PlantaeDB Logo
Login Sign-up

3-(1a,2-dihydrooxireno[2,3-b]indol-6b-ylmethyl)-6-(1H-indol-3-ylmethyl)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 2a74df02-a5ea-4f87-bca4-e2eded7f56e2
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 3-(1a,2-dihydrooxireno[2,3-b]indol-6b-ylmethyl)-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione
SMILES (Canonical) C1=CC=C2C(=C1)C(=CN2)CC3C(=O)NC(C(=O)N3)CC45C(O4)NC6=CC=CC=C56
SMILES (Isomeric) C1=CC=C2C(=C1)C(=CN2)CC3C(=O)NC(C(=O)N3)CC45C(O4)NC6=CC=CC=C56
InChI InChI=1S/C22H20N4O3/c27-19-17(9-12-11-23-15-7-3-1-5-13(12)15)24-20(28)18(25-19)10-22-14-6-2-4-8-16(14)26-21(22)29-22/h1-8,11,17-18,21,23,26H,9-10H2,(H,24,28)(H,25,27)
InChI Key ISNSFZNUXFJHFZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H20N4O3
Molecular Weight 388.40 g/mol
Exact Mass 388.15354051 g/mol
Topological Polar Surface Area (TPSA) 98.60 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-(1a,2-dihydrooxireno[2,3-b]indol-6b-ylmethyl)-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9710 97.10%
Caco-2 - 0.7689 76.89%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7054 70.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9579 95.79%
P-glycoprotein inhibitior + 0.5908 59.08%
P-glycoprotein substrate - 0.6225 62.25%
CYP3A4 substrate + 0.6402 64.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8081 80.81%
CYP3A4 inhibition - 0.6471 64.71%
CYP2C9 inhibition - 0.6889 68.89%
CYP2C19 inhibition - 0.6587 65.87%
CYP2D6 inhibition - 0.8531 85.31%
CYP1A2 inhibition - 0.6087 60.87%
CYP2C8 inhibition - 0.7200 72.00%
CYP inhibitory promiscuity + 0.6458 64.58%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5563 55.63%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9849 98.49%
Skin irritation - 0.8042 80.42%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7931 79.31%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.5067 50.67%
skin sensitisation - 0.8636 86.36%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7082 70.82%
Acute Oral Toxicity (c) III 0.5299 52.99%
Estrogen receptor binding + 0.6396 63.96%
Androgen receptor binding + 0.6793 67.93%
Thyroid receptor binding - 0.6116 61.16%
Glucocorticoid receptor binding - 0.5948 59.48%
Aromatase binding - 0.5921 59.21%
PPAR gamma + 0.6967 69.67%
Honey bee toxicity - 0.8028 80.28%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.5951 59.51%

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 99.44% 91.11%
CHEMBL3310 Q96DB2 Histone deacetylase 11 96.35% 88.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.22% 94.62%
CHEMBL255 P29275 Adenosine A2b receptor 95.62% 98.59%
CHEMBL1937 Q92769 Histone deacetylase 2 94.95% 94.75%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 94.35% 83.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.82% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.24% 94.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 91.64% 90.71%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 89.96% 96.39%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.86% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 88.51% 97.64%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.31% 90.08%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.14% 93.99%
CHEMBL1829 O15379 Histone deacetylase 3 87.31% 95.00%
CHEMBL2581 P07339 Cathepsin D 87.10% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.42% 94.23%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.74% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.56% 89.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 83.81% 81.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.80% 96.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.55% 95.71%
CHEMBL4531 P17931 Galectin-3 81.66% 96.90%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.40% 89.44%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.08% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 80.48% 94.73%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.38% 91.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.10% 85.14%

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 162891298
LOTUS LTS0191891
wikiData Q104169085