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8,8a-dihydroxy-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 e6c41bbf-4ebf-47b1-b817-16ce4ab9dfa1
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 8,8a-dihydroxy-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) CC(C)(C=C)C1=C(C2=CC=CC=C2N1)C=C3C(=O)N4CCC(C4(C(=O)N3)O)O
SMILES (Isomeric) CC(C)(C=C)C1=C(C2=CC=CC=C2N1)C=C3C(=O)N4CCC(C4(C(=O)N3)O)O
InChI InChI=1S/C21H23N3O4/c1-4-20(2,3)17-13(12-7-5-6-8-14(12)22-17)11-15-18(26)24-10-9-16(25)21(24,28)19(27)23-15/h4-8,11,16,22,25,28H,1,9-10H2,2-3H3,(H,23,27)
InChI Key LCBNOKFBMBJQFX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23N3O4
Molecular Weight 381.40 g/mol
Exact Mass 381.16885622 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8,8a-dihydroxy-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 + 0.8111 81.11%
Caco-2 - 0.7781 77.81%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7756 77.56%
OATP2B1 inhibitior - 0.5663 56.63%
OATP1B1 inhibitior + 0.9086 90.86%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8383 83.83%
BSEP inhibitior + 0.8893 88.93%
P-glycoprotein inhibitior - 0.5969 59.69%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6730 67.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9046 90.46%
CYP2C9 inhibition - 0.8308 83.08%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.8888 88.88%
CYP1A2 inhibition - 0.7818 78.18%
CYP2C8 inhibition - 0.5672 56.72%
CYP inhibitory promiscuity - 0.8606 86.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5537 55.37%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9796 97.96%
Skin irritation - 0.7803 78.03%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis + 0.5512 55.12%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5586 55.86%
skin sensitisation - 0.8491 84.91%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7484 74.84%
Acute Oral Toxicity (c) III 0.5664 56.64%
Estrogen receptor binding + 0.7602 76.02%
Androgen receptor binding + 0.6168 61.68%
Thyroid receptor binding + 0.7134 71.34%
Glucocorticoid receptor binding + 0.7119 71.19%
Aromatase binding + 0.6944 69.44%
PPAR gamma + 0.8380 83.80%
Honey bee toxicity - 0.7935 79.35%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.7176 71.76%

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 98.44% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.08% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 94.19% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.53% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.31% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.90% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.36% 89.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.63% 88.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.92% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.69% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.69% 93.99%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.92% 93.03%
CHEMBL3524 P56524 Histone deacetylase 4 86.33% 92.97%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.06% 80.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.38% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.29% 93.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.72% 90.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.15% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.85% 97.14%
CHEMBL255 P29275 Adenosine A2b receptor 82.43% 98.59%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.81% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.78% 97.09%

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 77986769
LOTUS LTS0228996
wikiData Q104170806