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4-[2-(4,6-dimethyl-7-oxohepta-1,5-dienyl)-5-(1H-indol-3-ylmethyl)-6,6a-dimethyl-3-oxo-1a,2,4,5,5a,6-hexahydrooxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoic acid

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 a6594127-0579-468d-8e15-089347dd5ff4
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dienyl)-5-(1H-indol-3-ylmethyl)-6,6a-dimethyl-3-oxo-1a,2,4,5,5a,6-hexahydrooxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoic acid
SMILES (Canonical) CC1C2C(NC(=O)C2(C(C3C1(O3)C)C=CCC(C)C=C(C)C=O)C(=O)CCC(=O)O)CC4=CNC5=CC=CC=C54
SMILES (Isomeric) CC1C2C(NC(=O)C2(C(C3C1(O3)C)C=CCC(C)C=C(C)C=O)C(=O)CCC(=O)O)CC4=CNC5=CC=CC=C54
InChI InChI=1S/C32H38N2O6/c1-18(14-19(2)17-35)8-7-10-23-29-31(4,40-29)20(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-30(39)32(23,28)26(36)12-13-27(37)38/h5-7,9-11,14,16-18,20,23,25,28-29,33H,8,12-13,15H2,1-4H3,(H,34,39)(H,37,38)
InChI Key LIPZGVKJZMDGAP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38N2O6
Molecular Weight 546.70 g/mol
Exact Mass 546.27298694 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dienyl)-5-(1H-indol-3-ylmethyl)-6,6a-dimethyl-3-oxo-1a,2,4,5,5a,6-hexahydrooxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9590 95.90%
Caco-2 - 0.8337 83.37%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5327 53.27%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8160 81.60%
OATP1B3 inhibitior + 0.9260 92.60%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7093 70.93%
BSEP inhibitior + 0.9964 99.64%
P-glycoprotein inhibitior + 0.7902 79.02%
P-glycoprotein substrate + 0.7177 71.77%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.5190 51.90%
CYP2C9 inhibition - 0.7030 70.30%
CYP2C19 inhibition - 0.7042 70.42%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition - 0.7709 77.09%
CYP2C8 inhibition + 0.6757 67.57%
CYP inhibitory promiscuity + 0.5752 57.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.4539 45.39%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9613 96.13%
Skin irritation - 0.7619 76.19%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8492 84.92%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5809 58.09%
skin sensitisation - 0.8387 83.87%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8505 85.05%
Acute Oral Toxicity (c) II 0.4512 45.12%
Estrogen receptor binding + 0.7659 76.59%
Androgen receptor binding + 0.6328 63.28%
Thyroid receptor binding + 0.6782 67.82%
Glucocorticoid receptor binding + 0.8025 80.25%
Aromatase binding + 0.6423 64.23%
PPAR gamma + 0.7629 76.29%
Honey bee toxicity - 0.7122 71.22%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9129 91.29%

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 99.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.99% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.80% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.01% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.98% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.87% 94.62%
CHEMBL1951 P21397 Monoamine oxidase A 92.65% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.44% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.05% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.92% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 88.13% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 88.07% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 86.22% 83.82%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.20% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.53% 90.08%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.86% 83.10%
CHEMBL221 P23219 Cyclooxygenase-1 82.55% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.95% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.01% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.99% 94.08%
CHEMBL1937 Q92769 Histone deacetylase 2 80.97% 94.75%
CHEMBL1914 P06276 Butyrylcholinesterase 80.49% 95.00%

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 163032507
LOTUS LTS0237289
wikiData Q104170980