[(3R)-3-[(2S,3S,5R,6R)-6-(4-hydroxy-1-methoxy-2-oxo-5-phenylpyridin-3-yl)-3,5-dimethyloxan-2-yl]butyl] acetate

Details

• Internal ID: 206a85fd-d061-439f-81b9-f9d5028151f0
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Phenylpyridines
• IUPAC Name: [(3R)-3-[(2S,3S,5R,6R)-6-(4-hydroxy-1-methoxy-2-oxo-5-phenylpyridin-3-yl)-3,5-dimethyloxan-2-yl]butyl] acetate
• SMILES (Canonical): CC1CC(C(OC1C2=C(C(=CN(C2=O)OC)C3=CC=CC=C3)O)C(C)CCOC(=O)C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@H](O[C@H]1C2=C(C(=CN(C2=O)OC)C3=CC=CC=C3)O)[C@H](C)CCOC(=O)C)C
• InChI: InChI=1S/C25H33NO6/c1-15(11-12-31-18(4)27)23-16(2)13-17(3)24(32-23)21-22(28)20(14-26(30-5)25(21)29)19-9-7-6-8-10-19/h6-10,14-17,23-24,28H,11-13H2,1-5H3/t15-,16+,17-,23-,24-/m1/s1
• InChI Key: DLKYWTQMMDJTIW-HSIIQGLMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃NO₆
• Molecular Weight: 443.50 g/mol
• Exact Mass: 443.23078777 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8584	85.84%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6478	64.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9686	96.86%
P-glycoprotein inhibitior	+	0.8713	87.13%
P-glycoprotein substrate	-	0.6000	60.00%
CYP3A4 substrate	+	0.6586	65.86%
CYP2C9 substrate	+	0.6110	61.10%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	+	0.5667	56.67%
CYP2C9 inhibition	+	0.5437	54.37%
CYP2C19 inhibition	+	0.5413	54.13%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.8293	82.93%
CYP2C8 inhibition	-	0.6468	64.68%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5474	54.74%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9496	94.96%
Skin irritation	-	0.8167	81.67%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6630	66.30%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5525	55.25%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5108	51.08%
Acute Oral Toxicity (c)	III	0.6576	65.76%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.7356	73.56%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.7749	77.49%
Aromatase binding	+	0.7493	74.93%
PPAR gamma	+	0.6652	66.52%
Honey bee toxicity	-	0.8403	84.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9033	90.33%

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	99.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.04%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.78%	99.15%
CHEMBL5028	O14672	ADAM10	81.14%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.29%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54729476
• LOTUS: LTS0200197
• wikiData: Q103818908