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(2S)-2-[[(Z)-2-amino-3-(3,4,5-trihydroxyphenyl)prop-2-enoyl]amino]-3-(6-bromo-1H-indol-3-yl)-N-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]propanamide

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 d918bf93-a310-462b-90fc-95753c626c37
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2S)-2-[[(Z)-2-amino-3-(3,4,5-trihydroxyphenyl)prop-2-enoyl]amino]-3-(6-bromo-1H-indol-3-yl)-N-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]propanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H25BrN4O7/c29-17-2-3-18-16(13-32-20(18)12-17)11-21(28(40)31-6-5-14-1-4-22(34)23(35)8-14)33-27(39)19(30)7-15-9-24(36)26(38)25(37)10-15/h1-10,12-13,21,32,34-38H,11,30H2,(H,31,40)(H,33,39)/b6-5+,19-7-/t21-/m0/s1
InChI Key ILRKTUIGMMDKBH-DHPKZDIUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H25BrN4O7
Molecular Weight 609.40 g/mol
Exact Mass 608.09066 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 8
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[[(Z)-2-amino-3-(3,4,5-trihydroxyphenyl)prop-2-enoyl]amino]-3-(6-bromo-1H-indol-3-yl)-N-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]propanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9751 97.51%
Caco-2 - 0.8846 88.46%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.3691 36.91%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.9015 90.15%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.8609 86.09%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9628 96.28%
P-glycoprotein inhibitior + 0.5905 59.05%
P-glycoprotein substrate + 0.5756 57.56%
CYP3A4 substrate + 0.6227 62.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7980 79.80%
CYP3A4 inhibition - 0.6580 65.80%
CYP2C9 inhibition - 0.7241 72.41%
CYP2C19 inhibition - 0.7515 75.15%
CYP2D6 inhibition - 0.8002 80.02%
CYP1A2 inhibition - 0.5916 59.16%
CYP2C8 inhibition + 0.6701 67.01%
CYP inhibitory promiscuity + 0.6393 63.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8710 87.10%
Carcinogenicity (trinary) Non-required 0.4644 46.44%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9539 95.39%
Skin irritation - 0.7857 78.57%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6741 67.41%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5686 56.86%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9391 93.91%
Acute Oral Toxicity (c) III 0.5757 57.57%
Estrogen receptor binding + 0.6809 68.09%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.7284 72.84%
Aromatase binding - 0.5271 52.71%
PPAR gamma + 0.7770 77.70%
Honey bee toxicity - 0.8010 80.10%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8980 89.80%

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 99.87% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.54% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 98.46% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 96.08% 89.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 95.22% 95.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.68% 95.56%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 94.60% 83.10%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 92.98% 97.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.89% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.77% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.04% 99.15%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 89.38% 96.28%
CHEMBL2581 P07339 Cathepsin D 89.28% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.38% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.37% 96.00%
CHEMBL3194 P02766 Transthyretin 85.38% 90.71%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 85.18% 83.65%
CHEMBL3837 P07711 Cathepsin L 83.99% 96.61%
CHEMBL4208 P20618 Proteasome component C5 83.95% 90.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.68% 97.21%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.27% 100.00%
CHEMBL2535 P11166 Glucose transporter 81.23% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.98% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.85% 100.00%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.38% 97.53%

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 11801857
LOTUS LTS0223307
wikiData Q105115419