1-Cinnamoylpiperidine

Details

• Internal ID: 01dcc06f-55f9-4915-acf1-7348e15c6629
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (E)-3-phenyl-1-piperidin-1-ylprop-2-en-1-one
• SMILES (Canonical): C1CCN(CC1)C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1CCN(CC1)C(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C14H17NO/c16-14(15-11-5-2-6-12-15)10-9-13-7-3-1-4-8-13/h1,3-4,7-10H,2,5-6,11-12H2/b10-9+
• InChI Key: KNOXUMZPTHELAO-MDZDMXLPSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO
• Molecular Weight: 215.29 g/mol
• Exact Mass: 215.131014166 g/mol
• Topological Polar Surface Area (TPSA): 20.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• N-(3-Phenylpropenoyl)piperidine
• Piperidine, 1-cinnamoyl-
• 5422-81-1
• (E)-N-Cinnamoylpiperidine
• (E)-3-phenyl-1-piperidin-1-ylprop-2-en-1-one
• Piperidine, 1-(1-oxo-3-phenyl-2-propenyl)-
• MLS002638142
• 3-phenyl-1-(piperidin-1-yl)prop-2-en-1-one
• NSC10411
• N-cinnamoyl-piperidine
• Piperidinostyryl ketone
• (E)-1-Cinnamoylpiperidine
• SCHEMBL692499
• SCHEMBL692500
• CHEMBL2000928
• CHEBI:157738
• KNOXUMZPTHELAO-MDZDMXLPSA-N
• DTXSID701346757
• HMS1578H06
• Piperidine, 1-cinnamoyl-, (E)-
• 3-Phenyl-2-(E)-propenoylpiperidide
• NSC-10411
• STK414147
• 1-(3-phenyl-2-propenoyl)-piperidine
• AKOS002986983
• 1-[(2E)-3-Phenyl-2-propenoyl]piperidine
• (E)-3-phenyl-1-(1-piperidyl)prop-2-en-1-one
• AB00077572-01
• SR-01000201898
• (E)-3-Phenyl-1-(piperidin-1-yl)prop-2-en-1-one
• SR-01000201898-1
• (2E)-3-phenyl-1-(piperidin-1-yl)prop-2-en-1-one
• (E-)-3-Phenyl-1-(piperidine-1-yl)prop-2-en-1-one
• Piperidine, 1-(1-oxo-3-phenyl-2-propenyl)-, (E)-
• Piperidine, 1-[(2E)-1-oxo-3-phenyl-2-propenyl]-
• Q63409310
• 2-Propen-1-one, 3-phenyl-1-(1-piperidinyl)-, (2E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.9238	92.38%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4447	44.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9683	96.83%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.7276	72.76%
P-glycoprotein inhibitior	-	0.9649	96.49%
P-glycoprotein substrate	-	0.9547	95.47%
CYP3A4 substrate	-	0.7247	72.47%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.7406	74.06%
CYP2C9 inhibition	-	0.5971	59.71%
CYP2C19 inhibition	+	0.8722	87.22%
CYP2D6 inhibition	-	0.7472	74.72%
CYP1A2 inhibition	+	0.5643	56.43%
CYP2C8 inhibition	-	0.8579	85.79%
CYP inhibitory promiscuity	+	0.6363	63.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9230	92.30%
Eye irritation	+	0.8128	81.28%
Skin irritation	+	0.6048	60.48%
Skin corrosion	-	0.8661	86.61%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7294	72.94%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6118	61.18%
skin sensitisation	-	0.8850	88.50%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7970	79.70%
Acute Oral Toxicity (c)	III	0.5937	59.37%
Estrogen receptor binding	-	0.6674	66.74%
Androgen receptor binding	+	0.5888	58.88%
Thyroid receptor binding	-	0.6071	60.71%
Glucocorticoid receptor binding	-	0.7217	72.17%
Aromatase binding	+	0.8062	80.62%
PPAR gamma	-	0.7737	77.37%
Honey bee toxicity	-	0.9802	98.02%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5332	53.32%

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	94.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.27%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.39%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.07%	96.09%
CHEMBL5028	O14672	ADAM10	86.52%	97.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.32%	93.99%
CHEMBL4208	P20618	Proteasome component C5	81.02%	90.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.98%	96.25%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 764160
• NPASS: NPC17497
• LOTUS: LTS0273866
• wikiData: Q63409310