6-[[6-[2-(Dimethylamino)ethyl]-1,3-benzodioxol-5-yl]methylidene]-[1,3]dioxolo[4,5-g]isoindol-8-one

Details

• Internal ID: fb232b9a-6adc-4b82-90d4-9c0a734040a8
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: 6-[[6-[2-(dimethylamino)ethyl]-1,3-benzodioxol-5-yl]methylidene]-[1,3]dioxolo[4,5-g]isoindol-8-one
• InChI: InChI=1S/C21H20N2O5/c1-23(2)6-5-12-8-17-18(27-10-26-17)9-13(12)7-15-14-3-4-16-20(28-11-25-16)19(14)21(24)22-15/h3-4,7-9H,5-6,10-11H2,1-2H3,(H,22,24)
• InChI Key: ZURFNKDWDFKHSG-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀N₂O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.13722174 g/mol
• Topological Polar Surface Area (TPSA): 69.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.6696	66.96%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8902	89.02%
P-glycoprotein inhibitior	+	0.8259	82.59%
P-glycoprotein substrate	-	0.6583	65.83%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6593	65.93%
CYP3A4 inhibition	+	0.6503	65.03%
CYP2C9 inhibition	-	0.7951	79.51%
CYP2C19 inhibition	-	0.7825	78.25%
CYP2D6 inhibition	-	0.6087	60.87%
CYP1A2 inhibition	-	0.5982	59.82%
CYP2C8 inhibition	-	0.8578	85.78%
CYP inhibitory promiscuity	-	0.6314	63.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5605	56.05%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9646	96.46%
Skin irritation	-	0.7731	77.31%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7493	74.93%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8479	84.79%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4562	45.62%
Acute Oral Toxicity (c)	III	0.6848	68.48%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7406	74.06%
Thyroid receptor binding	+	0.6423	64.23%
Glucocorticoid receptor binding	+	0.8301	83.01%
Aromatase binding	+	0.6987	69.87%
PPAR gamma	+	0.7878	78.78%
Honey bee toxicity	-	0.8065	80.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9569	95.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	97.85%	85.30%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.23%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.75%	95.56%
CHEMBL240	Q12809	HERG	95.14%	89.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.43%	93.40%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.05%	80.96%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.45%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.52%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.22%	94.80%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.11%	85.11%
CHEMBL226	P30542	Adenosine A1 receptor	86.67%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.89%	90.08%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.88%	97.28%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL4237	O75582	Ribosomal protein S6 kinase alpha 5	83.25%	91.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.94%	96.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.45%	100.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	82.02%	90.71%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	81.11%	81.29%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.95%	88.56%
CHEMBL228	P31645	Serotonin transporter	80.44%	95.51%
CHEMBL255	P29275	Adenosine A2b receptor	80.30%	98.59%
CHEMBL1937	Q92769	Histone deacetylase 2	80.08%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.02%	94.00%

Plants that contains it

• Fumaria vaillantii

Cross-Links

• PubChem: 3082310
• LOTUS: LTS0142867
• wikiData: Q105384078