PlantaeDB Logo
Login Sign-up

(2R,3R)-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-methylpentanamide

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

Top
Internal ID 66c9e51d-c209-408d-b4b1-f2559494f6d6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2R,3R)-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-methylpentanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H36BrN5O8/c1-3-17(2)30(36)34(48)40-24(10-19-12-28(43)31(45)29(44)13-19)33(47)39-25(14-20-16-38-23-15-21(35)5-6-22(20)23)32(46)37-9-8-18-4-7-26(41)27(42)11-18/h4-13,15-17,25,30,38,41-45H,3,14,36H2,1-2H3,(H,37,46)(H,39,47)(H,40,48)/b9-8+,24-10-/t17-,25+,30-/m1/s1
InChI Key GMIGULOYGDBTFX-VVLBWZFQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H36BrN5O8
Molecular Weight 722.60 g/mol
Exact Mass 721.17473 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.80
H-Bond Acceptor 9
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R)-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-methylpentanamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 - 0.8916 89.16%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.3986 39.86%
OATP2B1 inhibitior + 0.5768 57.68%
OATP1B1 inhibitior + 0.8509 85.09%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 0.8432 84.32%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9798 97.98%
P-glycoprotein inhibitior + 0.7145 71.45%
P-glycoprotein substrate + 0.7370 73.70%
CYP3A4 substrate + 0.6550 65.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8156 81.56%
CYP3A4 inhibition - 0.7448 74.48%
CYP2C9 inhibition - 0.6637 66.37%
CYP2C19 inhibition - 0.6483 64.83%
CYP2D6 inhibition - 0.8221 82.21%
CYP1A2 inhibition - 0.6331 63.31%
CYP2C8 inhibition + 0.7476 74.76%
CYP inhibitory promiscuity + 0.7001 70.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8510 85.10%
Carcinogenicity (trinary) Non-required 0.4339 43.39%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.7821 78.21%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6902 69.02%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5061 50.61%
skin sensitisation - 0.8496 84.96%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9442 94.42%
Acute Oral Toxicity (c) III 0.5520 55.20%
Estrogen receptor binding + 0.7979 79.79%
Androgen receptor binding + 0.7975 79.75%
Thyroid receptor binding + 0.6099 60.99%
Glucocorticoid receptor binding + 0.6639 66.39%
Aromatase binding + 0.5417 54.17%
PPAR gamma + 0.7395 73.95%
Honey bee toxicity - 0.8032 80.32%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9681 96.81%

Targets

Top

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 99.76% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.36% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.29% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 96.83% 97.23%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.96% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.89% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.48% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.45% 97.21%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 91.69% 83.10%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 91.43% 96.28%
CHEMBL3837 P07711 Cathepsin L 91.28% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.19% 89.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 90.76% 100.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 90.21% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.81% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.74% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.56% 99.15%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.38% 96.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.50% 90.71%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.81% 92.68%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.62% 96.00%
CHEMBL4015 P41597 C-C chemokine receptor type 2 83.86% 98.57%
CHEMBL2535 P11166 Glucose transporter 83.60% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.18% 100.00%
CHEMBL3194 P02766 Transthyretin 81.43% 90.71%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 81.15% 83.65%

Plants that contains it

Top
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

Top
PubChem 163104145
LOTUS LTS0092341
wikiData Q105011858