[1,3]Dioxolo[4,5-g]isoquinolin-5-yl-(4-methoxyphenyl)methanol

Details

• Internal ID: cfb40ded-5e5d-48fe-bd11-aab2b2388f5a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: [1,3]dioxolo[4,5-g]isoquinolin-5-yl-(4-methoxyphenyl)methanol
• InChI: InChI=1S/C18H15NO4/c1-21-13-4-2-11(3-5-13)18(20)17-14-9-16-15(22-10-23-16)8-12(14)6-7-19-17/h2-9,18,20H,10H2,1H3
• InChI Key: NOIDDJJSLONVDW-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: 2.70
• Atomic LogP (AlogP): 3.05
• 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	+	0.9841	98.41%
Caco-2	+	0.7018	70.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6394	63.94%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7089	70.89%
P-glycoprotein inhibitior	-	0.5393	53.93%
P-glycoprotein substrate	-	0.7206	72.06%
CYP3A4 substrate	-	0.5248	52.48%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.6950	69.50%
CYP3A4 inhibition	+	0.8237	82.37%
CYP2C9 inhibition	-	0.5915	59.15%
CYP2C19 inhibition	+	0.6079	60.79%
CYP2D6 inhibition	+	0.5712	57.12%
CYP1A2 inhibition	+	0.9073	90.73%
CYP2C8 inhibition	-	0.6965	69.65%
CYP inhibitory promiscuity	+	0.8027	80.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4866	48.66%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9353	93.53%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4544	45.44%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6844	68.44%
Acute Oral Toxicity (c)	III	0.7301	73.01%
Estrogen receptor binding	+	0.8322	83.22%
Androgen receptor binding	+	0.7864	78.64%
Thyroid receptor binding	+	0.8639	86.39%
Glucocorticoid receptor binding	+	0.8425	84.25%
Aromatase binding	+	0.8525	85.25%
PPAR gamma	+	0.7636	76.36%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.6942	69.42%

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	98.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.07%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.51%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.78%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.47%	92.62%
CHEMBL4208	P20618	Proteasome component C5	93.33%	90.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.90%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.79%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.91%	99.15%
CHEMBL2039	P27338	Monoamine oxidase B	90.73%	92.51%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.64%	94.80%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.11%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.89%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.52%	100.00%
CHEMBL2535	P11166	Glucose transporter	89.46%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	88.80%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL240	Q12809	HERG	86.07%	89.76%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.79%	85.30%
CHEMBL1907	P15144	Aminopeptidase N	85.78%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.49%	96.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.32%	85.49%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.16%	82.67%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	82.75%	91.49%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.59%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	82.29%	95.39%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.24%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.73%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.69%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.05%	89.44%

Plants that contains it

• Ocotea pulchella

Cross-Links

• PubChem: 162981117
• LOTUS: LTS0128789
• wikiData: Q104179831