6,7-Dimethoxy-2-methylisoquinoline-1,3,4-trione

Details

• Internal ID: 68c99a88-1157-4fe0-b894-d178d0b7760f
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > 1,4-isoquinolinediones
• IUPAC Name: 6,7-dimethoxy-2-methylisoquinoline-1,3,4-trione
• SMILES (Canonical): CN1C(=O)C2=CC(=C(C=C2C(=O)C1=O)OC)OC
• SMILES (Isomeric): CN1C(=O)C2=CC(=C(C=C2C(=O)C1=O)OC)OC
• InChI: InChI=1S/C12H11NO5/c1-13-11(15)7-5-9(18-3)8(17-2)4-6(7)10(14)12(13)16/h4-5H,1-3H3
• InChI Key: AKOGVJUSAFGQRH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁NO₅
• Molecular Weight: 249.22 g/mol
• Exact Mass: 249.06372245 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 6,7-Dimethoxy-2-methylisoquinoline-1,3,4-trione
• C12H11NO5
• 6,7-dimethoxy-2-methylisoquinoline-1,3,4(2H)-trione
• DTXSID50506042
• AKOGVJUSAFGQRH-UHFFFAOYSA-N
• AKOS005606417
• CCG-344838
• 6,7-dimethoxy-2-methyl-1,3,4(2H)-isoquinolinetrione
• 6,7-DIMETHOXY-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE-1,3,4-TRIONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9204	92.04%
Caco-2	+	0.8220	82.20%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.9571	95.71%
Subcellular localzation	Mitochondria	0.4518	45.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9314	93.14%
BSEP inhibitior	-	0.8845	88.45%
P-glycoprotein inhibitior	-	0.9286	92.86%
P-glycoprotein substrate	-	0.8805	88.05%
CYP3A4 substrate	-	0.5986	59.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7511	75.11%
CYP3A4 inhibition	-	0.6551	65.51%
CYP2C9 inhibition	-	0.9356	93.56%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9660	96.60%
CYP1A2 inhibition	+	0.6308	63.08%
CYP2C8 inhibition	-	0.9659	96.59%
CYP inhibitory promiscuity	-	0.7322	73.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.8078	80.78%
Skin irritation	-	0.8424	84.24%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6492	64.92%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.5805	58.05%
skin sensitisation	-	0.9445	94.45%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6076	60.76%
Nephrotoxicity	-	0.6055	60.55%
Acute Oral Toxicity (c)	III	0.6782	67.82%
Estrogen receptor binding	+	0.6240	62.40%
Androgen receptor binding	-	0.7235	72.35%
Thyroid receptor binding	-	0.6338	63.38%
Glucocorticoid receptor binding	-	0.6408	64.08%
Aromatase binding	+	0.6137	61.37%
PPAR gamma	-	0.7525	75.25%
Honey bee toxicity	-	0.8587	85.87%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5163	51.63%

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	94.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.35%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.79%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.37%	93.40%
CHEMBL4208	P20618	Proteasome component C5	83.33%	90.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.14%	96.86%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.36%	92.38%

Plants that contains it

• Menispermum dauricum

Cross-Links

• PubChem: 12661260
• LOTUS: LTS0109443
• wikiData: Q82361595