4-Methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-3-ol

Details

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Internal ID abe95478-51c9-4bc1-b3f0-56d092d77987
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
IUPAC Name 4-methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-3-ol
SMILES (Canonical) COC1=C(C=CC2=CN=C3C(=C21)C=CC4=CC5=C(C=C43)OCO5)O
SMILES (Isomeric) COC1=C(C=CC2=CN=C3C(=C21)C=CC4=CC5=C(C=C43)OCO5)O
InChI InChI=1S/C19H13NO4/c1-22-19-14(21)5-3-11-8-20-18-12(17(11)19)4-2-10-6-15-16(7-13(10)18)24-9-23-15/h2-8,21H,9H2,1H3
InChI Key FYJSYMQIPQSCAB-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H13NO4
Molecular Weight 319.30 g/mol
Exact Mass 319.08445790 g/mol
Topological Polar Surface Area (TPSA) 60.80 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.98
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-Methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9839 98.39%
Caco-2 + 0.6284 62.84%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5863 58.63%
OATP2B1 inhibitior - 0.8660 86.60%
OATP1B1 inhibitior + 0.9515 95.15%
OATP1B3 inhibitior + 0.9679 96.79%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6885 68.85%
P-glycoprotein inhibitior - 0.6877 68.77%
P-glycoprotein substrate - 0.8603 86.03%
CYP3A4 substrate - 0.5086 50.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7137 71.37%
CYP3A4 inhibition + 0.8305 83.05%
CYP2C9 inhibition - 0.5898 58.98%
CYP2C19 inhibition + 0.6890 68.90%
CYP2D6 inhibition + 0.7684 76.84%
CYP1A2 inhibition + 0.9018 90.18%
CYP2C8 inhibition + 0.6436 64.36%
CYP inhibitory promiscuity + 0.8346 83.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4287 42.87%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.5409 54.09%
Skin irritation - 0.7611 76.11%
Skin corrosion - 0.9628 96.28%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6438 64.38%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.8241 82.41%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5598 55.98%
Acute Oral Toxicity (c) III 0.6717 67.17%
Estrogen receptor binding + 0.9664 96.64%
Androgen receptor binding + 0.6298 62.98%
Thyroid receptor binding + 0.7793 77.93%
Glucocorticoid receptor binding + 0.9537 95.37%
Aromatase binding + 0.8361 83.61%
PPAR gamma + 0.8985 89.85%
Honey bee toxicity - 0.9372 93.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity - 0.4873 48.73%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.06% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.03% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 93.63% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.01% 99.15%
CHEMBL2535 P11166 Glucose transporter 92.45% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.78% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.40% 96.77%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 90.60% 80.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.74% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.01% 99.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.95% 85.30%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.38% 99.23%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 86.08% 93.24%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.45% 80.96%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.27% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.15% 95.56%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.59% 92.68%
CHEMBL3401 O75469 Pregnane X receptor 83.56% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.75% 89.00%
CHEMBL4208 P20618 Proteasome component C5 81.91% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.76% 96.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 80.63% 82.67%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.55% 89.62%

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.
Zanthoxylum oxyphyllum
Zanthoxylum rhoifolium

Cross-Links

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PubChem 5315427
LOTUS LTS0139754
wikiData Q105004528