9-Hydroxy-3-methoxy-6h-pyrido[1,2-a]pyrazin-6-one

Details

• Internal ID: 29735e09-3662-49b0-ace0-f6c42a692256
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrazines > Methoxypyrazines
• IUPAC Name: 9-hydroxy-3-methoxypyrido[1,2-a]pyrazin-6-one
• SMILES (Canonical): COC1=CN2C(=O)C=CC(=C2C=N1)O
• SMILES (Isomeric): COC1=CN2C(=O)C=CC(=C2C=N1)O
• InChI: InChI=1S/C9H8N2O3/c1-14-8-5-11-6(4-10-8)7(12)2-3-9(11)13/h2-5,12H,1H3
• InChI Key: ATJLTTDKKHOYFB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈N₂O₃
• Molecular Weight: 192.17 g/mol
• Exact Mass: 192.05349212 g/mol
• Topological Polar Surface Area (TPSA): 62.10 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 9-hydroxy-3-methoxy-6h-pyrido[1,2-a]pyrazin-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.8469	84.69%
Blood Brain Barrier	+	0.6817	68.17%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8346	83.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9722	97.22%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9359	93.59%
P-glycoprotein inhibitior	-	0.9602	96.02%
P-glycoprotein substrate	-	0.9283	92.83%
CYP3A4 substrate	-	0.5627	56.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	+	0.5237	52.37%
CYP2C9 inhibition	-	0.8267	82.67%
CYP2C19 inhibition	+	0.5180	51.80%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	+	0.8665	86.65%
CYP2C8 inhibition	-	0.8613	86.13%
CYP inhibitory promiscuity	-	0.7350	73.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9223	92.23%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.8572	85.72%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7438	74.38%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9203	92.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7023	70.23%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.5915	59.15%
Androgen receptor binding	-	0.7039	70.39%
Thyroid receptor binding	-	0.6264	62.64%
Glucocorticoid receptor binding	-	0.4854	48.54%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	-	0.6963	69.63%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.8416	84.16%

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	95.00%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.52%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.23%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.73%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.63%	93.10%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.31%	93.65%
CHEMBL1937	Q92769	Histone deacetylase 2	85.65%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.12%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.11%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.04%	94.73%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 136987006
• LOTUS: LTS0112747
• wikiData: Q104918455