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(E)-N-[3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]propyl]-N-[4-[3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]propylamino]butyl]-3-(4-hydroxyphenyl)prop-2-enamide

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 9a3a5c9a-c9d4-4934-b4d2-0358af93a7ea
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name (E)-N-[3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]propyl]-N-[4-[3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]propylamino]butyl]-3-(4-hydroxyphenyl)prop-2-enamide
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)NCCCNCCCCN(CCCNC(=O)C=CC2=CC(=C(C=C2)O)OC)C(=O)C=CC3=CC=C(C=C3)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/C=C/C(=O)NCCCNCCCCN(CCCNC(=O)/C=C/C2=CC(=C(C=C2)O)OC)C(=O)/C=C/C3=CC=C(C=C3)O)O
InChI InChI=1S/C39H48N4O8/c1-50-35-27-30(9-16-33(35)45)11-18-37(47)41-23-5-22-40-21-3-4-25-43(39(49)20-13-29-7-14-32(44)15-8-29)26-6-24-42-38(48)19-12-31-10-17-34(46)36(28-31)51-2/h7-20,27-28,40,44-46H,3-6,21-26H2,1-2H3,(H,41,47)(H,42,48)/b18-11+,19-12+,20-13+
InChI Key GHAGJNVSUARKJW-AOZQBCRVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H48N4O8
Molecular Weight 700.80 g/mol
Exact Mass 700.34721450 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-N-[3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]propyl]-N-[4-[3-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]propylamino]butyl]-3-(4-hydroxyphenyl)prop-2-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7721 77.21%
Caco-2 - 0.8544 85.44%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8037 80.37%
OATP2B1 inhibitior + 0.5754 57.54%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8588 85.88%
BSEP inhibitior + 0.9441 94.41%
P-glycoprotein inhibitior + 0.8254 82.54%
P-glycoprotein substrate + 0.7204 72.04%
CYP3A4 substrate + 0.6451 64.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7403 74.03%
CYP3A4 inhibition + 0.5727 57.27%
CYP2C9 inhibition - 0.7567 75.67%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.7365 73.65%
CYP1A2 inhibition - 0.9026 90.26%
CYP2C8 inhibition + 0.7198 71.98%
CYP inhibitory promiscuity - 0.8841 88.41%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8171 81.71%
Carcinogenicity (trinary) Non-required 0.7120 71.20%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.7441 74.41%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4931 49.31%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7823 78.23%
skin sensitisation - 0.8987 89.87%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8211 82.11%
Acute Oral Toxicity (c) III 0.6488 64.88%
Estrogen receptor binding + 0.8226 82.26%
Androgen receptor binding + 0.8603 86.03%
Thyroid receptor binding + 0.5615 56.15%
Glucocorticoid receptor binding + 0.6185 61.85%
Aromatase binding + 0.5644 56.44%
PPAR gamma + 0.7185 71.85%
Honey bee toxicity - 0.8769 87.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9165 91.65%

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 98.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.85% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.33% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.74% 96.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 94.99% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.63% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.94% 95.56%
CHEMBL4208 P20618 Proteasome component C5 91.75% 90.00%
CHEMBL3194 P02766 Transthyretin 91.03% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.79% 89.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 89.00% 89.67%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.45% 93.10%
CHEMBL2535 P11166 Glucose transporter 85.78% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 84.85% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.47% 90.71%
CHEMBL1255126 O15151 Protein Mdm4 83.48% 90.20%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.10% 90.24%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 82.51% 98.11%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.24% 85.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.34% 95.89%

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.
Microdesmis keayana

Cross-Links

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PubChem 16655285
LOTUS LTS0087479
wikiData Q105008405