5,6-Dimethoxy-2-methylisoindole-1,3-dione

Details

• Internal ID: e3787b46-2845-4acc-833a-4af1afa52ac6
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones > Phthalimides
• IUPAC Name: 5,6-dimethoxy-2-methylisoindole-1,3-dione
• SMILES (Canonical): CN1C(=O)C2=CC(=C(C=C2C1=O)OC)OC
• SMILES (Isomeric): CN1C(=O)C2=CC(=C(C=C2C1=O)OC)OC
• InChI: InChI=1S/C11H11NO4/c1-12-10(13)6-4-8(15-2)9(16-3)5-7(6)11(12)14/h4-5H,1-3H3
• InChI Key: PKPGFJZHKICOBX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.21 g/mol
• Exact Mass: 221.06880783 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• N-Methyl-metahemipinimide
• 5,6-dimethoxy-2-methylisoindole-1,3-dione
• PKPGFJZHKICOBX-UHFFFAOYSA-N
• 4,5-Dimethoxy-N-methylphthalimide
• 5,6-Dimethoxy-2-methyl-1H-isoindole-1,3(2H)-dione #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.8983	89.83%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.9571	95.71%
Subcellular localzation	Mitochondria	0.4936	49.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9598	95.98%
BSEP inhibitior	-	0.9243	92.43%
P-glycoprotein inhibitior	-	0.9362	93.62%
P-glycoprotein substrate	-	0.8954	89.54%
CYP3A4 substrate	-	0.6416	64.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7421	74.21%
CYP3A4 inhibition	-	0.9224	92.24%
CYP2C9 inhibition	-	0.9606	96.06%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.6858	68.58%
CYP2C8 inhibition	-	0.9786	97.86%
CYP inhibitory promiscuity	-	0.8496	84.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5157	51.57%
Eye corrosion	-	0.9760	97.60%
Eye irritation	+	0.9366	93.66%
Skin irritation	-	0.8386	83.86%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7922	79.22%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5247	52.47%
Nephrotoxicity	-	0.5901	59.01%
Acute Oral Toxicity (c)	II	0.4762	47.62%
Estrogen receptor binding	-	0.5789	57.89%
Androgen receptor binding	-	0.7872	78.72%
Thyroid receptor binding	-	0.5677	56.77%
Glucocorticoid receptor binding	-	0.6591	65.91%
Aromatase binding	-	0.5098	50.98%
PPAR gamma	-	0.8152	81.52%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.6593	65.93%

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	95.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.63%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.97%	93.40%
CHEMBL4208	P20618	Proteasome component C5	86.39%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.33%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.03%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.64%	93.99%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.07%	96.86%

Plants that contains it

• Menispermum dauricum

Cross-Links

• PubChem: 613470
• LOTUS: LTS0191199
• wikiData: Q105210543