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(3Z,8aR)-8a-methoxy-3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]-7,8-dihydro-6H-pyrrolo[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 d119c611-434a-4dec-8461-b5d479dca06e
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3Z,8aR)-8a-methoxy-3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]-7,8-dihydro-6H-pyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H25N3O3/c1-5-21(2,3)18-15(14-9-6-7-10-16(14)23-18)13-17-19(26)25-12-8-11-22(25,28-4)20(27)24-17/h5-7,9-10,13,23H,1,8,11-12H2,2-4H3,(H,24,27)/b17-13-/t22-/m1/s1
InChI Key RRSWIGIDOYZHAH-DAKPFUFHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H25N3O3
Molecular Weight 379.50 g/mol
Exact Mass 379.18959167 g/mol
Topological Polar Surface Area (TPSA) 74.40 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.07
H-Bond Acceptor 3
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 (3Z,8aR)-8a-methoxy-3-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]-7,8-dihydro-6H-pyrrolo[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 + 0.9504 95.04%
Caco-2 - 0.6222 62.22%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7830 78.30%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.8878 88.78%
OATP1B3 inhibitior + 0.9230 92.30%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9342 93.42%
P-glycoprotein inhibitior + 0.6469 64.69%
P-glycoprotein substrate - 0.6028 60.28%
CYP3A4 substrate + 0.6530 65.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
CYP3A4 inhibition - 0.5432 54.32%
CYP2C9 inhibition - 0.7529 75.29%
CYP2C19 inhibition - 0.7586 75.86%
CYP2D6 inhibition - 0.8485 84.85%
CYP1A2 inhibition - 0.6060 60.60%
CYP2C8 inhibition + 0.4720 47.20%
CYP inhibitory promiscuity - 0.5988 59.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5751 57.51%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9829 98.29%
Skin irritation - 0.7766 77.66%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis + 0.6736 67.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5587 55.87%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5263 52.63%
skin sensitisation - 0.8692 86.92%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8286 82.86%
Acute Oral Toxicity (c) III 0.5968 59.68%
Estrogen receptor binding + 0.8347 83.47%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding + 0.7820 78.20%
Glucocorticoid receptor binding + 0.5868 58.68%
Aromatase binding + 0.6772 67.72%
PPAR gamma + 0.8290 82.90%
Honey bee toxicity - 0.7499 74.99%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9290 92.90%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.91% 95.56%
CHEMBL2581 P07339 Cathepsin D 98.23% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.59% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 97.54% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 94.21% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.69% 97.25%
CHEMBL3524 P56524 Histone deacetylase 4 93.39% 92.97%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.82% 88.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.08% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.79% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.12% 90.08%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.96% 80.78%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 86.50% 81.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.30% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.98% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.09% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.77% 93.03%
CHEMBL255 P29275 Adenosine A2b receptor 83.40% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.89% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.88% 97.14%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.06% 85.49%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.97% 92.67%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.95% 96.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.39% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.02% 96.77%

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 163193281
LOTUS LTS0068581
wikiData Q105244333