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6,7-Dibromo-3-[(2S,5R)-5-(6-bromo-1H-indol-3-yl)-4-methyl-piperazin-2-yl]-1H-indol-4-ol

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 dc0b1d49-ed27-4312-9fcf-0a72f049de96
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
IUPAC Name 6,7-dibromo-3-[(2S,5R)-5-(6-bromo-1H-indol-3-yl)-4-methylpiperazin-2-yl]-1H-indol-4-ol
SMILES (Canonical) CN1CC(NCC1C2=CNC3=C2C=CC(=C3)Br)C4=CNC5=C4C(=CC(=C5Br)Br)O
SMILES (Isomeric) CN1C[C@@H](NC[C@H]1C2=CNC3=C2C=CC(=C3)Br)C4=CNC5=C4C(=CC(=C5Br)Br)O
InChI InChI=1S/C21H19Br3N4O/c1-28-9-16(13-7-27-21-19(13)18(29)5-14(23)20(21)24)26-8-17(28)12-6-25-15-4-10(22)2-3-11(12)15/h2-7,16-17,25-27,29H,8-9H2,1H3/t16-,17+/m1/s1
InChI Key AUJKXAIGSXKZBR-SJORKVTESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H19Br3N4O
Molecular Weight 583.10 g/mol
Exact Mass 581.90885 g/mol
Topological Polar Surface Area (TPSA) 67.10 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.96
H-Bond Acceptor 3
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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SCHEMBL6820934
BDBM50287720
6,7-Dibromo-3-[(2S,5R)-5-(6-bromo-1H-indol-3-yl)-4-methyl-piperazin-2-yl]-1H-indol-4-ol

2D Structure

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2D Structure of 6,7-Dibromo-3-[(2S,5R)-5-(6-bromo-1H-indol-3-yl)-4-methyl-piperazin-2-yl]-1H-indol-4-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.5792 57.92%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.5762 57.62%
OATP2B1 inhibitior - 0.8550 85.50%
OATP1B1 inhibitior + 0.9119 91.19%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.8689 86.89%
P-glycoprotein inhibitior - 0.4546 45.46%
P-glycoprotein substrate + 0.6403 64.03%
CYP3A4 substrate + 0.6554 65.54%
CYP2C9 substrate - 0.6054 60.54%
CYP2D6 substrate + 0.4705 47.05%
CYP3A4 inhibition - 0.7098 70.98%
CYP2C9 inhibition - 0.7226 72.26%
CYP2C19 inhibition - 0.6405 64.05%
CYP2D6 inhibition - 0.6510 65.10%
CYP1A2 inhibition + 0.6940 69.40%
CYP2C8 inhibition + 0.4774 47.74%
CYP inhibitory promiscuity + 0.7373 73.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6127 61.27%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9849 98.49%
Skin irritation - 0.7414 74.14%
Skin corrosion - 0.9173 91.73%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9035 90.35%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8552 85.52%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8728 87.28%
Acute Oral Toxicity (c) III 0.5081 50.81%
Estrogen receptor binding + 0.5725 57.25%
Androgen receptor binding + 0.6952 69.52%
Thyroid receptor binding + 0.6423 64.23%
Glucocorticoid receptor binding + 0.7406 74.06%
Aromatase binding + 0.6717 67.17%
PPAR gamma + 0.5667 56.67%
Honey bee toxicity - 0.8459 84.59%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8456 84.56%

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 99.57% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 97.71% 89.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.53% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.46% 93.99%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.86% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.66% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.97% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 92.69% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.65% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.54% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 88.87% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.49% 92.94%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 88.05% 94.01%
CHEMBL4208 P20618 Proteasome component C5 85.03% 90.00%
CHEMBL4105832 P38919 Eukaryotic initiation factor 4A-III 84.87% 93.50%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 84.67% 95.52%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.16% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.05% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.91% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.57% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.57% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.09% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 83.08% 93.31%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 82.38% 85.83%
CHEMBL2535 P11166 Glucose transporter 82.13% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.65% 97.25%
CHEMBL240 Q12809 HERG 81.38% 89.76%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.36% 80.96%
CHEMBL238 Q01959 Dopamine transporter 81.09% 95.88%

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 9938248
LOTUS LTS0188498
wikiData Q104918952