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N,N'-bis[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-N'-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]prop-2-enehydrazide

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 44a4d04c-2151-41ff-b5f8-6b61d5d7a9d7
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives > Serotonins > N-acylserotonins
IUPAC Name N,N'-bis[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-N'-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]prop-2-enehydrazide
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)N(CCC2=CNC3=C2C=C(C=C3)O)N(CCC4=CNC5=C4C=C(C=C5)O)C(=O)C=CC6=CC(=C(C=C6)O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=CC(=O)N(CCC2=CNC3=C2C=C(C=C3)O)N(CCC4=CNC5=C4C=C(C=C5)O)C(=O)C=CC6=CC(=C(C=C6)O)OC)O
InChI InChI=1S/C40H38N4O8/c1-51-37-19-25(3-11-35(37)47)5-13-39(49)43(17-15-27-23-41-33-9-7-29(45)21-31(27)33)44(18-16-28-24-42-34-10-8-30(46)22-32(28)34)40(50)14-6-26-4-12-36(48)38(20-26)52-2/h3-14,19-24,41-42,45-48H,15-18H2,1-2H3
InChI Key WJQPKODYGUUUHP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38N4O8
Molecular Weight 702.70 g/mol
Exact Mass 702.26896418 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.27
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N,N'-bis[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-N'-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]prop-2-enehydrazide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9243 92.43%
Caco-2 - 0.8587 85.87%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8765 87.65%
OATP2B1 inhibitior - 0.5717 57.17%
OATP1B1 inhibitior + 0.8885 88.85%
OATP1B3 inhibitior + 0.9224 92.24%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8702 87.02%
P-glycoprotein substrate + 0.5264 52.64%
CYP3A4 substrate + 0.6276 62.76%
CYP2C9 substrate - 0.5862 58.62%
CYP2D6 substrate - 0.7908 79.08%
CYP3A4 inhibition - 0.5251 52.51%
CYP2C9 inhibition + 0.5685 56.85%
CYP2C19 inhibition - 0.5408 54.08%
CYP2D6 inhibition - 0.8957 89.57%
CYP1A2 inhibition - 0.8755 87.55%
CYP2C8 inhibition + 0.7806 78.06%
CYP inhibitory promiscuity + 0.6265 62.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5708 57.08%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.7779 77.79%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7316 73.16%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8912 89.12%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9125 91.25%
Acute Oral Toxicity (c) III 0.6992 69.92%
Estrogen receptor binding + 0.7837 78.37%
Androgen receptor binding + 0.7915 79.15%
Thyroid receptor binding + 0.6451 64.51%
Glucocorticoid receptor binding + 0.7707 77.07%
Aromatase binding + 0.5664 56.64%
PPAR gamma + 0.6634 66.34%
Honey bee toxicity - 0.8680 86.80%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9352 93.52%

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 99.48% 91.11%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 96.44% 89.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.33% 95.56%
CHEMBL2535 P11166 Glucose transporter 93.53% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.39% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.38% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.87% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.61% 98.95%
CHEMBL3194 P02766 Transthyretin 91.23% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.05% 91.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.21% 96.00%
CHEMBL1255126 O15151 Protein Mdm4 90.18% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.09% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 87.13% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.36% 92.62%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 84.77% 95.48%
CHEMBL255 P29275 Adenosine A2b receptor 84.61% 98.59%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.02% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 73171299
LOTUS LTS0231980
wikiData Q105306999