3-[(2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-4-hydroxy-1H-pyridin-2-one

Details

• Internal ID: e25c9a1e-ea50-478e-a7d7-09c09a340381
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydroxypyridines
• IUPAC Name: 3-[(2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-4-hydroxy-1H-pyridin-2-one
• InChI: InChI=1S/C15H21NO2/c1-4-11-8-9(2)7-10(3)13(11)14-12(17)5-6-16-15(14)18/h4-6,9-11,13H,1,7-8H2,2-3H3,(H2,16,17,18)/t9-,10+,11-,13?/m1/s1
• InChI Key: SWIJWROLKBJDFO-YIVACMHISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.33 g/mol
• Exact Mass: 247.157228913 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6746	67.46%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6048	60.48%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9152	91.52%
P-glycoprotein inhibitior	-	0.9573	95.73%
P-glycoprotein substrate	-	0.8131	81.31%
CYP3A4 substrate	-	0.5063	50.63%
CYP2C9 substrate	+	0.7896	78.96%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	+	0.5166	51.66%
CYP2C9 inhibition	-	0.6973	69.73%
CYP2C19 inhibition	-	0.5469	54.69%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	+	0.5949	59.49%
CYP2C8 inhibition	-	0.9034	90.34%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9111	91.11%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9483	94.83%
Skin irritation	-	0.8167	81.67%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4804	48.04%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7237	72.37%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5897	58.97%
Acute Oral Toxicity (c)	III	0.5941	59.41%
Estrogen receptor binding	-	0.7667	76.67%
Androgen receptor binding	+	0.5528	55.28%
Thyroid receptor binding	-	0.5607	56.07%
Glucocorticoid receptor binding	-	0.6300	63.00%
Aromatase binding	-	0.5412	54.12%
PPAR gamma	-	0.7477	74.77%
Honey bee toxicity	-	0.7592	75.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8613	86.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.84%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.59%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.27%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.74%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.68%	93.40%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.46%	93.03%
CHEMBL4530	P00488	Coagulation factor XIII	82.33%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.55%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122187020
• LOTUS: LTS0172921
• wikiData: Q105262694