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tert-butyl (3S,8aS)-3-[[2-(3-methylbut-2-enyl)-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]methyl]-1,4-dioxo-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazine-2-carboxylate

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 29b2895f-1706-4b87-8c57-e81c1a07531a
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives > Indolecarboxylic acids
IUPAC Name tert-butyl (3S,8aS)-3-[[2-(3-methylbut-2-enyl)-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]methyl]-1,4-dioxo-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazine-2-carboxylate
SMILES (Canonical) CC(=CCC1=C(C2=CC=CC=C2N1C(=O)OC(C)(C)C)CC3C(=O)N4CCCC4C(=O)N3C(=O)OC(C)(C)C)C
SMILES (Isomeric) CC(=CCC1=C(C2=CC=CC=C2N1C(=O)OC(C)(C)C)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3C(=O)OC(C)(C)C)C
InChI InChI=1S/C31H41N3O6/c1-19(2)15-16-23-21(20-12-9-10-13-22(20)33(23)28(37)39-30(3,4)5)18-25-26(35)32-17-11-14-24(32)27(36)34(25)29(38)40-31(6,7)8/h9-10,12-13,15,24-25H,11,14,16-18H2,1-8H3/t24-,25-/m0/s1
InChI Key LCXZJWZQHMZTRX-DQEYMECFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H41N3O6
Molecular Weight 551.70 g/mol
Exact Mass 551.29953604 g/mol
Topological Polar Surface Area (TPSA) 98.20 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.61
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of tert-butyl (3S,8aS)-3-[[2-(3-methylbut-2-enyl)-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]methyl]-1,4-dioxo-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazine-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9849 98.49%
Caco-2 - 0.6427 64.27%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7456 74.56%
OATP2B1 inhibitior - 0.8489 84.89%
OATP1B1 inhibitior + 0.8416 84.16%
OATP1B3 inhibitior + 0.9187 91.87%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7072 70.72%
BSEP inhibitior + 0.9961 99.61%
P-glycoprotein inhibitior + 0.8770 87.70%
P-glycoprotein substrate + 0.6457 64.57%
CYP3A4 substrate + 0.6762 67.62%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition + 0.7543 75.43%
CYP2C9 inhibition - 0.5775 57.75%
CYP2C19 inhibition + 0.5124 51.24%
CYP2D6 inhibition - 0.9112 91.12%
CYP1A2 inhibition - 0.6208 62.08%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.8516 85.16%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6069 60.69%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9456 94.56%
Skin irritation - 0.8042 80.42%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6969 69.69%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5428 54.28%
skin sensitisation - 0.8814 88.14%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6978 69.78%
Acute Oral Toxicity (c) III 0.6331 63.31%
Estrogen receptor binding + 0.7698 76.98%
Androgen receptor binding + 0.6435 64.35%
Thyroid receptor binding + 0.5877 58.77%
Glucocorticoid receptor binding + 0.7904 79.04%
Aromatase binding + 0.6475 64.75%
PPAR gamma + 0.7507 75.07%
Honey bee toxicity - 0.8280 82.80%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9949 99.49%

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 99.50% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.89% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.11% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.20% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.27% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.20% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 91.88% 91.49%
CHEMBL1902 P62942 FK506-binding protein 1A 91.33% 97.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.49% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.27% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.98% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.64% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.43% 89.62%
CHEMBL3524 P56524 Histone deacetylase 4 83.40% 92.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.33% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.98% 97.14%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.81% 91.43%
CHEMBL3401 O75469 Pregnane X receptor 80.72% 94.73%

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 122184709
LOTUS LTS0095645
wikiData Q105150051