1-[6-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]butan-2-one

Details

• Internal ID: ce613f93-8159-445e-9eb7-3039ea5602ea
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: 1-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]butan-2-one
• SMILES (Canonical): CCC(=O)CC1CCCC(N1C)CC(C2=CC=CC=C2)O
• SMILES (Isomeric): CCC(=O)CC1CCCC(N1C)CC(C2=CC=CC=C2)O
• InChI: InChI=1S/C18H27NO2/c1-3-17(20)12-15-10-7-11-16(19(15)2)13-18(21)14-8-5-4-6-9-14/h4-6,8-9,15-16,18,21H,3,7,10-13H2,1-2H3
• InChI Key: VFMQEDIHEJZHAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₂
• Molecular Weight: 289.40 g/mol
• Exact Mass: 289.204179104 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 1-[6-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]butan-2-one
• DTXSID70561911

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.9006	90.06%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7220	72.20%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.5827	58.27%
P-glycoprotein inhibitior	-	0.8267	82.67%
P-glycoprotein substrate	-	0.7095	70.95%
CYP3A4 substrate	-	0.6228	62.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6122	61.22%
CYP3A4 inhibition	-	0.8069	80.69%
CYP2C9 inhibition	-	0.8809	88.09%
CYP2C19 inhibition	-	0.8861	88.61%
CYP2D6 inhibition	+	0.8678	86.78%
CYP1A2 inhibition	+	0.8351	83.51%
CYP2C8 inhibition	-	0.8493	84.93%
CYP inhibitory promiscuity	-	0.8825	88.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6747	67.47%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9888	98.88%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.8639	86.39%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8465	84.65%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.6595	65.95%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9364	93.64%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.5448	54.48%
Androgen receptor binding	-	0.6577	65.77%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	-	0.6099	60.99%
Aromatase binding	-	0.8240	82.40%
PPAR gamma	-	0.7760	77.60%
Honey bee toxicity	-	0.9441	94.41%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5597	55.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	93.85%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.42%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.77%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.40%	100.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.75%	95.00%

Plants that contains it

• Lobelia davidii

Cross-Links

• PubChem: 14583646
• LOTUS: LTS0130662
• wikiData: Q82445839