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Bromotopsentin

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 19d715cc-ac5b-4649-915c-feff55ccd252
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
IUPAC Name [5-(6-bromo-1H-indol-3-yl)-1H-imidazol-2-yl]-(6-hydroxy-1H-indol-3-yl)methanone
SMILES (Canonical) C1=CC2=C(C=C1O)NC=C2C(=O)C3=NC=C(N3)C4=CNC5=C4C=CC(=C5)Br
SMILES (Isomeric) C1=CC2=C(C=C1O)NC=C2C(=O)C3=NC=C(N3)C4=CNC5=C4C=CC(=C5)Br
InChI InChI=1S/C20H13BrN4O2/c21-10-1-3-12-14(7-22-16(12)5-10)18-9-24-20(25-18)19(27)15-8-23-17-6-11(26)2-4-13(15)17/h1-9,22-23,26H,(H,24,25)
InChI Key YHGQVXFIJGWOFP-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C20H13BrN4O2
Molecular Weight 421.20 g/mol
Exact Mass 420.02219 g/mol
Topological Polar Surface Area (TPSA) 97.60 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.74
H-Bond Acceptor 3
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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Topsentin B 2
112515-44-3
Topsentin B2
CHEMBL436760
[5-(6-bromo-1H-indol-3-yl)-1H-imidazol-2-yl]-(6-hydroxy-1H-indol-3-yl)methanone
MLS004774099
DTXSID90150088
CHEBI:144088
YHGQVXFIJGWOFP-UHFFFAOYSA-N
BDBM50287722
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Bromotopsentin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.7435 74.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.4302 43.02%
OATP2B1 inhibitior + 0.5676 56.76%
OATP1B1 inhibitior + 0.8814 88.14%
OATP1B3 inhibitior + 0.9366 93.66%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7756 77.56%
P-glycoprotein inhibitior - 0.5997 59.97%
P-glycoprotein substrate - 0.6853 68.53%
CYP3A4 substrate + 0.5713 57.13%
CYP2C9 substrate - 0.8090 80.90%
CYP2D6 substrate - 0.8584 85.84%
CYP3A4 inhibition + 0.5235 52.35%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.7217 72.17%
CYP2D6 inhibition - 0.6671 66.71%
CYP1A2 inhibition + 0.9105 91.05%
CYP2C8 inhibition + 0.8030 80.30%
CYP inhibitory promiscuity + 0.6642 66.42%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.7781 77.81%
Carcinogenicity (trinary) Non-required 0.6112 61.12%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8381 83.81%
Skin irritation - 0.8540 85.40%
Skin corrosion - 0.9622 96.22%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6482 64.82%
Micronuclear + 0.9300 93.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9016 90.16%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7915 79.15%
Acute Oral Toxicity (c) III 0.5654 56.54%
Estrogen receptor binding + 0.8657 86.57%
Androgen receptor binding + 0.8325 83.25%
Thyroid receptor binding + 0.7450 74.50%
Glucocorticoid receptor binding + 0.7590 75.90%
Aromatase binding + 0.8536 85.36%
PPAR gamma + 0.8063 80.63%
Honey bee toxicity - 0.8741 87.41%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.6423 64.23%

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
CHEMBL2535 P11166 Glucose transporter 96.50% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 95.37% 91.49%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 95.36% 93.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.10% 94.45%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.90% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.73% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.46% 91.11%
CHEMBL5443 O00311 Cell division cycle 7-related protein kinase 91.66% 96.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.93% 96.09%
CHEMBL1811 P34995 Prostanoid EP1 receptor 89.86% 95.71%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.99% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 88.60% 85.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.40% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.24% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.86% 99.23%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.63% 89.62%
CHEMBL1781 P11387 DNA topoisomerase I 86.68% 97.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.27% 88.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.90% 89.67%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.41% 99.15%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.29% 94.62%
CHEMBL1937 Q92769 Histone deacetylase 2 84.34% 94.75%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.17% 91.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.53% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.36% 99.17%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.25% 93.10%
CHEMBL4208 P20618 Proteasome component C5 83.18% 90.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.17% 92.67%
CHEMBL202 P00374 Dihydrofolate reductase 80.40% 89.92%
CHEMBL2581 P07339 Cathepsin D 80.15% 98.95%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 80.01% 81.14%

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 183528
LOTUS LTS0173055
wikiData Q83016026