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

Details

• Internal ID: e8aa3ed0-66cb-4719-80c8-a4c37d3c645d
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: (2R)-1-[(2S,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]propan-2-ol
• SMILES (Canonical): CC(CC1CCCC(N1C)CC(C2=CC=CC=C2)O)O
• SMILES (Isomeric): C[C@H](C[C@@H]1CCC[C@H](N1C)C[C@@H](C2=CC=CC=C2)O)O
• InChI: InChI=1S/C17H27NO2/c1-13(19)11-15-9-6-10-16(18(15)2)12-17(20)14-7-4-3-5-8-14/h3-5,7-8,13,15-17,19-20H,6,9-12H2,1-2H3/t13-,15+,16+,17+/m1/s1
• InChI Key: VYSOSWOCGBPIDU-IWCQGFGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₇NO₂
• Molecular Weight: 277.40 g/mol
• Exact Mass: 277.204179104 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9505	95.05%
Caco-2	+	0.9023	90.23%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8967	89.67%
P-glycoprotein inhibitior	-	0.9219	92.19%
P-glycoprotein substrate	-	0.8731	87.31%
CYP3A4 substrate	-	0.6909	69.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.7375	73.75%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.8566	85.66%
CYP2D6 inhibition	+	0.8373	83.73%
CYP1A2 inhibition	+	0.8088	80.88%
CYP2C8 inhibition	-	0.9567	95.67%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6479	64.79%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9866	98.66%
Skin irritation	-	0.7077	70.77%
Skin corrosion	-	0.7976	79.76%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6934	69.34%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5093	50.93%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9336	93.36%
Acute Oral Toxicity (c)	III	0.6467	64.67%
Estrogen receptor binding	-	0.6461	64.61%
Androgen receptor binding	-	0.7057	70.57%
Thyroid receptor binding	-	0.4942	49.42%
Glucocorticoid receptor binding	-	0.7018	70.18%
Aromatase binding	-	0.7468	74.68%
PPAR gamma	-	0.7748	77.48%
Honey bee toxicity	-	0.9432	94.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.5324	53.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.18%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.96%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.57%	97.25%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.14%	93.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.34%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%

Plants that contains it

• Sedum acre
• Vaccinium angustifolium
• Vaccinium corymbosum
• Vaccinium myrtillus
• Vaccinium uliginosum

Cross-Links

• PubChem: 163194695
• LOTUS: LTS0245140
• wikiData: Q104376051