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methyl 4-[4-(4,6-dimethyl-7-oxohepta-1,5-dienyl)-5-hydroxy-1-(1H-indol-3-ylmethyl)-7-methyl-6-methylidene-3-oxo-1,2,4,5,7,7a-hexahydroisoindol-3a-yl]-4-oxobutanoate

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 2b92dfa0-60ff-4907-a678-22b40c2a9e53
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name methyl 4-[4-(4,6-dimethyl-7-oxohepta-1,5-dienyl)-5-hydroxy-1-(1H-indol-3-ylmethyl)-7-methyl-6-methylidene-3-oxo-1,2,4,5,7,7a-hexahydroisoindol-3a-yl]-4-oxobutanoate
SMILES (Canonical) CC1C2C(NC(=O)C2(C(C(C1=C)O)C=CCC(C)C=C(C)C=O)C(=O)CCC(=O)OC)CC3=CNC4=CC=CC=C43
SMILES (Isomeric) CC1C2C(NC(=O)C2(C(C(C1=C)O)C=CCC(C)C=C(C)C=O)C(=O)CCC(=O)OC)CC3=CNC4=CC=CC=C43
InChI InChI=1S/C33H40N2O6/c1-19(15-20(2)18-36)9-8-11-25-31(39)22(4)21(3)30-27(16-23-17-34-26-12-7-6-10-24(23)26)35-32(40)33(25,30)28(37)13-14-29(38)41-5/h6-8,10-12,15,17-19,21,25,27,30-31,34,39H,4,9,13-14,16H2,1-3,5H3,(H,35,40)
InChI Key XVACANNIRRWPTB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40N2O6
Molecular Weight 560.70 g/mol
Exact Mass 560.28863700 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.24
H-Bond Acceptor 6
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 methyl 4-[4-(4,6-dimethyl-7-oxohepta-1,5-dienyl)-5-hydroxy-1-(1H-indol-3-ylmethyl)-7-methyl-6-methylidene-3-oxo-1,2,4,5,7,7a-hexahydroisoindol-3a-yl]-4-oxobutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9744 97.44%
Caco-2 - 0.8449 84.49%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4995 49.95%
OATP2B1 inhibitior - 0.7105 71.05%
OATP1B1 inhibitior + 0.8115 81.15%
OATP1B3 inhibitior + 0.8883 88.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6343 63.43%
BSEP inhibitior + 0.9965 99.65%
P-glycoprotein inhibitior + 0.7858 78.58%
P-glycoprotein substrate + 0.7150 71.50%
CYP3A4 substrate + 0.7237 72.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.5282 52.82%
CYP2C9 inhibition - 0.6686 66.86%
CYP2C19 inhibition - 0.6988 69.88%
CYP2D6 inhibition - 0.8997 89.97%
CYP1A2 inhibition - 0.7121 71.21%
CYP2C8 inhibition + 0.7027 70.27%
CYP inhibitory promiscuity + 0.6478 64.78%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4367 43.67%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9517 95.17%
Skin irritation - 0.7592 75.92%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7251 72.51%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8644 86.44%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7864 78.64%
Acute Oral Toxicity (c) III 0.4373 43.73%
Estrogen receptor binding + 0.7719 77.19%
Androgen receptor binding + 0.6267 62.67%
Thyroid receptor binding + 0.6131 61.31%
Glucocorticoid receptor binding + 0.8058 80.58%
Aromatase binding + 0.5735 57.35%
PPAR gamma + 0.7181 71.81%
Honey bee toxicity - 0.6550 65.50%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9529 95.29%

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 99.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.21% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.59% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.06% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.02% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 95.89% 91.49%
CHEMBL2996 Q05655 Protein kinase C delta 94.27% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.94% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.89% 89.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 90.80% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.10% 99.23%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 87.16% 83.10%
CHEMBL255 P29275 Adenosine A2b receptor 86.36% 98.59%
CHEMBL299 P17252 Protein kinase C alpha 86.16% 98.03%
CHEMBL2535 P11166 Glucose transporter 86.01% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.49% 94.62%
CHEMBL1937 Q92769 Histone deacetylase 2 84.85% 94.75%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.34% 88.56%
CHEMBL4040 P28482 MAP kinase ERK2 84.06% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.00% 91.07%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.96% 89.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.91% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 83.08% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.52% 99.17%
CHEMBL4208 P20618 Proteasome component C5 80.83% 90.00%

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 163047821
LOTUS LTS0036154
wikiData Q104201376