4-[(E)-2-[(2S)-1-methylpiperidin-2-yl]ethenyl]phenol

Details

• Internal ID: 63c0abf1-d4e2-418e-b15f-20b425b33fb3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 4-[(E)-2-[(2S)-1-methylpiperidin-2-yl]ethenyl]phenol
• SMILES (Canonical): CN1CCCCC1C=CC2=CC=C(C=C2)O
• SMILES (Isomeric): CN1CCCC[C@H]1/C=C/C2=CC=C(C=C2)O
• InChI: InChI=1S/C14H19NO/c1-15-11-3-2-4-13(15)8-5-12-6-9-14(16)10-7-12/h5-10,13,16H,2-4,11H2,1H3/b8-5+/t13-/m0/s1
• InChI Key: UKYRYYDKRQVYHH-LJLILKBBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO
• Molecular Weight: 217.31 g/mol
• Exact Mass: 217.146664230 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.9665	96.65%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5189	51.89%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.9882	98.82%
P-glycoprotein substrate	-	0.7685	76.85%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	+	0.6283	62.83%
CYP2D6 substrate	+	0.6356	63.56%
CYP3A4 inhibition	-	0.9071	90.71%
CYP2C9 inhibition	-	0.9146	91.46%
CYP2C19 inhibition	-	0.7762	77.62%
CYP2D6 inhibition	+	0.5855	58.55%
CYP1A2 inhibition	+	0.6097	60.97%
CYP2C8 inhibition	-	0.8945	89.45%
CYP inhibitory promiscuity	-	0.8729	87.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6098	60.98%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.8531	85.31%
Skin irritation	+	0.5225	52.25%
Skin corrosion	-	0.5236	52.36%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6513	65.13%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5266	52.66%
skin sensitisation	-	0.8442	84.42%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7200	72.00%
Acute Oral Toxicity (c)	III	0.5098	50.98%
Estrogen receptor binding	+	0.5750	57.50%
Androgen receptor binding	-	0.5387	53.87%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	-	0.6866	68.66%
Aromatase binding	+	0.5923	59.23%
PPAR gamma	-	0.6120	61.20%
Honey bee toxicity	-	0.9625	96.25%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.8091	80.91%

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	94.34%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	91.55%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.05%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.89%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.68%	99.18%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.79%	89.62%
CHEMBL4208	P20618	Proteasome component C5	85.26%	90.00%
CHEMBL206	P03372	Estrogen receptor alpha	82.81%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.78%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.28%	93.99%

Plants that contains it

• Caulophyllum thalictroides

Cross-Links

• PubChem: 50901754
• LOTUS: LTS0110669
• wikiData: Q105274973