PlantaeDB Logo
Login Sign-up

(3S,6R)-3-(1H-indol-3-ylmethyl)-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]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

Top
Internal ID 058747d3-3924-4a05-8347-7190da6fd6de
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (3S,6R)-3-(1H-indol-3-ylmethyl)-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]piperazine-2,5-dione
SMILES (Canonical) CC(C)(C=C)C1=C(C2=CC=CC=C2N1)CC3C(=O)NC(C(=O)N3)CC4=CNC5=CC=CC=C54
SMILES (Isomeric) CC(C)(C=C)C1=C(C2=CC=CC=C2N1)C[C@@H]3C(=O)N[C@H](C(=O)N3)CC4=CNC5=CC=CC=C54
InChI InChI=1S/C27H28N4O2/c1-4-27(2,3)24-19(18-10-6-8-12-21(18)29-24)14-23-26(33)30-22(25(32)31-23)13-16-15-28-20-11-7-5-9-17(16)20/h4-12,15,22-23,28-29H,1,13-14H2,2-3H3,(H,30,33)(H,31,32)/t22-,23+/m0/s1
InChI Key PFYKDKMYQRWRGF-XZOQPEGZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H28N4O2
Molecular Weight 440.50 g/mol
Exact Mass 440.22122615 g/mol
Topological Polar Surface Area (TPSA) 89.80 Ų
XlogP 4.90
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 2
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,6R)-3-(1H-indol-3-ylmethyl)-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]piperazine-2,5-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 - 0.8023 80.23%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6721 67.21%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8149 81.49%
BSEP inhibitior + 0.9954 99.54%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate - 0.5634 56.34%
CYP3A4 substrate + 0.6434 64.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8311 83.11%
CYP3A4 inhibition - 0.5242 52.42%
CYP2C9 inhibition - 0.6894 68.94%
CYP2C19 inhibition - 0.5548 55.48%
CYP2D6 inhibition - 0.7837 78.37%
CYP1A2 inhibition - 0.6282 62.82%
CYP2C8 inhibition + 0.4560 45.60%
CYP inhibitory promiscuity + 0.7370 73.70%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5454 54.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9752 97.52%
Skin irritation - 0.8013 80.13%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8295 82.95%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5290 52.90%
skin sensitisation - 0.8425 84.25%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6992 69.92%
Acute Oral Toxicity (c) III 0.5136 51.36%
Estrogen receptor binding + 0.8268 82.68%
Androgen receptor binding + 0.6128 61.28%
Thyroid receptor binding + 0.6215 62.15%
Glucocorticoid receptor binding + 0.7202 72.02%
Aromatase binding + 0.5889 58.89%
PPAR gamma + 0.8177 81.77%
Honey bee toxicity - 0.7839 78.39%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8757 87.57%

Targets

Top

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 99.05% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 97.57% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 97.50% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.98% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 96.22% 88.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.29% 93.99%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.81% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.85% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 91.23% 98.59%
CHEMBL240 Q12809 HERG 89.36% 89.76%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.35% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 88.81% 94.73%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 87.72% 97.64%
CHEMBL1829 O15379 Histone deacetylase 3 87.15% 95.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 85.27% 81.14%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 85.01% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.92% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.16% 99.23%
CHEMBL4530 P00488 Coagulation factor XIII 83.52% 96.00%
CHEMBL3524 P56524 Histone deacetylase 4 83.07% 92.97%
CHEMBL2996 Q05655 Protein kinase C delta 82.41% 97.79%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.02% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.88% 89.62%
CHEMBL1902 P62942 FK506-binding protein 1A 81.24% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.20% 89.00%

Plants that contains it

Top
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

Top
PubChem 102005031
LOTUS LTS0149609
wikiData Q105208245