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(6Z)-3-methoxy-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]piperazine-2,5-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 1ff234da-3c67-42cf-be30-d3a024004a44
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (3S,6Z)-3-methoxy-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H31N3O3/c1-8-24(4,5)21-18(14-20-22(29)28-25(6,31-7)23(30)27-20)17-13-16(10-9-15(2)3)11-12-19(17)26-21/h8-9,11-14,26H,1,10H2,2-7H3,(H,27,30)(H,28,29)/b20-14-/t25-/m0/s1
InChI Key XXJNZGPUCVMTGE-OKPLFKEKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H31N3O3
Molecular Weight 421.50 g/mol
Exact Mass 421.23654186 g/mol
Topological Polar Surface Area (TPSA) 83.20 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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(6Z)-3-methoxy-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione

2D Structure

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2D Structure of (6Z)-3-methoxy-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.7610 76.10%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6085 60.85%
OATP2B1 inhibitior - 0.8562 85.62%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8974 89.74%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.5193 51.93%
CYP3A4 substrate + 0.6378 63.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
CYP3A4 inhibition + 0.6004 60.04%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5957 59.57%
CYP2D6 inhibition - 0.8244 82.44%
CYP1A2 inhibition + 0.5965 59.65%
CYP2C8 inhibition + 0.5941 59.41%
CYP inhibitory promiscuity + 0.8792 87.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5878 58.78%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9558 95.58%
Skin irritation - 0.7943 79.43%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis + 0.5022 50.22%
Human Ether-a-go-go-Related Gene inhibition + 0.7882 78.82%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5552 55.52%
skin sensitisation - 0.8530 85.30%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7926 79.26%
Acute Oral Toxicity (c) III 0.5348 53.48%
Estrogen receptor binding + 0.8343 83.43%
Androgen receptor binding + 0.7315 73.15%
Thyroid receptor binding + 0.7697 76.97%
Glucocorticoid receptor binding + 0.5387 53.87%
Aromatase binding + 0.5358 53.58%
PPAR gamma + 0.8762 87.62%
Honey bee toxicity - 0.6145 61.45%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9378 93.78%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.43% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.97% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.55% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.85% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 96.09% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.24% 95.56%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 92.31% 97.88%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.73% 92.88%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.66% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 91.64% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 91.53% 94.73%
CHEMBL2535 P11166 Glucose transporter 88.94% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.95% 96.90%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.81% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.84% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.69% 90.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.65% 94.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.12% 91.71%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.12% 85.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.09% 86.33%
CHEMBL1255126 O15151 Protein Mdm4 84.46% 90.20%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.88% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.27% 93.03%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.16% 86.92%
CHEMBL3524 P56524 Histone deacetylase 4 83.08% 92.97%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.38% 92.94%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 81.38% 95.52%
CHEMBL255 P29275 Adenosine A2b receptor 81.26% 98.59%
CHEMBL1902 P62942 FK506-binding protein 1A 81.01% 97.05%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.89% 83.57%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 80.61% 81.14%

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 163068704
LOTUS LTS0071044
wikiData Q105344037