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(3aS)-6-hydroxy-1-(1H-indol-3-yl)-3a,4-dihydrobenzo[e][1]benzofuran-2,5-dione

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 792de4c5-d0fa-4ac2-b33b-0383263b32b0
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (3aS)-6-hydroxy-1-(1H-indol-3-yl)-3a,4-dihydrobenzo[e][1]benzofuran-2,5-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H13NO4/c22-14-7-3-5-11-17(14)15(23)8-16-18(11)19(20(24)25-16)12-9-21-13-6-2-1-4-10(12)13/h1-7,9,16,21-22H,8H2/t16-/m0/s1
InChI Key WRJMORFGERUGRE-INIZCTEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H13NO4
Molecular Weight 331.30 g/mol
Exact Mass 331.08445790 g/mol
Topological Polar Surface Area (TPSA) 79.40 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS)-6-hydroxy-1-(1H-indol-3-yl)-3a,4-dihydrobenzo[e][1]benzofuran-2,5-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 - 0.5820 58.20%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6271 62.71%
OATP2B1 inhibitior - 0.5926 59.26%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5608 56.08%
P-glycoprotein inhibitior - 0.7745 77.45%
P-glycoprotein substrate - 0.6815 68.15%
CYP3A4 substrate + 0.6161 61.61%
CYP2C9 substrate + 0.8019 80.19%
CYP2D6 substrate - 0.8594 85.94%
CYP3A4 inhibition - 0.8528 85.28%
CYP2C9 inhibition + 0.7723 77.23%
CYP2C19 inhibition - 0.5559 55.59%
CYP2D6 inhibition - 0.7927 79.27%
CYP1A2 inhibition + 0.6707 67.07%
CYP2C8 inhibition - 0.5842 58.42%
CYP inhibitory promiscuity + 0.5902 59.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Danger 0.4082 40.82%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.7873 78.73%
Skin irritation - 0.7917 79.17%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5593 55.93%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.5534 55.34%
skin sensitisation - 0.8335 83.35%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5801 58.01%
Acute Oral Toxicity (c) III 0.3354 33.54%
Estrogen receptor binding + 0.5762 57.62%
Androgen receptor binding + 0.8150 81.50%
Thyroid receptor binding - 0.6956 69.56%
Glucocorticoid receptor binding - 0.5246 52.46%
Aromatase binding - 0.5378 53.78%
PPAR gamma + 0.7070 70.70%
Honey bee toxicity - 0.8222 82.22%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9693 96.93%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.82% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.91% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.27% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.83% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 91.58% 91.49%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 90.63% 92.67%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 90.38% 83.10%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.84% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.74% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.63% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.75% 94.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 87.78% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.80% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.49% 96.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.48% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.33% 83.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.43% 88.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.18% 94.45%
CHEMBL2535 P11166 Glucose transporter 85.06% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 83.54% 95.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.96% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.84% 99.15%
CHEMBL308 P06493 Cyclin-dependent kinase 1 81.76% 91.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.95% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.60% 97.79%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.58% 93.40%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.53% 90.08%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 80.36% 81.14%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.09% 80.96%

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 163189557
LOTUS LTS0120221
wikiData Q105311344