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(5-bromo-1H-indol-3-yl)-[4-hydroxy-5-[(6-hydroxyindol-3-ylidene)methyl]-1H-imidazol-2-yl]methanone

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 4df58cdf-1a8b-4dbf-a043-6eb45ea5de1e
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
IUPAC Name (5-bromo-1H-indol-3-yl)-[4-hydroxy-5-[(6-hydroxyindol-3-ylidene)methyl]-1H-imidazol-2-yl]methanone
SMILES (Canonical) C1=CC2=C(C=C1O)N=CC2=CC3=C(N=C(N3)C(=O)C4=CNC5=C4C=C(C=C5)Br)O
SMILES (Isomeric) C1=CC2=C(C=C1O)N=CC2=CC3=C(N=C(N3)C(=O)C4=CNC5=C4C=C(C=C5)Br)O
InChI InChI=1S/C21H13BrN4O3/c22-11-1-4-16-14(6-11)15(9-24-16)19(28)20-25-18(21(29)26-20)5-10-8-23-17-7-12(27)2-3-13(10)17/h1-9,24,27,29H,(H,25,26)
InChI Key ZNEDGUYAWZIBJL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H13BrN4O3
Molecular Weight 449.30 g/mol
Exact Mass 448.01710 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5-bromo-1H-indol-3-yl)-[4-hydroxy-5-[(6-hydroxyindol-3-ylidene)methyl]-1H-imidazol-2-yl]methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 - 0.8019 80.19%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4202 42.02%
OATP2B1 inhibitior + 0.5720 57.20%
OATP1B1 inhibitior + 0.8363 83.63%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8320 83.20%
P-glycoprotein inhibitior - 0.6021 60.21%
P-glycoprotein substrate - 0.6012 60.12%
CYP3A4 substrate + 0.6172 61.72%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.8645 86.45%
CYP3A4 inhibition - 0.5725 57.25%
CYP2C9 inhibition - 0.5325 53.25%
CYP2C19 inhibition + 0.5366 53.66%
CYP2D6 inhibition - 0.7760 77.60%
CYP1A2 inhibition + 0.8869 88.69%
CYP2C8 inhibition + 0.8031 80.31%
CYP inhibitory promiscuity + 0.8131 81.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7176 71.76%
Carcinogenicity (trinary) Non-required 0.5837 58.37%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8011 80.11%
Skin irritation - 0.8078 80.78%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6706 67.06%
Micronuclear + 0.8800 88.00%
Hepatotoxicity + 0.5427 54.27%
skin sensitisation - 0.8603 86.03%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7292 72.92%
Acute Oral Toxicity (c) III 0.5306 53.06%
Estrogen receptor binding + 0.8124 81.24%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.7393 73.93%
Aromatase binding + 0.7960 79.60%
PPAR gamma + 0.8044 80.44%
Honey bee toxicity - 0.8369 83.69%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9401 94.01%

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
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 98.48% 83.57%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL5443 O00311 Cell division cycle 7-related protein kinase 96.61% 96.11%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 94.14% 93.24%
CHEMBL2535 P11166 Glucose transporter 93.49% 98.75%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 93.00% 93.10%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 92.46% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.23% 99.23%
CHEMBL1811 P34995 Prostanoid EP1 receptor 92.17% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.04% 95.56%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.99% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.16% 92.94%
CHEMBL4208 P20618 Proteasome component C5 89.00% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.66% 94.00%
CHEMBL256 P0DMS8 Adenosine A3 receptor 86.49% 95.93%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 86.25% 85.00%
CHEMBL2581 P07339 Cathepsin D 86.09% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.28% 93.40%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.79% 96.39%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.15% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.69% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.46% 99.17%
CHEMBL1781 P11387 DNA topoisomerase I 82.36% 97.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.69% 89.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.67% 93.03%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.64% 94.62%

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 136691194
LOTUS LTS0264690
wikiData Q105379999