(2R)-1-[(2S,6R)-6-[(2R)-2-hydroxybutyl]-1-methyl-3,6-dihydro-2H-pyridin-2-yl]pentan-2-ol

Details

• Internal ID: d1f52d86-31de-4fda-b5ac-c7d17ecbaf53
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines
• IUPAC Name: (2R)-1-[(2S,6R)-6-[(2R)-2-hydroxybutyl]-1-methyl-3,6-dihydro-2H-pyridin-2-yl]pentan-2-ol
• SMILES (Canonical): CCCC(CC1CC=CC(N1C)CC(CC)O)O
• SMILES (Isomeric): CCC[C@H](C[C@@H]1CC=C[C@H](N1C)C[C@@H](CC)O)O
• InChI: InChI=1S/C15H29NO2/c1-4-7-15(18)11-13-9-6-8-12(16(13)3)10-14(17)5-2/h6,8,12-15,17-18H,4-5,7,9-11H2,1-3H3/t12-,13-,14+,15+/m0/s1
• InChI Key: VTAUDMKQDLSFJI-BYNSBNAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₉NO₂
• Molecular Weight: 255.40 g/mol
• Exact Mass: 255.219829168 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	+	0.8593	85.93%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4213	42.13%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7736	77.36%
P-glycoprotein inhibitior	-	0.9478	94.78%
P-glycoprotein substrate	-	0.5224	52.24%
CYP3A4 substrate	-	0.5601	56.01%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	+	0.5212	52.12%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8677	86.77%
CYP2D6 inhibition	-	0.6188	61.88%
CYP1A2 inhibition	-	0.5213	52.13%
CYP2C8 inhibition	-	0.9604	96.04%
CYP inhibitory promiscuity	-	0.9245	92.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6353	63.53%
Eye corrosion	-	0.9468	94.68%
Eye irritation	-	0.9597	95.97%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.7145	71.45%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6628	66.28%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.8170	81.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6340	63.40%
Acute Oral Toxicity (c)	III	0.6886	68.86%
Estrogen receptor binding	-	0.6226	62.26%
Androgen receptor binding	-	0.7818	78.18%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	-	0.5848	58.48%
Aromatase binding	-	0.7879	78.79%
PPAR gamma	-	0.5434	54.34%
Honey bee toxicity	-	0.8741	87.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5706	57.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.86%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.10%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.95%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.62%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.94%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.73%	93.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.20%	89.62%

Plants that contains it

• Andrachne aspera

Cross-Links

• PubChem: 10682466
• LOTUS: LTS0071229
• wikiData: Q105292642