1-[(2R,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]pentan-2-one

Details

• Internal ID: 76ff24e7-34e8-4070-b08e-2316e445b73d
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: 1-[(2R,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]pentan-2-one
• SMILES (Canonical): CCCC(=O)CC1CCCC(N1C)CC(C2=CC=CC=C2)O
• SMILES (Isomeric): CCCC(=O)C[C@H]1CCC[C@@H](N1C)C[C@@H](C2=CC=CC=C2)O
• InChI: InChI=1S/C19H29NO2/c1-3-8-18(21)13-16-11-7-12-17(20(16)2)14-19(22)15-9-5-4-6-10-15/h4-6,9-10,16-17,19,22H,3,7-8,11-14H2,1-2H3/t16-,17-,19+/m1/s1
• InChI Key: LBUHHGOPKBBKHJ-LMMKCTJWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₉NO₂
• Molecular Weight: 303.40 g/mol
• Exact Mass: 303.219829168 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.8805	88.05%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6128	61.28%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7455	74.55%
P-glycoprotein inhibitior	-	0.7713	77.13%
P-glycoprotein substrate	-	0.6390	63.90%
CYP3A4 substrate	-	0.5967	59.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6122	61.22%
CYP3A4 inhibition	-	0.7469	74.69%
CYP2C9 inhibition	-	0.8581	85.81%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	+	0.8142	81.42%
CYP1A2 inhibition	+	0.7786	77.86%
CYP2C8 inhibition	-	0.8412	84.12%
CYP inhibitory promiscuity	-	0.8823	88.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6752	67.52%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9913	99.13%
Skin irritation	-	0.7031	70.31%
Skin corrosion	-	0.8209	82.09%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7786	77.86%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6484	64.84%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9395	93.95%
Acute Oral Toxicity (c)	III	0.6023	60.23%
Estrogen receptor binding	+	0.5598	55.98%
Androgen receptor binding	-	0.7440	74.40%
Thyroid receptor binding	-	0.6203	62.03%
Glucocorticoid receptor binding	-	0.6058	60.58%
Aromatase binding	-	0.8920	89.20%
PPAR gamma	-	0.7075	70.75%
Honey bee toxicity	-	0.9476	94.76%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6467	64.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	95.75%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.13%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.12%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.34%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.03%	97.50%

Plants that contains it

• Sedum acre

Cross-Links

• PubChem: 162848140
• LOTUS: LTS0003126
• wikiData: Q105149652