1-(1,3-Benzodioxol-5-ylmethyl)-7-methoxyisoquinolin-6-ol

Details

• Internal ID: 82052034-5db1-49f1-a8c5-54920f6c067b
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 1-(1,3-benzodioxol-5-ylmethyl)-7-methoxyisoquinolin-6-ol
• SMILES (Canonical): COC1=C(C=C2C=CN=C(C2=C1)CC3=CC4=C(C=C3)OCO4)O
• SMILES (Isomeric): COC1=C(C=C2C=CN=C(C2=C1)CC3=CC4=C(C=C3)OCO4)O
• InChI: InChI=1S/C18H15NO4/c1-21-17-9-13-12(8-15(17)20)4-5-19-14(13)6-11-2-3-16-18(7-11)23-10-22-16/h2-5,7-9,20H,6,10H2,1H3
• InChI Key: PPHRHPXNZRPEGX-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	+	0.9869	98.69%
Caco-2	+	0.8263	82.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5978	59.78%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7275	72.75%
P-glycoprotein inhibitior	-	0.6341	63.41%
P-glycoprotein substrate	-	0.5107	51.07%
CYP3A4 substrate	+	0.5064	50.64%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	+	0.3628	36.28%
CYP3A4 inhibition	+	0.9153	91.53%
CYP2C9 inhibition	+	0.5064	50.64%
CYP2C19 inhibition	+	0.6464	64.64%
CYP2D6 inhibition	+	0.7766	77.66%
CYP1A2 inhibition	+	0.8744	87.44%
CYP2C8 inhibition	+	0.6782	67.82%
CYP inhibitory promiscuity	+	0.9047	90.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4879	48.79%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8028	80.28%
Skin irritation	-	0.7631	76.31%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5140	51.40%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8158	81.58%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	+	0.9492	94.92%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.7653	76.53%
Glucocorticoid receptor binding	+	0.8445	84.45%
Aromatase binding	+	0.8063	80.63%
PPAR gamma	+	0.8465	84.65%
Honey bee toxicity	-	0.8593	85.93%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	-	0.5486	54.86%

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	98.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.98%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.54%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.22%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.54%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.16%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.57%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.71%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	91.37%	95.39%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.18%	85.14%
CHEMBL2535	P11166	Glucose transporter	89.48%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	89.47%	95.12%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.67%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.15%	89.62%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.69%	93.10%
CHEMBL4208	P20618	Proteasome component C5	85.47%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.94%	82.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.83%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.58%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.22%	96.69%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.81%	90.24%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.55%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	80.63%	94.73%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.32%	92.38%

Plants that contains it

• Papaver macrostomum

Cross-Links

• PubChem: 136652046
• LOTUS: LTS0037941
• wikiData: Q105212903