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(3R,6E)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-6-(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 d79c7c29-d0e5-4bca-8ae8-5fdb726113ff
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (3R,6E)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione
SMILES (Canonical) CC1C(=O)NC(=CC2=C(NC3=C2C=CC(=C3)CC=C(C)C)C(C)(C)C=C)C(=O)N1
SMILES (Isomeric) C[C@@H]1C(=O)N/C(=C/C2=C(NC3=C2C=CC(=C3)CC=C(C)C)C(C)(C)C=C)/C(=O)N1
InChI InChI=1S/C24H29N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-11-10-16(9-8-14(2)3)12-19(17)26-21/h7-8,10-13,15,26H,1,9H2,2-6H3,(H,25,29)(H,27,28)/b20-13+/t15-/m1/s1
InChI Key YCCLECFRSYOPML-OOWUWCJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H29N3O2
Molecular Weight 391.50 g/mol
Exact Mass 391.22597718 g/mol
Topological Polar Surface Area (TPSA) 74.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,6E)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-6-(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 + 0.9827 98.27%
Caco-2 - 0.7254 72.54%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6465 64.65%
OATP2B1 inhibitior - 0.8524 85.24%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9628 96.28%
P-glycoprotein inhibitior + 0.7015 70.15%
P-glycoprotein substrate + 0.6669 66.69%
CYP3A4 substrate + 0.6329 63.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8691 86.91%
CYP3A4 inhibition + 0.6575 65.75%
CYP2C9 inhibition + 0.6622 66.22%
CYP2C19 inhibition + 0.5473 54.73%
CYP2D6 inhibition - 0.8123 81.23%
CYP1A2 inhibition + 0.5925 59.25%
CYP2C8 inhibition + 0.5840 58.40%
CYP inhibitory promiscuity + 0.9381 93.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5658 56.58%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9546 95.46%
Skin irritation - 0.7902 79.02%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7189 71.89%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8276 82.76%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8336 83.36%
Acute Oral Toxicity (c) III 0.5082 50.82%
Estrogen receptor binding + 0.8297 82.97%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.7682 76.82%
Glucocorticoid receptor binding + 0.6900 69.00%
Aromatase binding + 0.6543 65.43%
PPAR gamma + 0.8793 87.93%
Honey bee toxicity - 0.7213 72.13%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9659 96.59%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.15% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.01% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.98% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.09% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 93.84% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.65% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.63% 96.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.45% 83.57%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.62% 96.90%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.09% 92.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.05% 92.94%
CHEMBL255 P29275 Adenosine A2b receptor 85.45% 98.59%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.97% 89.34%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.49% 90.08%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.22% 91.71%
CHEMBL1902 P62942 FK506-binding protein 1A 83.84% 97.05%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.58% 93.40%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.69% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.30% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.10% 89.00%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 81.77% 94.01%

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 163195543
LOTUS LTS0206534
wikiData Q105346208