2-hydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]-1H-pyridin-4-one

Details

• Internal ID: c9da2633-22b9-4dc0-8f57-51b56061f5b2
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
• IUPAC Name: 2-hydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]-1H-pyridin-4-one
• SMILES (Canonical): CC1CC(C(C(C(C1)(C)O)C)C2=C(NC=CC2=O)O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@H]([C@@H]([C@@](C1)(C)O)C)C2=C(NC=CC2=O)O)C
• InChI: InChI=1S/C16H25NO3/c1-9-7-10(2)13(11(3)16(4,20)8-9)14-12(18)5-6-17-15(14)19/h5-6,9-11,13,20H,7-8H2,1-4H3,(H2,17,18,19)/t9-,10+,11+,13-,16+/m1/s1
• InChI Key: QLTWQIOYJXJUJH-WFEKMPBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₃
• Molecular Weight: 279.37 g/mol
• Exact Mass: 279.18344366 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6517	65.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7735	77.35%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9237	92.37%
P-glycoprotein inhibitior	-	0.9352	93.52%
P-glycoprotein substrate	-	0.5996	59.96%
CYP3A4 substrate	+	0.5540	55.40%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.7798	77.98%
CYP2C19 inhibition	-	0.7042	70.42%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.6028	60.28%
CYP2C8 inhibition	-	0.8911	89.11%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.6014	60.14%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9781	97.81%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6701	67.01%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.6029	60.29%
skin sensitisation	-	0.8094	80.94%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5726	57.26%
Acute Oral Toxicity (c)	III	0.5286	52.86%
Estrogen receptor binding	-	0.5959	59.59%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	-	0.4916	49.16%
Aromatase binding	-	0.4929	49.29%
PPAR gamma	-	0.5888	58.88%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.5623	56.23%

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	96.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.95%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.59%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.06%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.47%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	84.17%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45268808
• LOTUS: LTS0234377
• wikiData: Q77563726