5-(4-Hydroxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one

Details

• Internal ID: da22cd08-a3f6-4542-b993-4cb9e822e176
• Taxonomy: Organoheterocyclic compounds > Piperidines > N-acylpiperidines
• IUPAC Name: 5-(4-hydroxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one
• SMILES (Canonical): C1CCN(CC1)C(=O)C=CC=CC2=CC=C(C=C2)O
• SMILES (Isomeric): C1CCN(CC1)C(=O)C=CC=CC2=CC=C(C=C2)O
• InChI: InChI=1S/C16H19NO2/c18-15-10-8-14(9-11-15)6-2-3-7-16(19)17-12-4-1-5-13-17/h2-3,6-11,18H,1,4-5,12-13H2
• InChI Key: QDAARMDLSCDBFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33 g/mol
• Exact Mass: 257.141578849 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.6750	67.50%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6731	67.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.6628	66.28%
P-glycoprotein inhibitior	-	0.8978	89.78%
P-glycoprotein substrate	-	0.8755	87.55%
CYP3A4 substrate	-	0.5936	59.36%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.7593	75.93%
CYP2C9 inhibition	-	0.7436	74.36%
CYP2C19 inhibition	-	0.6822	68.22%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.6663	66.63%
CYP2C8 inhibition	-	0.7645	76.45%
CYP inhibitory promiscuity	-	0.7049	70.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5062	50.62%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.7167	71.67%
Skin irritation	-	0.5822	58.22%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4379	43.79%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7223	72.23%
skin sensitisation	-	0.8680	86.80%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	+	0.7884	78.84%
Androgen receptor binding	+	0.8179	81.79%
Thyroid receptor binding	+	0.5789	57.89%
Glucocorticoid receptor binding	+	0.5655	56.55%
Aromatase binding	+	0.9102	91.02%
PPAR gamma	+	0.7093	70.93%
Honey bee toxicity	-	0.9585	95.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.6201	62.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.82%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.52%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.00%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.41%	91.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.95%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.05%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 86001004
• LOTUS: LTS0211320
• wikiData: Q105218687