6-(4-Hydroxy-3-methylbut-2-enoxy)-4-methoxy-5-methyl-2,3-dihydroisoindol-1-one

Details

• Internal ID: eb3ef67e-5d99-43d2-840d-e302fb2a9d4e
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: 6-(4-hydroxy-3-methylbut-2-enoxy)-4-methoxy-5-methyl-2,3-dihydroisoindol-1-one
• InChI: InChI=1S/C15H19NO4/c1-9(8-17)4-5-20-13-6-11-12(7-16-15(11)18)14(19-3)10(13)2/h4,6,17H,5,7-8H2,1-3H3,(H,16,18)
• InChI Key: YEFHULCRNHPQGZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.31 g/mol
• Exact Mass: 277.13140809 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.8770	87.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6249	62.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7637	76.37%
P-glycoprotein inhibitior	-	0.8656	86.56%
P-glycoprotein substrate	-	0.5884	58.84%
CYP3A4 substrate	+	0.5505	55.05%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.5092	50.92%
CYP2C9 inhibition	-	0.7695	76.95%
CYP2C19 inhibition	-	0.7402	74.02%
CYP2D6 inhibition	-	0.8292	82.92%
CYP1A2 inhibition	+	0.5893	58.93%
CYP2C8 inhibition	-	0.7088	70.88%
CYP inhibitory promiscuity	-	0.5294	52.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.6233	62.33%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4829	48.29%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5397	53.97%
skin sensitisation	-	0.8434	84.34%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8416	84.16%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.5576	55.76%
Androgen receptor binding	-	0.6483	64.83%
Thyroid receptor binding	-	0.5502	55.02%
Glucocorticoid receptor binding	-	0.4768	47.68%
Aromatase binding	+	0.6378	63.78%
PPAR gamma	-	0.5638	56.38%
Honey bee toxicity	-	0.9140	91.40%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9172	91.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.59%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	90.31%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.53%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.39%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.28%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.57%	91.03%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.11%	96.47%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.42%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.08%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162842496
• LOTUS: LTS0003177
• wikiData: Q105347205