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Maedamine B

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 e5893044-d005-4d1c-a5bf-c388b72425d3
Taxonomy Benzenoids > Phenol ethers > Anisoles
IUPAC Name 3-[(3-bromo-4-methoxyphenyl)methyl]-5-[3,5-dibromo-4-[3-(methylamino)propoxy]phenyl]-1H-pyrazin-2-one
SMILES (Canonical) CNCCCOC1=C(C=C(C=C1Br)C2=CNC(=O)C(=N2)CC3=CC(=C(C=C3)OC)Br)Br
SMILES (Isomeric) CNCCCOC1=C(C=C(C=C1Br)C2=CNC(=O)C(=N2)CC3=CC(=C(C=C3)OC)Br)Br
InChI InChI=1S/C22H22Br3N3O3/c1-26-6-3-7-31-21-16(24)10-14(11-17(21)25)19-12-27-22(29)18(28-19)9-13-4-5-20(30-2)15(23)8-13/h4-5,8,10-12,26H,3,6-7,9H2,1-2H3,(H,27,29)
InChI Key NDGJXFQQCGZNIA-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22Br3N3O3
Molecular Weight 616.10 g/mol
Exact Mass 614.91908 g/mol
Topological Polar Surface Area (TPSA) 72.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.31
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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Ma'edamine B
CHEMBL2316914
3-[(3-bromo-4-methoxyphenyl)methyl]-5-[3,5-dibromo-4-[3-(methylamino)propoxy]phenyl]-1H-pyrazin-2-one

2D Structure

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2D Structure of Maedamine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 - 0.6117 61.17%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7093 70.93%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.9123 91.23%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9558 95.58%
P-glycoprotein inhibitior + 0.7863 78.63%
P-glycoprotein substrate + 0.6696 66.96%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7303 73.03%
CYP3A4 inhibition + 0.5610 56.10%
CYP2C9 inhibition - 0.7329 73.29%
CYP2C19 inhibition - 0.5979 59.79%
CYP2D6 inhibition - 0.7360 73.60%
CYP1A2 inhibition + 0.6819 68.19%
CYP2C8 inhibition + 0.7940 79.40%
CYP inhibitory promiscuity + 0.5143 51.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7748 77.48%
Carcinogenicity (trinary) Non-required 0.6275 62.75%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9492 94.92%
Skin irritation - 0.7683 76.83%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7687 76.87%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6677 66.77%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8405 84.05%
Acute Oral Toxicity (c) III 0.6638 66.38%
Estrogen receptor binding + 0.7239 72.39%
Androgen receptor binding + 0.6772 67.72%
Thyroid receptor binding + 0.6731 67.31%
Glucocorticoid receptor binding + 0.5404 54.04%
Aromatase binding + 0.5770 57.70%
PPAR gamma + 0.6310 63.10%
Honey bee toxicity - 0.7655 76.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5553 55.53%
Fish aquatic toxicity - 0.6662 66.62%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.74% 94.00%
CHEMBL240 Q12809 HERG 96.31% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.61% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.45% 95.50%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 91.54% 93.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.12% 99.17%
CHEMBL2581 P07339 Cathepsin D 91.03% 98.95%
CHEMBL5747 Q92793 CREB-binding protein 90.54% 95.12%
CHEMBL1937 Q92769 Histone deacetylase 2 89.86% 94.75%
CHEMBL4302 P08183 P-glycoprotein 1 89.26% 92.98%
CHEMBL4040 P28482 MAP kinase ERK2 88.96% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.11% 94.45%
CHEMBL2535 P11166 Glucose transporter 87.65% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.02% 96.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.22% 92.29%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.21% 85.14%
CHEMBL1255126 O15151 Protein Mdm4 85.53% 90.20%
CHEMBL3401 O75469 Pregnane X receptor 84.77% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.69% 93.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.63% 96.90%
CHEMBL202 P00374 Dihydrofolate reductase 84.19% 89.92%
CHEMBL290 Q13370 Phosphodiesterase 3B 83.36% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.23% 93.99%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.15% 85.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.59% 95.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.57% 95.78%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 81.43% 87.50%
CHEMBL2487 P05067 Beta amyloid A4 protein 80.93% 96.74%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.12% 96.67%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.08% 90.71%

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 10770106
LOTUS LTS0208711
wikiData Q105177532