6-[(1S)-6,7-dimethoxy-3-oxo-1H-2-benzofuran-1-yl]-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-one

Details

• Internal ID: 490dd8eb-8bdf-4f70-a6cf-b95d7b7e6979
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 6-[(1S)-6,7-dimethoxy-3-oxo-1H-2-benzofuran-1-yl]-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)OC2N3CCC4=CC5=C(C=C4C3=O)OCO5)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)O[C@@H]2N3CCC4=CC5=C(C=C4C3=O)OCO5)OC
• InChI: InChI=1S/C20H17NO7/c1-24-13-4-3-11-16(17(13)25-2)19(28-20(11)23)21-6-5-10-7-14-15(27-9-26-14)8-12(10)18(21)22/h3-4,7-8,19H,5-6,9H2,1-2H3/t19-/m0/s1
• InChI Key: XSCQOQQIGQZNLI-IBGZPJMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇NO₇
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.10050188 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9092	90.92%
Caco-2	+	0.7690	76.90%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4949	49.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7459	74.59%
BSEP inhibitior	+	0.8331	83.31%
P-glycoprotein inhibitior	+	0.7982	79.82%
P-glycoprotein substrate	-	0.7384	73.84%
CYP3A4 substrate	+	0.6165	61.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8093	80.93%
CYP3A4 inhibition	+	0.8091	80.91%
CYP2C9 inhibition	+	0.6334	63.34%
CYP2C19 inhibition	+	0.6715	67.15%
CYP2D6 inhibition	-	0.7176	71.76%
CYP1A2 inhibition	-	0.8217	82.17%
CYP2C8 inhibition	-	0.7919	79.19%
CYP inhibitory promiscuity	+	0.6271	62.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5398	53.98%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.8126	81.26%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7375	73.75%
Micronuclear	+	0.7274	72.74%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5842	58.42%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	+	0.8178	81.78%
Androgen receptor binding	+	0.5332	53.32%
Thyroid receptor binding	-	0.5504	55.04%
Glucocorticoid receptor binding	+	0.8083	80.83%
Aromatase binding	-	0.6207	62.07%
PPAR gamma	+	0.6194	61.94%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.7850	78.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.36%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.40%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.64%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.41%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.48%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.98%	96.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.93%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	86.82%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.08%	98.75%
CHEMBL261	P00915	Carbonic anhydrase I	86.03%	96.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.91%	92.62%
CHEMBL4040	P28482	MAP kinase ERK2	83.96%	83.82%
CHEMBL2056	P21728	Dopamine D1 receptor	83.10%	91.00%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.25%	93.99%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.16%	90.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.58%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.18%	82.38%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.48%	94.78%

Plants that contains it

• Berberis integerrima

Cross-Links

• PubChem: 163022273
• LOTUS: LTS0009106
• wikiData: Q105340946