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(R)-6'-debromohamacanthin B

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 44265d91-896e-435e-b555-355df966fa72
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (3R)-3-(6-bromo-1H-indol-3-yl)-5-(1H-indol-3-yl)-2,3-dihydro-1H-pyrazin-6-one
SMILES (Canonical) C1C(N=C(C(=O)N1)C2=CNC3=CC=CC=C32)C4=CNC5=C4C=CC(=C5)Br
SMILES (Isomeric) C1[C@H](N=C(C(=O)N1)C2=CNC3=CC=CC=C32)C4=CNC5=C4C=CC(=C5)Br
InChI InChI=1S/C20H15BrN4O/c21-11-5-6-13-14(8-23-17(13)7-11)18-10-24-20(26)19(25-18)15-9-22-16-4-2-1-3-12(15)16/h1-9,18,22-23H,10H2,(H,24,26)/t18-/m0/s1
InChI Key FGNFMNKARKPBGP-SFHVURJKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H15BrN4O
Molecular Weight 407.30 g/mol
Exact Mass 406.04292 g/mol
Topological Polar Surface Area (TPSA) 73.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.07
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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CHEMBL371902
(R)-6''-debromohamacanthin B
BDBM50475489

2D Structure

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2D Structure of (R)-6'-debromohamacanthin B

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 - 0.7258 72.58%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5563 55.63%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.9280 92.80%
OATP1B3 inhibitior + 0.9430 94.30%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9423 94.23%
P-glycoprotein inhibitior - 0.4372 43.72%
P-glycoprotein substrate - 0.6491 64.91%
CYP3A4 substrate + 0.6449 64.49%
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 + 0.5809 58.09%
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 - 0.9904 99.04%
Skin irritation - 0.7654 76.54%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7230 72.30%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7937 79.37%
Acute Oral Toxicity (c) III 0.5874 58.74%
Estrogen receptor binding + 0.8743 87.43%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.6416 64.16%
Glucocorticoid receptor binding + 0.8375 83.75%
Aromatase binding + 0.7871 78.71%
PPAR gamma + 0.8286 82.86%
Honey bee toxicity - 0.7852 78.52%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
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 99.44% 91.49%
CHEMBL5443 O00311 Cell division cycle 7-related protein kinase 99.08% 96.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.24% 91.11%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 95.30% 92.67%
CHEMBL2581 P07339 Cathepsin D 95.24% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.66% 95.56%
CHEMBL240 Q12809 HERG 94.39% 89.76%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.06% 89.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.47% 89.44%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 90.41% 80.96%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.99% 99.23%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.98% 96.39%
CHEMBL2535 P11166 Glucose transporter 88.96% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.85% 94.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.84% 90.71%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 87.53% 81.14%
CHEMBL202 P00374 Dihydrofolate reductase 86.69% 89.92%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.31% 85.94%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.06% 88.56%
CHEMBL255 P29275 Adenosine A2b receptor 84.22% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.16% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.11% 89.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.07% 93.03%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.60% 96.67%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.13% 85.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.10% 83.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.87% 94.45%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.73% 97.31%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.66% 89.67%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.09% 95.56%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.04% 96.00%

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 21778317
LOTUS LTS0060361
wikiData Q104401539