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

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Internal ID 65efedbc-3e6a-4652-bb60-6a5e61ca6231
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (2S)-2-[(2R)-butan-2-yl]-N-[(Z)-2-(5,6-dibromo-1H-indol-3-yl)ethenyl]-4-methyl-5-oxo-1H-imidazole-2-carboxamide
SMILES (Canonical) CCC(C)C1(NC(=O)C(=N1)C)C(=O)NC=CC2=CNC3=CC(=C(C=C32)Br)Br
SMILES (Isomeric) CC[C@@H](C)[C@@]1(NC(=O)C(=N1)C)C(=O)N/C=C\C2=CNC3=CC(=C(C=C32)Br)Br
InChI InChI=1S/C19H20Br2N4O2/c1-4-10(2)19(24-11(3)17(26)25-19)18(27)22-6-5-12-9-23-16-8-15(21)14(20)7-13(12)16/h5-10,23H,4H2,1-3H3,(H,22,27)(H,25,26)/b6-5-/t10-,19-/m1/s1
InChI Key YXUCLKRAMXJKSG-PKQIKLDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H20Br2N4O2
Molecular Weight 496.20 g/mol
Exact Mass 495.99325 g/mol
Topological Polar Surface Area (TPSA) 86.40 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.11
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.7057 70.57%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4822 48.22%
OATP2B1 inhibitior - 0.8551 85.51%
OATP1B1 inhibitior + 0.8547 85.47%
OATP1B3 inhibitior + 0.9387 93.87%
MATE1 inhibitior - 0.8067 80.67%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9262 92.62%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5594 55.94%
CYP3A4 substrate + 0.5771 57.71%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition + 0.5808 58.08%
CYP2C9 inhibition - 0.6053 60.53%
CYP2C19 inhibition + 0.5388 53.88%
CYP2D6 inhibition - 0.8567 85.67%
CYP1A2 inhibition + 0.6325 63.25%
CYP2C8 inhibition - 0.6702 67.02%
CYP inhibitory promiscuity + 0.7548 75.48%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8104 81.04%
Carcinogenicity (trinary) Non-required 0.5602 56.02%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9886 98.86%
Skin irritation - 0.7956 79.56%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8850 88.50%
Micronuclear + 0.8159 81.59%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8381 83.81%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8291 82.91%
Acute Oral Toxicity (c) III 0.5243 52.43%
Estrogen receptor binding + 0.8060 80.60%
Androgen receptor binding + 0.6262 62.62%
Thyroid receptor binding + 0.8036 80.36%
Glucocorticoid receptor binding + 0.7498 74.98%
Aromatase binding + 0.6842 68.42%
PPAR gamma + 0.6673 66.73%
Honey bee toxicity - 0.8963 89.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9597 95.97%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.04% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.44% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.83% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.80% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.74% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.36% 89.34%
CHEMBL230 P35354 Cyclooxygenase-2 91.32% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 89.90% 94.75%
CHEMBL2535 P11166 Glucose transporter 88.37% 98.75%
CHEMBL1829 O15379 Histone deacetylase 3 87.70% 95.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.64% 85.30%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.47% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.97% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 85.68% 94.73%
CHEMBL202 P00374 Dihydrofolate reductase 85.33% 89.92%
CHEMBL4208 P20618 Proteasome component C5 85.10% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.84% 94.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.50% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.85% 89.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.80% 80.96%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.46% 95.71%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.28% 90.08%
CHEMBL4072 P07858 Cathepsin B 80.81% 93.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.14% 85.14%

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 163025965
LOTUS LTS0167198
wikiData Q105368172