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(5S)-3,5-bis(6-bromo-1H-indol-3-yl)-5,6-dihydro-2(1H)-pyrazinone

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 52abffd7-3e7a-4351-bf84-e18d631e8f93
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (3S)-3,5-bis(6-bromo-1H-indol-3-yl)-2,3-dihydro-1H-pyrazin-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H14Br2N4O/c21-10-1-3-12-14(7-23-16(12)5-10)18-9-25-20(27)19(26-18)15-8-24-17-6-11(22)2-4-13(15)17/h1-8,18,23-24H,9H2,(H,25,27)/t18-/m1/s1
InChI Key MYXLDFYXMNSXDR-GOSISDBHSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C20H14Br2N4O
Molecular Weight 486.20 g/mol
Exact Mass 485.95139 g/mol
Topological Polar Surface Area (TPSA) 73.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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Hamacanthine B
160098-93-1
CHEBI:66001
(5S)-3,5-Bis(6-bromo-1H-indol-3-yl)-5,6-dihydro-2(1H)-pyrazinone
(3S)-3,5-bis(6-bromo-1H-indol-3-yl)-2,3-dihydro-1H-pyrazin-6-one
CHEMBL219868
DTXSID20166798
Q27134504
2(1H)-Pyrazinone, 3,5-bis(6-bromo-1H-indol-3-yl)-5,6-dihydro-, (5S)-

2D Structure

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2D Structure of (5S)-3,5-bis(6-bromo-1H-indol-3-yl)-5,6-dihydro-2(1H)-pyrazinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.7476 74.76%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.5563 55.63%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9411 94.11%
OATP1B3 inhibitior + 0.9430 94.30%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9238 92.38%
P-glycoprotein inhibitior - 0.4714 47.14%
P-glycoprotein substrate - 0.6571 65.71%
CYP3A4 substrate + 0.5761 57.61%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition + 0.5161 51.61%
CYP2C9 inhibition - 0.6016 60.16%
CYP2C19 inhibition - 0.5913 59.13%
CYP2D6 inhibition - 0.8874 88.74%
CYP1A2 inhibition + 0.9032 90.32%
CYP2C8 inhibition - 0.5720 57.20%
CYP inhibitory promiscuity + 0.7194 71.94%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.7137 71.37%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9855 98.55%
Skin irritation - 0.7654 76.54%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6977 69.77%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7817 78.17%
Acute Oral Toxicity (c) III 0.5874 58.74%
Estrogen receptor binding + 0.8755 87.55%
Androgen receptor binding + 0.7067 70.67%
Thyroid receptor binding + 0.6985 69.85%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.7616 76.16%
PPAR gamma + 0.8815 88.15%
Honey bee toxicity - 0.8074 80.74%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity - 0.4593 45.93%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.67% 91.49%
CHEMBL5443 O00311 Cell division cycle 7-related protein kinase 98.87% 96.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.45% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.14% 98.95%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 90.66% 80.96%
CHEMBL202 P00374 Dihydrofolate reductase 90.64% 89.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.73% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.30% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.23% 93.40%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.49% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.93% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 86.74% 98.59%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.17% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.64% 97.09%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 85.54% 96.39%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.46% 92.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.43% 99.23%
CHEMBL2535 P11166 Glucose transporter 84.73% 98.75%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 84.66% 93.24%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.65% 90.71%
CHEMBL4105832 P38919 Eukaryotic initiation factor 4A-III 83.51% 93.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.25% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.83% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.60% 89.44%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.20% 93.03%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.88% 97.31%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.47% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.46% 96.09%
CHEMBL1811 P34995 Prostanoid EP1 receptor 80.34% 95.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.05% 96.67%

Plants that contains it

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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

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PubChem 188235
LOTUS LTS0238890
wikiData Q27134504