PlantaeDB Logo
Login Sign-up

(2S)-4-[(2R)-butan-2-yl]-N-[(Z)-2-(5,6-dibromo-1H-indol-3-yl)ethenyl]-5-oxo-2-propan-2-yl-1H-imidazole-2-carboxamide

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 ad14e825-f879-4a67-afdf-d007b37f9fe2
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (2S)-4-[(2R)-butan-2-yl]-N-[(Z)-2-(5,6-dibromo-1H-indol-3-yl)ethenyl]-5-oxo-2-propan-2-yl-1H-imidazole-2-carboxamide
SMILES (Canonical) CCC(C)C1=NC(NC1=O)(C(C)C)C(=O)NC=CC2=CNC3=CC(=C(C=C32)Br)Br
SMILES (Isomeric) CC[C@@H](C)C1=N[C@@](NC1=O)(C(C)C)C(=O)N/C=C\C2=CNC3=CC(=C(C=C32)Br)Br
InChI InChI=1S/C21H24Br2N4O2/c1-5-12(4)18-19(28)27-21(26-18,11(2)3)20(29)24-7-6-13-10-25-17-9-16(23)15(22)8-14(13)17/h6-12,25H,5H2,1-4H3,(H,24,29)(H,27,28)/b7-6-/t12-,21-/m1/s1
InChI Key APCCRXVVDURQKU-AAJWQBEPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H24Br2N4O2
Molecular Weight 524.20 g/mol
Exact Mass 524.02455 g/mol
Topological Polar Surface Area (TPSA) 86.40 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.75
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S)-4-[(2R)-butan-2-yl]-N-[(Z)-2-(5,6-dibromo-1H-indol-3-yl)ethenyl]-5-oxo-2-propan-2-yl-1H-imidazole-2-carboxamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 - 0.6658 66.58%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5102 51.02%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8545 85.45%
OATP1B3 inhibitior + 0.9389 93.89%
MATE1 inhibitior - 0.8067 80.67%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9553 95.53%
P-glycoprotein inhibitior + 0.5852 58.52%
P-glycoprotein substrate + 0.5702 57.02%
CYP3A4 substrate + 0.5662 56.62%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition - 0.5190 51.90%
CYP2C9 inhibition - 0.6015 60.15%
CYP2C19 inhibition + 0.5379 53.79%
CYP2D6 inhibition - 0.8604 86.04%
CYP1A2 inhibition + 0.6447 64.47%
CYP2C8 inhibition - 0.6804 68.04%
CYP inhibitory promiscuity + 0.8018 80.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7804 78.04%
Carcinogenicity (trinary) Non-required 0.5440 54.40%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.9872 98.72%
Skin irritation - 0.7960 79.60%
Skin corrosion - 0.9244 92.44%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8272 82.72%
Micronuclear + 0.8059 80.59%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6677 66.77%
Acute Oral Toxicity (c) III 0.5194 51.94%
Estrogen receptor binding + 0.7162 71.62%
Androgen receptor binding + 0.6165 61.65%
Thyroid receptor binding + 0.8039 80.39%
Glucocorticoid receptor binding + 0.7829 78.29%
Aromatase binding + 0.6367 63.67%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.8979 89.79%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9699 96.99%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.76% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.53% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 95.86% 92.88%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.70% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.25% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.21% 95.56%
CHEMBL1829 O15379 Histone deacetylase 3 90.94% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.33% 94.75%
CHEMBL230 P35354 Cyclooxygenase-2 89.19% 89.63%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.17% 96.90%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.19% 96.00%
CHEMBL2535 P11166 Glucose transporter 88.07% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.24% 95.71%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.73% 85.30%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.10% 85.14%
CHEMBL202 P00374 Dihydrofolate reductase 85.21% 89.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.62% 94.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.94% 80.96%
CHEMBL3401 O75469 Pregnane X receptor 82.75% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.38% 89.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.03% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.96% 85.31%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.60% 90.08%
CHEMBL222 P23975 Norepinephrine transporter 80.11% 96.06%
CHEMBL4208 P20618 Proteasome component C5 80.05% 90.00%

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 162886447
LOTUS LTS0228075
wikiData Q104916177