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3-[[6-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-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 0c4f4e6e-b884-46fb-b80c-23a676087bf9
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 3-[[6-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H25N3O4/c1-4-20(2,3)21(13-8-7-12(25)10-14(13)23-19(21)28)11-15-18(27)24-9-5-6-16(24)17(26)22-15/h4,7-8,10,15-16,25H,1,5-6,9,11H2,2-3H3,(H,22,26)(H,23,28)
InChI Key YTISGDQKEGUAFL-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25N3O4
Molecular Weight 383.40 g/mol
Exact Mass 383.18450629 g/mol
Topological Polar Surface Area (TPSA) 98.70 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[6-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9317 93.17%
Caco-2 - 0.7544 75.44%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8111 81.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8338 83.38%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6153 61.53%
P-glycoprotein inhibitior - 0.7036 70.36%
P-glycoprotein substrate + 0.6617 66.17%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8031 80.31%
CYP3A4 inhibition - 0.6787 67.87%
CYP2C9 inhibition - 0.6393 63.93%
CYP2C19 inhibition - 0.6405 64.05%
CYP2D6 inhibition - 0.8011 80.11%
CYP1A2 inhibition - 0.8815 88.15%
CYP2C8 inhibition + 0.5798 57.98%
CYP inhibitory promiscuity - 0.5291 52.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6527 65.27%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9873 98.73%
Skin irritation - 0.7814 78.14%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7410 74.10%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8520 85.20%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7838 78.38%
Acute Oral Toxicity (c) III 0.6504 65.04%
Estrogen receptor binding + 0.7090 70.90%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding + 0.5570 55.70%
Glucocorticoid receptor binding + 0.6034 60.34%
Aromatase binding + 0.6445 64.45%
PPAR gamma + 0.6005 60.05%
Honey bee toxicity - 0.8668 86.68%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9823 98.23%

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
CHEMBL2581 P07339 Cathepsin D 99.02% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 97.75% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.10% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.82% 97.25%
CHEMBL217 P14416 Dopamine D2 receptor 95.43% 95.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 94.78% 91.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.33% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.13% 85.14%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 94.05% 90.93%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.52% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.46% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 92.92% 92.97%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 91.98% 82.38%
CHEMBL1937 Q92769 Histone deacetylase 2 90.79% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.47% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.31% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.88% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.55% 93.03%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.55% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.75% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.66% 90.08%
CHEMBL4208 P20618 Proteasome component C5 86.64% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.19% 100.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 83.89% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.11% 86.33%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 82.87% 83.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.96% 89.62%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.49% 99.18%

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 74400371
LOTUS LTS0223161
wikiData Q104202057