4-hydroxy-3-[(2R,3R,5S,6S)-6-[(2R)-4-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenylpyridin-2-one

Details

• Internal ID: 38723d6d-64c5-4fc1-856b-3e09d4989346
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Phenylpyridines
• IUPAC Name: 4-hydroxy-3-[(2R,3R,5S,6S)-6-[(2R)-4-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenylpyridin-2-one
• InChI: InChI=1S/C23H31NO5/c1-14(10-11-25)21-15(2)12-16(3)22(29-21)19-20(26)18(13-24(28-4)23(19)27)17-8-6-5-7-9-17/h5-9,13-16,21-22,25-26H,10-12H2,1-4H3/t14-,15+,16-,21-,22-/m1/s1
• InChI Key: QPGUPQHUYFFUFK-YFNGHYIGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₁NO₅
• Molecular Weight: 401.50 g/mol
• Exact Mass: 401.22022309 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9280	92.80%
Caco-2	+	0.6781	67.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8206	82.06%
P-glycoprotein inhibitior	+	0.7741	77.41%
P-glycoprotein substrate	-	0.6240	62.40%
CYP3A4 substrate	+	0.6333	63.33%
CYP2C9 substrate	+	0.6117	61.17%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	+	0.7180	71.80%
CYP2C9 inhibition	-	0.5551	55.51%
CYP2C19 inhibition	-	0.5220	52.20%
CYP2D6 inhibition	-	0.8757	87.57%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.7199	71.99%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5608	56.08%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9531	95.31%
Skin irritation	-	0.8034	80.34%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6644	66.44%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5080	50.80%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5861	58.61%
Acute Oral Toxicity (c)	III	0.6390	63.90%
Estrogen receptor binding	+	0.7120	71.20%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.6520	65.20%
Glucocorticoid receptor binding	+	0.7017	70.17%
Aromatase binding	+	0.7158	71.58%
PPAR gamma	+	0.6471	64.71%
Honey bee toxicity	-	0.8392	83.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.3879	38.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.85%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	84.11%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.86%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.43%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.07%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54729475
• LOTUS: LTS0175019
• wikiData: Q105225378