1-[(2S,6R)-2-[(2S)-2-hydroxy-2-phenylethyl]-1-methyl-3,6-dihydro-2H-pyridin-6-yl]propan-2-one

Details

• Internal ID: 32b7f44c-8687-4f3f-a2c1-f3fd38e62c49
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: 1-[(2S,6R)-2-[(2S)-2-hydroxy-2-phenylethyl]-1-methyl-3,6-dihydro-2H-pyridin-6-yl]propan-2-one
• SMILES (Canonical): CC(=O)CC1C=CCC(N1C)CC(C2=CC=CC=C2)O
• SMILES (Isomeric): CC(=O)C[C@@H]1C=CC[C@H](N1C)C[C@@H](C2=CC=CC=C2)O
• InChI: InChI=1S/C17H23NO2/c1-13(19)11-15-9-6-10-16(18(15)2)12-17(20)14-7-4-3-5-8-14/h3-9,15-17,20H,10-12H2,1-2H3/t15-,16-,17-/m0/s1
• InChI Key: XPKBUMWSRMMYSD-ULQDDVLXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.37 g/mol
• Exact Mass: 273.172878976 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 3
• 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	+	0.9882	98.82%
Caco-2	+	0.9417	94.17%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6681	66.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9433	94.33%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6122	61.22%
P-glycoprotein inhibitior	-	0.8986	89.86%
P-glycoprotein substrate	-	0.5624	56.24%
CYP3A4 substrate	-	0.5686	56.86%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	+	0.4727	47.27%
CYP3A4 inhibition	-	0.8538	85.38%
CYP2C9 inhibition	-	0.8406	84.06%
CYP2C19 inhibition	-	0.8087	80.87%
CYP2D6 inhibition	+	0.5074	50.74%
CYP1A2 inhibition	-	0.5342	53.42%
CYP2C8 inhibition	-	0.9173	91.73%
CYP inhibitory promiscuity	-	0.8612	86.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9782	97.82%
Skin irritation	-	0.6695	66.95%
Skin corrosion	-	0.8678	86.78%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6547	65.47%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7989	79.89%
Acute Oral Toxicity (c)	III	0.6121	61.21%
Estrogen receptor binding	-	0.5872	58.72%
Androgen receptor binding	-	0.6939	69.39%
Thyroid receptor binding	-	0.7294	72.94%
Glucocorticoid receptor binding	-	0.6787	67.87%
Aromatase binding	-	0.8024	80.24%
PPAR gamma	-	0.8042	80.42%
Honey bee toxicity	-	0.8347	83.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4133	41.33%

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	99.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.71%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.90%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.04%	83.82%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.66%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.03%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.00%	91.11%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.94%	93.81%

Plants that contains it

• Sedum acre

Cross-Links

• PubChem: 14825348
• LOTUS: LTS0028042
• wikiData: Q105338558