed335
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC=CC(=O)N2CCCCC2)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC=CC(=O)N2CCCCC2)O
• InChI: InChI=1S/C17H21NO3/c1-21-16-13-14(9-10-15(16)19)7-3-4-8-17(20)18-11-5-2-6-12-18/h3-4,7-10,13,19H,2,5-6,11-12H2,1H3
• InChI Key: IUGIGWWOEYFTDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.35 g/mol
• Exact Mass: 287.15214353 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	+	0.7170	71.70%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8555	85.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9573	95.73%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6379	63.79%
P-glycoprotein inhibitior	-	0.8566	85.66%
P-glycoprotein substrate	-	0.8210	82.10%
CYP3A4 substrate	-	0.5156	51.56%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.8691	86.91%
CYP2C9 inhibition	-	0.7681	76.81%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.8291	82.91%
CYP1A2 inhibition	-	0.5723	57.23%
CYP2C8 inhibition	-	0.5972	59.72%
CYP inhibitory promiscuity	-	0.7826	78.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6121	61.21%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.6372	63.72%
Skin irritation	-	0.7084	70.84%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7464	74.64%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8737	87.37%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8316	83.16%
Acute Oral Toxicity (c)	III	0.6016	60.16%
Estrogen receptor binding	+	0.8854	88.54%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.6325	63.25%
Aromatase binding	+	0.9196	91.96%
PPAR gamma	+	0.6435	64.35%
Honey bee toxicity	-	0.9535	95.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	-	0.5000	50.00%

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	97.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.84%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.42%	89.62%
CHEMBL4208	P20618	Proteasome component C5	89.21%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.69%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.10%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.88%	90.71%
CHEMBL3194	P02766	Transthyretin	83.70%	90.71%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.17%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.32%	94.45%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 316499
• LOTUS: LTS0034042
• wikiData: Q105120542