6-([1,3]Dioxolo[4,5-g]isoquinolin-5-ylmethyl)-2,3-dimethoxyphenol

Details

• Internal ID: 399fe804-2488-4dec-89ff-33be4a2e2508
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 6-([1,3]dioxolo[4,5-g]isoquinolin-5-ylmethyl)-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=C(C(=C(C=C1)CC2=NC=CC3=CC4=C(C=C32)OCO4)O)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)CC2=NC=CC3=CC4=C(C=C32)OCO4)O)OC
• InChI: InChI=1S/C19H17NO5/c1-22-15-4-3-12(18(21)19(15)23-2)7-14-13-9-17-16(24-10-25-17)8-11(13)5-6-20-14/h3-6,8-9,21H,7,10H2,1-2H3
• InChI Key: UYUZOZODBVCBBM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₅
• Molecular Weight: 339.30 g/mol
• Exact Mass: 339.11067264 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.28
• 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	+	0.9824	98.24%
Caco-2	+	0.8043	80.43%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4824	48.24%
OATP2B1 inhibitior	-	0.8709	87.09%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6851	68.51%
P-glycoprotein inhibitior	-	0.5927	59.27%
P-glycoprotein substrate	+	0.5458	54.58%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	+	0.3628	36.28%
CYP3A4 inhibition	+	0.8459	84.59%
CYP2C9 inhibition	-	0.5546	55.46%
CYP2C19 inhibition	+	0.7033	70.33%
CYP2D6 inhibition	+	0.6629	66.29%
CYP1A2 inhibition	+	0.7844	78.44%
CYP2C8 inhibition	+	0.7636	76.36%
CYP inhibitory promiscuity	+	0.8551	85.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8045	80.45%
Skin irritation	-	0.7910	79.10%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.6246	62.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5661	56.61%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.8674	86.74%
Androgen receptor binding	+	0.6356	63.56%
Thyroid receptor binding	+	0.8505	85.05%
Glucocorticoid receptor binding	+	0.8364	83.64%
Aromatase binding	+	0.5606	56.06%
PPAR gamma	+	0.7932	79.32%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	-	0.5000	50.00%

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	97.33%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.85%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	94.70%	95.12%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	94.17%	95.39%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.93%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.76%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.56%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.19%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.21%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.47%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.17%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.08%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.92%	96.00%
CHEMBL2535	P11166	Glucose transporter	88.65%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.14%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.08%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.39%	90.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.53%	92.38%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.01%	95.78%
CHEMBL1827	O76074	Phosphodiesterase 5A	83.31%	99.55%
CHEMBL3401	O75469	Pregnane X receptor	83.01%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.69%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.44%	94.03%

Plants that contains it

• Berberis actinacantha

Cross-Links

• PubChem: 14337118
• LOTUS: LTS0272538
• wikiData: Q105281957