3-Butan-2-yl-6-[hydroxy-(4-hydroxyphenyl)methyl]-1,5-dimethoxypyrazin-2-one

Details

• Internal ID: 17267d6a-c3e8-404b-8be2-0762cf709632
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrazines > Methoxypyrazines
• IUPAC Name: 3-butan-2-yl-6-[hydroxy-(4-hydroxyphenyl)methyl]-1,5-dimethoxypyrazin-2-one
• InChI: InChI=1S/C17H22N2O5/c1-5-10(2)13-17(22)19(24-4)14(16(18-13)23-3)15(21)11-6-8-12(20)9-7-11/h6-10,15,20-21H,5H2,1-4H3
• InChI Key: MWAGOLSZSGXJKX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂N₂O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.15287181 g/mol
• Topological Polar Surface Area (TPSA): 91.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 3-butan-2-yl-6-[hydroxy-(4-hydroxyphenyl)methyl]-1,5-dimethoxypyrazin-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8786	87.86%
Caco-2	+	0.7002	70.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7942	79.42%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5771	57.71%
P-glycoprotein inhibitior	-	0.5783	57.83%
P-glycoprotein substrate	-	0.7147	71.47%
CYP3A4 substrate	-	0.5114	51.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.8213	82.13%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.6124	61.24%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	-	0.7426	74.26%
CYP2C8 inhibition	-	0.7587	75.87%
CYP inhibitory promiscuity	-	0.7156	71.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9794	97.94%
Skin irritation	-	0.8219	82.19%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4584	45.84%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5381	53.81%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5807	58.07%
Acute Oral Toxicity (c)	III	0.5905	59.05%
Estrogen receptor binding	+	0.5754	57.54%
Androgen receptor binding	+	0.5635	56.35%
Thyroid receptor binding	+	0.7827	78.27%
Glucocorticoid receptor binding	+	0.6901	69.01%
Aromatase binding	+	0.7521	75.21%
PPAR gamma	-	0.5394	53.94%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6899	68.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.53%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.60%	93.10%
CHEMBL4040	P28482	MAP kinase ERK2	88.72%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.17%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.42%	90.71%
CHEMBL301	P24941	Cyclin-dependent kinase 2	83.11%	91.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.11%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.67%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.55%	94.00%
CHEMBL2535	P11166	Glucose transporter	81.40%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11759428
• LOTUS: LTS0035597
• wikiData: Q75067151