3-[(2R)-butan-2-yl]-6-(4-hydroxybenzoyl)-1,5-dimethoxypyrazin-2-one

Details

• Internal ID: 300d06b3-af78-43ea-b2be-3b350527f2f3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Aryl-phenylketones
• IUPAC Name: 3-[(2R)-butan-2-yl]-6-(4-hydroxybenzoyl)-1,5-dimethoxypyrazin-2-one
• SMILES (Canonical): CCC(C)C1=NC(=C(N(C1=O)OC)C(=O)C2=CC=C(C=C2)O)OC
• SMILES (Isomeric): CC[C@@H](C)C1=NC(=C(N(C1=O)OC)C(=O)C2=CC=C(C=C2)O)OC
• InChI: InChI=1S/C17H20N2O5/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/h6-10,20H,5H2,1-4H3/t10-/m1/s1
• InChI Key: OWRMWSSPJZYACF-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.13722174 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9066	90.66%
Caco-2	+	0.7812	78.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6871	68.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8203	82.03%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5950	59.50%
P-glycoprotein inhibitior	-	0.5257	52.57%
P-glycoprotein substrate	-	0.6711	67.11%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	+	0.5868	58.68%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.7745	77.45%
CYP2C19 inhibition	-	0.6543	65.43%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	-	0.7936	79.36%
CYP2C8 inhibition	+	0.5212	52.12%
CYP inhibitory promiscuity	-	0.8371	83.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5280	52.80%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9598	95.98%
Skin irritation	-	0.8217	82.17%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6216	62.16%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5011	50.11%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.6071	60.71%
Estrogen receptor binding	+	0.7126	71.26%
Androgen receptor binding	+	0.6131	61.31%
Thyroid receptor binding	+	0.7363	73.63%
Glucocorticoid receptor binding	+	0.8059	80.59%
Aromatase binding	+	0.7522	75.22%
PPAR gamma	+	0.5681	56.81%
Honey bee toxicity	-	0.9475	94.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7497	74.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.26%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.88%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.78%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.29%	93.99%
CHEMBL2535	P11166	Glucose transporter	86.10%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.20%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.13%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.08%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.09%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162960951
• LOTUS: LTS0274557
• wikiData: Q105202222