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

Details

• Internal ID: 182f3fe6-a899-4974-8966-f40e4c02c168
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 5-([1,3]dioxolo[4,5-g]isoquinolin-5-ylmethyl)-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=C(C=C1)CC2=NC=CC3=CC4=C(C=C32)OCO4)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)CC2=NC=CC3=CC4=C(C=C32)OCO4)O
• InChI: InChI=1S/C18H15NO4/c1-21-16-3-2-11(7-15(16)20)6-14-13-9-18-17(22-10-23-18)8-12(13)4-5-19-14/h2-5,7-9,20H,6,10H2,1H3
• InChI Key: GVYFQJQSJFFTAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.30 g/mol
• Exact Mass: 309.10010796 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9703	97.03%
Caco-2	+	0.8512	85.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5926	59.26%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8159	81.59%
P-glycoprotein inhibitior	-	0.6806	68.06%
P-glycoprotein substrate	+	0.5522	55.22%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	+	0.3628	36.28%
CYP3A4 inhibition	+	0.9005	90.05%
CYP2C9 inhibition	+	0.5639	56.39%
CYP2C19 inhibition	+	0.5984	59.84%
CYP2D6 inhibition	+	0.7585	75.85%
CYP1A2 inhibition	+	0.8521	85.21%
CYP2C8 inhibition	+	0.7733	77.33%
CYP inhibitory promiscuity	+	0.9187	91.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4894	48.94%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8497	84.97%
Skin irritation	-	0.7624	76.24%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4440	44.40%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8451	84.51%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7095	70.95%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.9251	92.51%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.7939	79.39%
Glucocorticoid receptor binding	+	0.7921	79.21%
Aromatase binding	+	0.7917	79.17%
PPAR gamma	+	0.8215	82.15%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	-	0.5275	52.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.56%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.58%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.12%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.60%	94.45%
CHEMBL5747	Q92793	CREB-binding protein	94.05%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.52%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.78%	99.17%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	91.20%	95.39%
CHEMBL2535	P11166	Glucose transporter	91.16%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.05%	93.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.87%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.24%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.23%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.90%	92.94%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.47%	96.69%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.41%	90.24%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.99%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	84.85%	90.20%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.59%	95.78%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	84.52%	87.50%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.64%	85.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.29%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.32%	98.95%
CHEMBL1827	O76074	Phosphodiesterase 5A	82.00%	99.55%
CHEMBL3401	O75469	Pregnane X receptor	81.84%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.71%	85.14%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	81.32%	88.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.13%	82.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.78%	89.00%

Plants that contains it

• Hedycarya angustifolia

Cross-Links

• PubChem: 13892587
• LOTUS: LTS0020340
• wikiData: Q105022019