(2S)-1-[(2S,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]butan-2-ol

Details

• Internal ID: 3ca41a7d-10a2-4621-83ce-e8269982e8a6
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: (2S)-1-[(2S,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]butan-2-ol
• SMILES (Canonical): CCC(CC1CCCC(N1C)CC(C2=CC=CC=C2)O)O
• SMILES (Isomeric): CC[C@@H](C[C@@H]1CCC[C@@H](N1C)C[C@@H](C2=CC=CC=C2)O)O
• InChI: InChI=1S/C18H29NO2/c1-3-17(20)12-15-10-7-11-16(19(15)2)13-18(21)14-8-5-4-6-9-14/h4-6,8-9,15-18,20-21H,3,7,10-13H2,1-2H3/t15-,16+,17-,18-/m0/s1
• InChI Key: XJGNXZWMUQOBJJ-MHORFTMASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉NO₂
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.219829168 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.8315	83.15%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6591	65.91%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6871	68.71%
P-glycoprotein inhibitior	-	0.8858	88.58%
P-glycoprotein substrate	-	0.7294	72.94%
CYP3A4 substrate	-	0.6801	68.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.7375	73.75%
CYP3A4 inhibition	-	0.8579	85.79%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	+	0.8783	87.83%
CYP1A2 inhibition	+	0.8353	83.53%
CYP2C8 inhibition	-	0.8996	89.96%
CYP inhibitory promiscuity	-	0.8536	85.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9775	97.75%
Skin irritation	-	0.7361	73.61%
Skin corrosion	-	0.8375	83.75%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7877	78.77%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5093	50.93%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9474	94.74%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	-	0.4799	47.99%
Androgen receptor binding	-	0.6706	67.06%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	-	0.6370	63.70%
Aromatase binding	-	0.7268	72.68%
PPAR gamma	-	0.7334	73.34%
Honey bee toxicity	-	0.9373	93.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.6264	62.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.30%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.35%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL240	Q12809	HERG	92.07%	89.76%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.78%	82.69%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.61%	93.81%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.06%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.40%	97.09%

Plants that contains it

• Sedum acre

Cross-Links

• PubChem: 162910407
• LOTUS: LTS0252461
• wikiData: Q105328937