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1-(4-Methoxybenzyl)-6,7-methylenedioxyisoquinoline

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID c4e5fe1c-1d52-4103-b911-259dfccffac8
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name 5-[(4-methoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C18H15NO3/c1-20-14-4-2-12(3-5-14)8-16-15-10-18-17(21-11-22-18)9-13(15)6-7-19-16/h2-7,9-10H,8,11H2,1H3
InChI Key SJQUHHVDBQGYPL-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C18H15NO3
Molecular Weight 293.30 g/mol
Exact Mass 293.10519334 g/mol
Topological Polar Surface Area (TPSA) 40.60 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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1-(4-Methoxybenzyl)-6,7-methylenedioxyisoquinoline
5-(4-Methoxybenzyl)-[1,3]dioxolo[4,5-g]isoquinoline
1,3-Dioxolo(4,5-g)isoquinoline, 5-((4-methoxyphenyl)methyl)-
1,3-dioxolo[4,5-g]isoquinoline, 5-[(4-methoxyphenyl)methyl]-
1-(p-Methoxybenzyl)-6,7-methylenedioxyisoquinoline
SCHEMBL1445581
DTXSID30204453
1-(4-methoxybenzyl)-6,7-methylenedioxy-isoquinoline
5-(4-methoxybenzyl)[1,3]dioxolo[4,5-g]isoquinoline
InChI=1/C18H15NO3/c1-20-14-4-2-12(3-5-14)8-16-15-10-18-17(21-11-22-18)9-13(15)6-7-19-16/h2-7,9-10H,8,11H2,1H

2D Structure

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2D Structure of 1-(4-Methoxybenzyl)-6,7-methylenedioxyisoquinoline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 + 0.8827 88.27%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6860 68.60%
OATP2B1 inhibitior - 0.7317 73.17%
OATP1B1 inhibitior + 0.9342 93.42%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9276 92.76%
P-glycoprotein inhibitior - 0.5467 54.67%
P-glycoprotein substrate - 0.5206 52.06%
CYP3A4 substrate - 0.5190 51.90%
CYP2C9 substrate - 0.8255 82.55%
CYP2D6 substrate + 0.3731 37.31%
CYP3A4 inhibition + 0.9149 91.49%
CYP2C9 inhibition + 0.5981 59.81%
CYP2C19 inhibition + 0.8520 85.20%
CYP2D6 inhibition + 0.8739 87.39%
CYP1A2 inhibition + 0.9650 96.50%
CYP2C8 inhibition + 0.5706 57.06%
CYP inhibitory promiscuity + 0.9557 95.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4834 48.34%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.8701 87.01%
Skin irritation - 0.7406 74.06%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis + 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7324 73.24%
Micronuclear + 0.6559 65.59%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.7705 77.05%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6857 68.57%
Acute Oral Toxicity (c) III 0.7103 71.03%
Estrogen receptor binding + 0.9337 93.37%
Androgen receptor binding + 0.8105 81.05%
Thyroid receptor binding + 0.8656 86.56%
Glucocorticoid receptor binding + 0.8706 87.06%
Aromatase binding + 0.7479 74.79%
PPAR gamma + 0.8065 80.65%
Honey bee toxicity - 0.8432 84.32%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity - 0.6425 64.25%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.21% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.68% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.45% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.43% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.89% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.70% 96.09%
CHEMBL235 P37231 Peroxisome proliferator-activated receptor gamma 93.70% 95.39%
CHEMBL5747 Q92793 CREB-binding protein 93.67% 95.12%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.77% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.64% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.27% 94.80%
CHEMBL4208 P20618 Proteasome component C5 89.87% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.76% 99.17%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 89.11% 96.69%
CHEMBL1951 P21397 Monoamine oxidase A 88.68% 91.49%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 88.32% 87.50%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.21% 97.53%
CHEMBL2535 P11166 Glucose transporter 87.83% 98.75%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.46% 93.10%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.65% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.60% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.38% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 84.44% 94.73%
CHEMBL240 Q12809 HERG 83.99% 89.76%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.22% 90.24%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.25% 85.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.97% 95.56%
CHEMBL2581 P07339 Cathepsin D 81.38% 98.95%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.56% 93.65%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 639536
LOTUS LTS0220381
wikiData Q83077884