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3-[[6-hydroxy-2-(3-methylbut-2-enyl)-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 88228101-7958-4815-99b6-cb436200fc29
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 3-[[6-hydroxy-2-(3-methylbut-2-enyl)-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/C21H25N3O3/c1-12(2)5-8-16-15(14-7-6-13(25)10-17(14)22-16)11-18-21(27)24-9-3-4-19(24)20(26)23-18/h5-7,10,18-19,22,25H,3-4,8-9,11H2,1-2H3,(H,23,26)
InChI Key CBQDILZSSFDSDL-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25N3O3
Molecular Weight 367.40 g/mol
Exact Mass 367.18959167 g/mol
Topological Polar Surface Area (TPSA) 85.40 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 3
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-2-(3-methylbut-2-enyl)-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 + 0.9831 98.31%
Caco-2 - 0.5130 51.30%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8809 88.09%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.7897 78.97%
OATP1B3 inhibitior + 0.9268 92.68%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6817 68.17%
BSEP inhibitior + 0.9012 90.12%
P-glycoprotein inhibitior - 0.6437 64.37%
P-glycoprotein substrate + 0.7589 75.89%
CYP3A4 substrate + 0.6293 62.93%
CYP2C9 substrate - 0.8117 81.17%
CYP2D6 substrate - 0.8393 83.93%
CYP3A4 inhibition + 0.5362 53.62%
CYP2C9 inhibition - 0.5576 55.76%
CYP2C19 inhibition - 0.6094 60.94%
CYP2D6 inhibition - 0.7931 79.31%
CYP1A2 inhibition - 0.6780 67.80%
CYP2C8 inhibition + 0.5169 51.69%
CYP inhibitory promiscuity + 0.8225 82.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6601 66.01%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9823 98.23%
Skin irritation - 0.7893 78.93%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5090 50.90%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5926 59.26%
skin sensitisation - 0.8771 87.71%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6348 63.48%
Acute Oral Toxicity (c) III 0.6221 62.21%
Estrogen receptor binding + 0.6755 67.55%
Androgen receptor binding + 0.6594 65.94%
Thyroid receptor binding - 0.5228 52.28%
Glucocorticoid receptor binding + 0.6598 65.98%
Aromatase binding + 0.5724 57.24%
PPAR gamma - 0.5063 50.63%
Honey bee toxicity - 0.8737 87.37%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9620 96.20%

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 99.35% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.30% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.43% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.56% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.38% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 93.95% 97.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.52% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.00% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 92.19% 92.97%
CHEMBL1937 Q92769 Histone deacetylase 2 91.28% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.11% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.79% 93.40%
CHEMBL217 P14416 Dopamine D2 receptor 90.38% 95.62%
CHEMBL213 P08588 Beta-1 adrenergic receptor 90.32% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.75% 82.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.01% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.61% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 85.60% 98.59%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.57% 88.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.24% 92.94%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.30% 90.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.88% 99.23%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.85% 95.69%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.76% 89.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.53% 91.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.94% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.41% 93.03%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.85% 96.39%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.75% 90.71%

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 78052380
LOTUS LTS0151188
wikiData Q103817525