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(3S,8aS)-3-[[2-[(2R)-3-methylbut-3-en-2-yl]-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 a2c756a0-7d4b-4640-9a18-90aae48ff7c8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3S,8aS)-3-[[2-[(2R)-3-methylbut-3-en-2-yl]-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/C21H25N3O2/c1-12(2)13(3)19-15(14-7-4-5-8-16(14)22-19)11-17-21(26)24-10-6-9-18(24)20(25)23-17/h4-5,7-8,13,17-18,22H,1,6,9-11H2,2-3H3,(H,23,25)/t13-,17+,18+/m1/s1
InChI Key NWQBDRIRXKLGQN-BVGQSLNGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25N3O2
Molecular Weight 351.40 g/mol
Exact Mass 351.19467705 g/mol
Topological Polar Surface Area (TPSA) 65.20 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8aS)-3-[[2-[(2R)-3-methylbut-3-en-2-yl]-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 + 0.9765 97.65%
Caco-2 + 0.5405 54.05%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7831 78.31%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8246 82.46%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.7868 78.68%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9138 91.38%
P-glycoprotein inhibitior + 0.5803 58.03%
P-glycoprotein substrate + 0.6850 68.50%
CYP3A4 substrate + 0.6393 63.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8213 82.13%
CYP3A4 inhibition + 0.6979 69.79%
CYP2C9 inhibition + 0.5425 54.25%
CYP2C19 inhibition - 0.5133 51.33%
CYP2D6 inhibition - 0.8263 82.63%
CYP1A2 inhibition - 0.5727 57.27%
CYP2C8 inhibition - 0.6501 65.01%
CYP inhibitory promiscuity + 0.8154 81.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6434 64.34%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9944 99.44%
Skin irritation - 0.7906 79.06%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7757 77.57%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.7034 70.34%
skin sensitisation - 0.8828 88.28%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4586 45.86%
Acute Oral Toxicity (c) III 0.5513 55.13%
Estrogen receptor binding - 0.5088 50.88%
Androgen receptor binding + 0.5915 59.15%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5401 54.01%
Aromatase binding + 0.6323 63.23%
PPAR gamma - 0.5273 52.73%
Honey bee toxicity - 0.8615 86.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9508 95.08%

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 99.55% 98.95%
CHEMBL3524 P56524 Histone deacetylase 4 98.75% 92.97%
CHEMBL5103 Q969S8 Histone deacetylase 10 97.54% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.30% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.42% 94.45%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.64% 88.56%
CHEMBL333 P08253 Matrix metalloproteinase-2 94.42% 96.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.32% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.79% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.65% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.63% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 88.86% 94.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.34% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.25% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 88.20% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.84% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 87.56% 97.05%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.64% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 86.30% 97.64%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.25% 93.03%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 85.56% 90.71%
CHEMBL255 P29275 Adenosine A2b receptor 84.57% 98.59%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.54% 97.50%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.93% 82.38%

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 163105300
LOTUS LTS0226884
wikiData Q105186763