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Pyrrolo[1,2-a]pyrazine-1,4-dione, 3-[[2-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]methyl]hexahydro-, (3S-trans)-

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 b8723fcb-4a3c-474b-8d6e-68e0bdec71d4
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 3-[[2-(2-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/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-6,8-9,16-17,22H,1,7,10-12H2,2-3H3,(H,23,25)
InChI Key KUGNSEAHJVSMAJ-UHFFFAOYSA-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 3.50
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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MFCD14635384
3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
3-([2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]methyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione #
3-[[2-(1,1-dimethylallyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

2D Structure

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2D Structure of Pyrrolo[1,2-a]pyrazine-1,4-dione, 3-[[2-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]methyl]hexahydro-, (3S-trans)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9746 97.46%
Caco-2 - 0.5952 59.52%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7936 79.36%
OATP2B1 inhibitior - 0.7147 71.47%
OATP1B1 inhibitior + 0.8095 80.95%
OATP1B3 inhibitior + 0.9362 93.62%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5564 55.64%
BSEP inhibitior + 0.9509 95.09%
P-glycoprotein inhibitior - 0.5233 52.33%
P-glycoprotein substrate + 0.6347 63.47%
CYP3A4 substrate + 0.6660 66.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8311 83.11%
CYP3A4 inhibition + 0.7170 71.70%
CYP2C9 inhibition + 0.5056 50.56%
CYP2C19 inhibition - 0.5213 52.13%
CYP2D6 inhibition - 0.7269 72.69%
CYP1A2 inhibition - 0.7303 73.03%
CYP2C8 inhibition + 0.5055 50.55%
CYP inhibitory promiscuity + 0.7303 73.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6362 63.62%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9933 99.33%
Skin irritation - 0.7933 79.33%
Skin corrosion - 0.9269 92.69%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4473 44.73%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.6460 64.60%
skin sensitisation - 0.8664 86.64%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6582 65.82%
Acute Oral Toxicity (c) III 0.5281 52.81%
Estrogen receptor binding + 0.7086 70.86%
Androgen receptor binding - 0.4826 48.26%
Thyroid receptor binding + 0.6214 62.14%
Glucocorticoid receptor binding + 0.6504 65.04%
Aromatase binding + 0.5995 59.95%
PPAR gamma + 0.7534 75.34%
Honey bee toxicity - 0.8608 86.08%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9561 95.61%

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 99.43% 98.95%
CHEMBL3524 P56524 Histone deacetylase 4 98.96% 92.97%
CHEMBL1902 P62942 FK506-binding protein 1A 97.64% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.60% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.45% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.36% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.38% 97.25%
CHEMBL3310 Q96DB2 Histone deacetylase 11 93.43% 88.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.24% 96.09%
CHEMBL240 Q12809 HERG 91.52% 89.76%
CHEMBL333 P08253 Matrix metalloproteinase-2 91.22% 96.31%
CHEMBL1937 Q92769 Histone deacetylase 2 90.60% 94.75%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.94% 97.64%
CHEMBL217 P14416 Dopamine D2 receptor 88.91% 95.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.97% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 87.55% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.32% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.20% 82.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.02% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.04% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.79% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.74% 89.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 83.60% 90.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.54% 97.50%
CHEMBL228 P31645 Serotonin transporter 81.53% 95.51%
CHEMBL255 P29275 Adenosine A2b receptor 80.70% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.65% 93.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.35% 96.39%

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 607671
LOTUS LTS0029959
wikiData Q105146137