1-[4-Acetyl-3-benzyl-6-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-2,3-dihydropyrazin-1-yl]ethanone

Details

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Internal ID 7e230264-571d-4d30-bb75-105d7f57d13d
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name 1-[4-acetyl-3-benzyl-6-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-2,3-dihydropyrazin-1-yl]ethanone
SMILES (Canonical) CC(=O)N1CC(N(C=C1CC2=CC3=C(C(=C2)OC)OCO3)C(=O)C)CC4=CC=CC=C4
SMILES (Isomeric) CC(=O)N1CC(N(C=C1CC2=CC3=C(C(=C2)OC)OCO3)C(=O)C)CC4=CC=CC=C4
InChI InChI=1S/C24H26N2O5/c1-16(27)25-14-21(10-19-11-22(29-3)24-23(12-19)30-15-31-24)26(17(2)28)13-20(25)9-18-7-5-4-6-8-18/h4-8,11-12,14,20H,9-10,13,15H2,1-3H3
InChI Key KOVXJYRERSJPIQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26N2O5
Molecular Weight 422.50 g/mol
Exact Mass 422.18417193 g/mol
Topological Polar Surface Area (TPSA) 68.30 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.13
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[4-Acetyl-3-benzyl-6-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-2,3-dihydropyrazin-1-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9254 92.54%
Caco-2 + 0.6951 69.51%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4418 44.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9110 91.10%
OATP1B3 inhibitior + 0.9280 92.80%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9937 99.37%
P-glycoprotein inhibitior + 0.9265 92.65%
P-glycoprotein substrate - 0.6272 62.72%
CYP3A4 substrate + 0.6177 61.77%
CYP2C9 substrate + 0.5918 59.18%
CYP2D6 substrate - 0.7878 78.78%
CYP3A4 inhibition + 0.9067 90.67%
CYP2C9 inhibition - 0.6724 67.24%
CYP2C19 inhibition - 0.5609 56.09%
CYP2D6 inhibition - 0.8070 80.70%
CYP1A2 inhibition - 0.7021 70.21%
CYP2C8 inhibition + 0.6451 64.51%
CYP inhibitory promiscuity + 0.7686 76.86%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5312 53.12%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9717 97.17%
Skin irritation - 0.7886 78.86%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8668 86.68%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.6055 60.55%
skin sensitisation - 0.8695 86.95%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7946 79.46%
Acute Oral Toxicity (c) III 0.7190 71.90%
Estrogen receptor binding + 0.6959 69.59%
Androgen receptor binding + 0.7135 71.35%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8143 81.43%
Aromatase binding - 0.6364 63.64%
PPAR gamma + 0.5263 52.63%
Honey bee toxicity - 0.7630 76.30%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9772 97.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.63% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.14% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.69% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.06% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.96% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.37% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.97% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.70% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.63% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.91% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.56% 89.00%
CHEMBL2535 P11166 Glucose transporter 83.42% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.44% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.22% 94.73%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.09% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.68% 96.00%

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.
Calendula officinalis
Ipomoea batatas

Cross-Links

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PubChem 45782788
LOTUS LTS0003884
wikiData Q105256538