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(2R)-2-amino-N-[(Z)-3-[[(2S)-3-(6-bromo-1H-indol-3-yl)-1-[[(E)-2-(3,4-dihydroxyphenyl)ethenyl]amino]-1-oxopropan-2-yl]amino]-3-oxo-1-(3,4,5-trihydroxyphenyl)prop-1-en-2-yl]-3-methylbutanamide

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 d5cf86c5-0ed4-4ae9-a578-9422880e74c4
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2R)-2-amino-N-[(Z)-3-[[(2S)-3-(6-bromo-1H-indol-3-yl)-1-[[(E)-2-(3,4-dihydroxyphenyl)ethenyl]amino]-1-oxopropan-2-yl]amino]-3-oxo-1-(3,4,5-trihydroxyphenyl)prop-1-en-2-yl]-3-methylbutanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H34BrN5O8/c1-16(2)29(35)33(47)39-23(9-18-11-27(42)30(44)28(43)12-18)32(46)38-24(13-19-15-37-22-14-20(34)4-5-21(19)22)31(45)36-8-7-17-3-6-25(40)26(41)10-17/h3-12,14-16,24,29,37,40-44H,13,35H2,1-2H3,(H,36,45)(H,38,46)(H,39,47)/b8-7+,23-9-/t24-,29+/m0/s1
InChI Key QFRVOMGCDKHOEB-FWFJNCKTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H34BrN5O8
Molecular Weight 708.60 g/mol
Exact Mass 707.15908 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 9
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9824 98.24%
Caco-2 - 0.8852 88.52%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5090 50.90%
OATP2B1 inhibitior + 0.5756 57.56%
OATP1B1 inhibitior + 0.8701 87.01%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.8432 84.32%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9836 98.36%
P-glycoprotein inhibitior + 0.7037 70.37%
P-glycoprotein substrate + 0.7028 70.28%
CYP3A4 substrate + 0.6502 65.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8156 81.56%
CYP3A4 inhibition - 0.7287 72.87%
CYP2C9 inhibition - 0.6581 65.81%
CYP2C19 inhibition - 0.6475 64.75%
CYP2D6 inhibition - 0.8373 83.73%
CYP1A2 inhibition - 0.6308 63.08%
CYP2C8 inhibition + 0.6852 68.52%
CYP inhibitory promiscuity + 0.7671 76.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8810 88.10%
Carcinogenicity (trinary) Non-required 0.4353 43.53%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9379 93.79%
Skin irritation - 0.7876 78.76%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5436 54.36%
skin sensitisation - 0.8522 85.22%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9153 91.53%
Acute Oral Toxicity (c) III 0.5777 57.77%
Estrogen receptor binding + 0.7512 75.12%
Androgen receptor binding + 0.8028 80.28%
Thyroid receptor binding + 0.6195 61.95%
Glucocorticoid receptor binding + 0.6505 65.05%
Aromatase binding - 0.4886 48.86%
PPAR gamma + 0.7331 73.31%
Honey bee toxicity - 0.7994 79.94%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9466 94.66%

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%
CHEMBL1951 P21397 Monoamine oxidase A 99.45% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.89% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.95% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.16% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.86% 89.62%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 95.83% 97.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.05% 96.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.18% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.06% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.19% 89.00%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 91.12% 96.28%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.60% 97.21%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 90.46% 83.10%
CHEMBL4208 P20618 Proteasome component C5 89.24% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.18% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.78% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.64% 96.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 86.29% 100.00%
CHEMBL3837 P07711 Cathepsin L 84.86% 96.61%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.59% 91.38%
CHEMBL4015 P41597 C-C chemokine receptor type 2 83.22% 98.57%
CHEMBL2535 P11166 Glucose transporter 82.90% 98.75%
CHEMBL4581 P52732 Kinesin-like protein 1 82.65% 93.18%
CHEMBL3194 P02766 Transthyretin 82.39% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.88% 96.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.43% 100.00%

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 162875118
LOTUS LTS0117631
wikiData Q105219730