Methyl 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]acetate

Details

• Internal ID: 929e7cdd-2638-4ddf-9d4e-de59be0e2c4e
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: methyl 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]acetate
• SMILES (Canonical): CN1C(CCCC1CC(=O)OC)CC(C2=CC=CC=C2)O
• SMILES (Isomeric): CN1C(CCCC1CC(=O)OC)CC(C2=CC=CC=C2)O
• InChI: InChI=1S/C17H25NO3/c1-18-14(9-6-10-15(18)12-17(20)21-2)11-16(19)13-7-4-3-5-8-13/h3-5,7-8,14-16,19H,6,9-12H2,1-2H3
• InChI Key: DNCUXQAGJYIKSA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.18344366 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9427	94.27%
Caco-2	+	0.8852	88.52%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.5596	55.96%
P-glycoprotein inhibitior	-	0.8516	85.16%
P-glycoprotein substrate	-	0.7103	71.03%
CYP3A4 substrate	-	0.5728	57.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4806	48.06%
CYP3A4 inhibition	-	0.8750	87.50%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	+	0.7170	71.70%
CYP1A2 inhibition	+	0.5591	55.91%
CYP2C8 inhibition	-	0.8406	84.06%
CYP inhibitory promiscuity	-	0.8345	83.45%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6892	68.92%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9936	99.36%
Skin irritation	-	0.7687	76.87%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7973	79.73%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5477	54.77%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8730	87.30%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.5683	56.83%
Androgen receptor binding	-	0.6466	64.66%
Thyroid receptor binding	-	0.6868	68.68%
Glucocorticoid receptor binding	+	0.5661	56.61%
Aromatase binding	-	0.7966	79.66%
PPAR gamma	-	0.7762	77.62%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.3690	36.90%

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	98.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.27%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.79%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	86.28%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.72%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.19%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.84%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	82.60%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.95%	96.00%
CHEMBL5028	O14672	ADAM10	81.28%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.12%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.75%	93.56%

Plants that contains it

• Sedum acre

Cross-Links

• PubChem: 5260405
• LOTUS: LTS0093926
• wikiData: Q104985476