[(3S,5R)-5-(6-methoxypyridin-2-yl)-1-methylpiperidin-3-yl]methanol

Details

• Internal ID: 031b74c7-0e9b-47b0-8aac-febca0dfa066
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Alkyl aryl ethers
• IUPAC Name: [(3S,5R)-5-(6-methoxypyridin-2-yl)-1-methylpiperidin-3-yl]methanol
• SMILES (Canonical): CN1CC(CC(C1)C2=NC(=CC=C2)OC)CO
• SMILES (Isomeric): CN1C[C@H](C[C@H](C1)C2=NC(=CC=C2)OC)CO
• InChI: InChI=1S/C13H20N2O2/c1-15-7-10(9-16)6-11(8-15)12-4-3-5-13(14-12)17-2/h3-5,10-11,16H,6-9H2,1-2H3/t10-,11+/m0/s1
• InChI Key: IGKQRFQWPBYAKH-WDEREUQCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀N₂O₂
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.152477885 g/mol
• Topological Polar Surface Area (TPSA): 45.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• [(3S,5R)-5-(6-methoxypyridin-2-yl)-1-methylpiperidin-3-yl]methanol
• rel-[(3R,5S)-5-(6-methoxypyridin-2-yl)-1-methylpiperidin-3-yl]methanol
• InChI=1/C13H20N2O2/c1-15-7-10(9-16)6-11(8-15)12-4-3-5-13(14-12)17-2/h3-5,10-11,16H,6-9H2,1-2H3/t10-,11+/m0/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	+	0.8186	81.86%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8121	81.21%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9573	95.73%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6433	64.33%
P-glycoprotein inhibitior	-	0.9703	97.03%
P-glycoprotein substrate	-	0.5883	58.83%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.5538	55.38%
CYP3A4 inhibition	-	0.6111	61.11%
CYP2C9 inhibition	-	0.8356	83.56%
CYP2C19 inhibition	-	0.8570	85.70%
CYP2D6 inhibition	-	0.6220	62.20%
CYP1A2 inhibition	-	0.7216	72.16%
CYP2C8 inhibition	-	0.8516	85.16%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9575	95.75%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8528	85.28%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.8394	83.94%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7016	70.16%
Acute Oral Toxicity (c)	III	0.7237	72.37%
Estrogen receptor binding	-	0.8231	82.31%
Androgen receptor binding	-	0.8221	82.21%
Thyroid receptor binding	-	0.6696	66.96%
Glucocorticoid receptor binding	-	0.7478	74.78%
Aromatase binding	-	0.7970	79.70%
PPAR gamma	+	0.5334	53.34%
Honey bee toxicity	-	0.9483	94.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.8260	82.60%

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	98.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.84%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.22%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.33%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.27%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.08%	100.00%
CHEMBL3891	P07384	Calpain 1	80.75%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.12%	82.69%

Plants that contains it

• Ulex densus

Cross-Links

• PubChem: 638637
• LOTUS: LTS0234116
• wikiData: Q105112690